My Company's Sold Listings

$11,000,000 ^(USD)

Greenwich Area Single Family Home

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151 Old Church Road Greenwich, CT 06830

8 Bed

10 Baths

10935 sqft

''Oak Castle Farm'', an extraordinary 7-bedroom turn-of-the-century English-style granite and shingle home, masterfully renovated and expanded under the supervision of noted architect, Alisberg Parker. Stunning 2014 transition incorporates relaxed grandeur with all modern-day luxuries. Exquisite detail, quality and scale with high ceilings throughout. Spectacular landscape and manicured grounds with towering specimen trees, broad lawns and perennial gardens set atop this multi-lot 3.98-acre compound at end of private lane. Complete with pool, spa, tennis/sports court, and numerous outdoor entertainment areas. 1-bedroom carriage house with office suite, multi-media theater and 3-car garage. Close proximity to schools, houses of worship and transportation minutes from downtown Greenwich.

Listing Courtesy of GREENWICH MLS / Coldwell Banker Realty / John McAtee

$10,400,000 ^(USD)

Sasco Area Single Family Home

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640 Sasco Hill Road Fairfield, CT 06824

8 Bed

16 Baths

17736 sqft

Imagine waking every morning to some of the most breathtaking water views on the East Coast. "The Sanctuary on Sasco Hill" is one of Fairfield County's most coveted properties. With the Manhattan skyline on the horizon, this gated, ultra-private estate features 6 levels of sun-drenched living and a charming 2-bedroom, 2-bath guest house. Blending intimate spaces with grandeur, the lifestyle allows for family comfort and the luxury of lavish entertainment. Floor-to-ceiling windows, French doors, and wood-burning fireplaces create a warm and inviting atmosphere. Granite patios with limestone railings, strategically placed on every level offer spectacular spaces for outdoor gatherings and moments of unparalleled sunrises and sunsets. The primary suite graces the entirety of the top floor, providing panoramic views from its expansive terrace. Six additional en-suite bedrooms with custom finishes and a large media/playroom occupy the 2nd floor. Enjoy summer afternoons by the inviting oval pool with a large shallow end and a full 9-foot deep end. Stay active on the squash court or swim laps in the indoor pool. The playground and enchanting gardens provide endless outdoor enjoyment. "The Sanctuary on Sasco Hill" is a turn-key property, available fully furnished and ready for immediate occupancy. Here, the seamless blending of indoor and outdoor spaces creates an unparalleled lifestyle of elegance and tranquility. Welcome to the epitome of luxury living only 50 mi from NYC.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Cindy Raney

$10,250,000 ^(USD)

Coleytown Area Single Family Home

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5 Fraser Road Westport, CT 06880

6 Bed

10 Baths

8639 sqft

Prepare to experience the extraordinary and discover the future at this new residence by Skyview Builders. Now complete and ready for immediate enjoyment, this world-class estate elevates the standard against which all others are measured. Set on two spectacular, level acres in the heart of Westport's premier estate section, long considered a haven for celebrities & influential figures. The gated approach leads to an unrivaled custom home characterized by innovative materials & finishes incl a mirror-effect glass partial facade, glass entry canopy, KLAR windows/doors w/triple pane glass & quality construction practices that represent the future of building technology. Enter a refined environment where every intuitively designed space flows harmoniously. As you explore the interior, you will encounter customized built-ins, porcelain accents, linear fireplaces, LED-lit curtain channels, fine fixtures & much more. The hub of this home is the awe-inspiring gourmet kitchen/Great room w/sliding glass wall to the rear, hidden prep kitchens, enclosed outdoor entertaining space w/sep summer kitchen all leading to the pool terrace w/spa, swim-up bar, sunken seating area w/fire table. Each of the 6 lux BR suites has a priv bath. The primary suite has spectacular dressing rms & a spa bath unlike any other. The 3rd flr bonus rm opens to a roof deck w/hot tub. The fin LL dazzles w/media rm, spa, wine cellar, full wellness suite. Ask about Skyview's luxury homes in Greenwich & Westport.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Douglas "Doug" Bross

$7,180,000 ^(USD)

Greenwich Area Single Family Home

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11 Bobolink Lane Greenwich, CT 06830

5 Bed

7 Baths

5441 sqft

1st time on market in 50 years! Lovingly maintained Stately brick and slate Georgian colonial built in 1941. Elegant 5,500 +/- sf 5 bedroom, 6+ bath, center hall classic built of the finest materials and craftsmanship encompassing both light-filled formal and informal rooms. English entrance hall with sweeping staircase, generous living room with fireplace, handsome pine paneled library, eat-in kitchen, solarium, office, family/game room and spa. Spacious primary suite with walk-in closets and luxury bath, 4 additional bedrooms and rear staircase. Nestled on 1.79 parklike acres enhanced by mature grounds, walled gardens, expansive patio, pool, tennis court and 3-car garage. Ideally situated on a peaceful lane in one of Greenwich's most coveted locations with close proximity to town.

Listing Courtesy of GREENWICH MLS / Coldwell Banker Realty / John McAtee

$7,000,000 ^(USD)

Saugatuck Area Single Family Home

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15 Burritts Landing North Westport, CT 06880

4 Bed

4 Baths

3809 sqft

A Waterfront Estate That Lives Like a Private Resort. Few homes offer this rare blend of privacy, elegance, and waterfront access-just minutes from downtown Westport. Located at the end of a private lane in Westport's most sought after waterfront enclave, this estate is a haven for those who demand more from life. Wake to panoramic water views. Step outside to your own deep-water dock. Entertain on a grand scale with a sunlit patio, sparkling pool, and walled gardens. Indoors, vaulted ceilings, a glass-wrapped sunroom with fireplace, and seamless living spaces create an atmosphere of relaxed sophistication. Whether you're hosting a summer soiree, enjoying quiet evenings by the fire, or setting out by boat on a whim, this home gives you the freedom to live beautifully. Everything you need is here-and everything else is just minutes away. Live where others vacation. Own what few can.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Cindy Raney

$7,000,000 ^(USD)

Sasco Area Single Family Home

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290 Sasco Hill Road Fairfield, CT 06824

7 Bed

10 Baths

8083 sqft

Welcome to 290 Sasco Hill Road-an extraordinary opportunity to own one of the most prestigious addresses in Fairfield County. Set on 1.75 beautifully landscaped acres atop iconic Sasco Hill, this 8,083 square foot estate offers sweeping views of Southport Harbor and the rolling greens of the Country Club of Fairfield's renowned golf course. A rare combination of water views and shared-private dock access make this home a standout in one of the most coveted enclaves on the Connecticut coast. Imagine waking up to boats gliding through the harbor and ending the day with sunsets over the Sound all from the privacy of your own backyard. The home blends timeless architecture with generous proportions, ideal for both everyday living and large-scale entertaining. Inside, elegant formal spaces flow effortlessly into sunlit casual rooms, all oriented to capture breathtaking views. A gracious primary suite with a private terrace offers a front-row seat to nature's show, while multiple guest bedrooms provide comfort and privacy for family and friends. Sasco Hill is known for its grand estates, commanding water views, and close proximity to Southport Village, beaches, and commuter train service to NYC. 290 Sasco Hill Road is an exceptional offering in a location where few homes change hands and even fewer offer such an unparalleled vantage point. Enjoy the best of waterfront living, New England charm, and timeless luxury-right here on Sasco Hill.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Tara Rowe Hawley

$6,650,000 ^(USD)

Compo Beach Area Single Family Home

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51 Compo Beach Road Westport, CT 06880

4 Bed

3 Baths

2208 sqft

When Location and Lifestyle matter... Move-in-ready 2024 construction with direct water views located in the heart of Westport's Compo Beach. Designed by renowned award-winning architect Peter Cadoux, this home is more than just a place to live; it is a spectacular sanctuary designed to enhance every aspect of coastal living. The commitment to luxury is apparent in every detail from the unparalleled architectural design to the meticulous construction customized specifically to withstand the coastal environment. The interior features a bright open layout showcasing expansive floor-to-ceiling windows that flood the rooms w/ natural sunlight and offer breathtaking water views from every angle. Complete w/ 4 bedrooms and 3 full baths, this home offers an ideal level of comfort and privacy. Architect Cadoux's talent shines in the way he cleverly maximizes space and functionality, creating a layout that lives much larger than its physical dimensions. The outdoor area is a seaside oasis w/ secluded backyard, heated pool, and must see in person expansive rooftop deck w/ mesmerizing water views, amble room for hot tub, and is perfect for entertaining, sunbathing, or enjoying evening sunsets. Additional features include smart home technology, an elevator that connects all levels, a 2-car garage, and backup generator. With its prime Westport location just steps from the marina, and beach this property offers an unparalleled lifestyle that is extraordinary, prestigious and serene

Listing Courtesy of SMART MLS / Higgins Group Bedford Square / Carol Cutler

$6,649,000 ^(USD)

Greens Farms Area Single Family Home

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7 Roshab Lane Westport, CT 06880

6 Bed

8 Baths

8215 sqft

Now complete! Set on over 2 acres in one of Westports's most desired neighborhoods, this stunning new construction by HOBI award winner, Rick Benson, blends modern luxury with timeless design. Surrounded by mature trees, this home offers privacy & serenity minutes from trains, town, shopping & beaches. Discover luxurious living spaces, 6 ensuite bedrooms, 7 full/1 half baths, seamless flow between open-concept living & refined formal spaces. The gourmet kitchen is a chef's dream, featuring 60" Wolf range, Sub-Zero appliances, galley sink, fridge drawers, hidden shelves next to range, & a working pantry. Elevator-ready for 5 stops, the home is built for long term comfort. Entertain effortlessly in the family room containing a full wet bar with wine column & beverage center; the room opens to the covered porch & outdoor kitchen & dining area. The resort-style backyard is anchored by a 20'x40' foot pool with internal spa & sunning platform, looking over the extensive graceful lawn. The sumptuous primary suite is marked by vaulted ceiling, spacious deck with glass railings & wellness room. Additional highlights include 10" ft ceilings on the 1st floor, 9" on other floors, Lutron lighting, 2 instant hot water heaters, 4 gas fireplaces, fabulous walk-out lower level with full bar, gym, large gathering space & wine tasting area. Space exists for a 1000 sq ft ADU or 300 sq ft pool house, huge unfinished 3rd floor awaiting your ideas. Schedule your private tour today.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Totney Benson

$6,219,419 ^(USD)

In-Town Area Single Family Home

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5 Brookside Drive Westport, CT 06880

5 Bed

8 Baths

8350 sqft

Elegant new construction home by Mattera Construction sits on one of the most sought after streets with a cul-de-sac in Westport. Dramatic 5 Bedroom home offers 6 full baths and 2 half baths with room for a pool. An oversized custom Kitchen with Breakfast area, Family Room, Office, Living Room , Dining Room, Mudroom and 2 half baths complete the main level. On the 2nd level the oversized Primary Suite features 2 large closets and private bath. 4 more en-suite Bedroom/Baths plus a Laundry Room are also on the 2nd floor. The Lower Level additional Family Room, Gym and a Full Bath, plus a the finished 3rd level complete this special property. Custom details and finishes throughout! ROOM FOR POOL. Ready Summer of 2024

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Linda Skolnick

$5,945,000 ^(USD)

Long Lots Area Single Family Home

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29 Sturges Commons Westport, CT 06880

6 Bed

9 Baths

8817 sqft

Custom built by Mattera Construction, this exceptional home offers over 11,000 sq ft+/- of refined living on 1.3 private acres in the highly sought-after Sturges Commons neighborhood, known for its strong sense of community and block gatherings. Recently enhanced w/ a brand-new, top-of-the-line cedar wood roof, the home blends timeless craftsmanship w/ modern luxury. The main level is ideal for both elegant entertaining & everyday living, featuring a chef's kitchen with Wolf/Subzero appliances, an inviting family room w/ fireplace, a richly detailed library w/ custom cabinetry, a gracious living room, & large sun filled dining room that can comfortably accommodate 12. Upstairs, the luxurious primary suite features architectural ceilings, fireplace, a stunning dressing room, a spa-like bath, & private study. Four additional en-suite bedrooms & a second family room complete the level. The third floor offers a large playroom w/ a walk-in closet & full bath. The walk-out lower level delivers exceptional recreation w/ a private theater, gym, & multiple spaces for games, crafts, & entertaining. Outdoor living rivals a resort, featuring a pool w/ spa, covered terrace w/ fireplace, outdoor kitchen w/ BBQ, & a full-size sport court. A rare opportunity to own a thoughtfully designed home offering scale, comfort, & lifestyle in one of Westport's most desirable neighborhoods. Minutes from all amenities yet situated on a lot with exceptional privacy, this home is not to be missed!

Listing Courtesy of SMART MLS / The Riverside Realty Group / Brett Lieberman

$5,899,000 ^(USD)

Long Lots Area Single Family Home

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9 Burr Farms Road Westport, CT 06880

7 Bed

10 Baths

8273 sqft

The home of your dreams that exceeds every expectation awaits at this spectacular, like-new residence built w/the finest quality & elevated design. Perfectly sited on one of Long Lots' top cul-de-sacs behind a stone wall, the manicured acre w/saltwater gunite pool/spa offers a serene backdrop for this exceptional property. The impressive, soaring foyer w/exquisite millwork introduces interiors w/ 10-ft ceilings on the main level incl the grand LR w/modern marble fpl & DR w/architectural ceiling. Well-appointed library/home office w/built-ins, fireplace & French doors to side & rear porches. The show-stopping chef's kitchen dazzles w/custom cabinetry, marble counters & island, backsplash w/subtle bronze inlay, Sub Zero & Wolf appliances, walk-in pantry, butler's pantry to DR & sunlit dining area, flowing into the stunning fam rm w/French doors & gorgeous fireplace. Expansive rear hall w/full pool bath, mudroom w/ample storage, 3-car garage access, back stairs to 2nd & 3rd flrs. With 7 BRs, 8 full & 2 half baths, there is space for all. Luxe primary suite w/spacious BR, sitting area w/fpl, dressing rm, coffee bar, 2 incredible walk-in clsts, marble bath. Bonus rms on 2nd flr w/built-ins & 3rd flr w/climbing structure. Incredible LL w/media rm, gym, wine cellar, bar, game rm w/fpl, sauna. Resort-style property w/covered porch, pergola, firepit, outdoor kitchen & level lawns framing the 45-ft pool. Generator, Savant smart home system & much more. Impeccable & move-in ready.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Alexander Chingas

$5,750,000 ^(USD)

Compo Beach Area Single Family Home

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8 Bradley Street Westport, CT 06880

5 Bed

7 Baths

4532 sqft

Nestled on a rare double lot in Westport's coveted Compo Beach, this custom-built sanctuary blends timeless elegance with modern coastal luxury. Embracing the essence of beachside living, this 4,532 sq. ft. home boasts exquisite millwork, a gourmet kitchen with custom cabinetry, and sun-drenched living spaces. French doors lead to a private terrace featuring an outdoor kitchen, shower, and fireplace, while a stunning heated rooftop deck offers panoramic Long Island Sound views, a gas fireplace, and built-in sound system-perfect for sunset entertaining. The primary suite is a serene retreat with a fireplace, office nook, spa bath, and dual walk-in closets. Four additional en-suite bedrooms ensure privacy and comfort. A radiant-heated mudroom, two-car heated garage with EV charging, and professionally landscaped grounds complete this unique coastal offering-just minutes from downtown Westport, Metro-North, and 50 miles from Midtown Manhattan.

Listing Courtesy of SMART MLS / The Agency / Erin Melson

$5,650,000 ^(USD)

Greenwich Area Single Family Home

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34 Quail Road Greenwich, CT 06831

5 Bed

8 Baths

6498 sqft

Ideal five bedroom mid-country retreat on 2.35 acres in coveted a private association located just off of Round Hill Road.

Set back from the road with a lush deep front lawn, 34 Quail has been thoughtfully renovated by the current owners to include all of the modern amenities for today's lifestyle. Tall ceilings, walls of windows, wide white oak floors and custom millwork are featured throughout this sun drenched home. Formal rooms flow into casual areas with the showpiece being the double height Great Room overlooking the private property. The kitchen and family room open to stone terrace, pool and path to more open space for play. Multiple spots for offices including one on main floor tucked away for privacy. There are 5 expansive bedrooms including the primary suite with sitting area, two bathrooms & two walk-in closets and cozy fireplace. The lower level was just rebuilt and has a golf simulator, bar, gym, wine cellar and full bath plus french door opening to another stone terrace. This is a home for people who want both privacy/land in a fun friendly neighborhood. Private natural trails too! Truly a magical offering.

Listing Courtesy of GREENWICH MLS / Houlihan Lawrence

$5,575,000 ^(USD)

Long Lots Area Single Family Home

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29 Sturges Commons Westport, CT 06880

6 Bed

9 Baths

8817 sqft

Masterfully crafted by Mattera Construction, this 12,000+/- sq ft residence sits on 1.3+/- pastoral acres on coveted Sturges Commons, a vibrant neighborhood known for block parties and a strong sense of community. Designed for both luxury and functionality, this home boasts exquisite custom finishes, soaring ceilings, and impeccable interior design. The main level offers a chef's kitchen, a stunning family rm with a fireplace, a library w/artisan cabinetry, and a grand living room. Upstairs, the breathtaking primary suite features a study, tray ceilings, a fireplace, dual dressing areas, and a spa-like bath. Four addl en-suite BR's and a lounge that can be combined for an in-law suite complete the level. The 3rd flr hosts a playroom, BR & bath. The walk-out LL delivers unmatched recreation with a theater, gym, and rooms for games, crafts, playroom & billiards. Outdoor living is elevated with a full-size, lit sport court, flagstone terrace, pool, spa, cabana, outdoor kitchen with BBQ and fireplace. A masterpiece of design and a sumptuous lifestyle.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Douglas "Doug" Bross

$5,516,360 ^(USD)

Coleytown Area Single Family Home

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83 Red Coat Road Westport, CT 06880

6 Bed

8 Baths

6400 sqft

Modern meets elegance at 83 Red Coat Road in Westport. Proposed, custom new construction by award winning Coastal Luxury Homes, come meet with Joe Feinleib and MarcSells.Homes to walk the property and design your dream house. This Modern Colonial will be built with the highest craftsmanship and most modern building techniques available today. You will sit high above the stunning Saugatuck River on almost 3 acres of professionally landscaped and mature foliage in this 6,400 square foot home. FOUR HUNRED FEET of crystal-clear rolling river frontage will be your views and sound from almost every room.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Marc Tessitore

$5,499,000 ^(USD)

Greens Farms Area Single Family Home

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11 Tierney Lane Westport, CT 06880

6 Bed

9 Baths

6787 sqft

Combining classic design with modern detailing, this masterfully crafted home by an established local builder of premier residences is sure to delight even the most discerning buyer. Impressively positioned at the end of a private lane in the heart of the Greens Farms, this one of 2 exceptional custom homes. The main level exudes luxury, showcasing the expert millwork that flows throughout the beautifully proportioned Living Room, Dining Room and Study into the stunning Chef-inspired Kitchen that adjoins the sunny Family Room with fireplace and access to a large deck. The second level includes an elegant Primary Suite with built-in custom cabinetry, a fireplace and a spa-like bathroom, 4 additional ensuite Bedrooms, a Family Room/Lounge and a Sitting Room or Office. The third level has a Flex Space/Playroom. The handsomely appointed walk-out Garden Level features a 6th Bedroom, Full Bath, a Family Room, with a stylish well-equipped Bar, a Gym with mirrored walls and rubber floor, a tiered level Home Theater with pre-installed wiring, a Sauna and a room for a Wine Cellar. Graciously situated on 2 sunny picturesque acres with a Salt Water Swimming Pool, surrounded by a large Granite patio and a site for a Pool House. This exceptional home has just been completed and is available for immediate occupancy.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Laurie Crouse

$5,396,000 ^(USD)

Long Lots Area Single Family Home

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19 Joann Circle Westport, CT 06880

6 Bed

9 Baths

2849 sqft

Elegant new construction home by Mattera Construction sits in the middle of one of the most centrally located neighborhoods in Westport. Dramatic 6 Bedroom home, features an inground Gunite Pool, while offering 6 full baths and 3 half baths on 4 finished levels. An oversized custom Kitchen with Breakfast area, Family Room, Office, Living Room , Dining Room, Mudroom and 2 half baths complete the main level. On the 2nd level the oversized Primary Suite features 2 large walk in closets and a private bath. 4 more en-suite Bedrooms and Baths plus a Laundry Room are also on the 2nd floor. The Lower Level boasts an additional Family Room, Gym and a Bedroom with Full Bath. The finished 3rd level offers an additional Playroom or Office plus a half bath. Custom details and finishes throughout!

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Linda Skolnick

$5,100,000 ^(USD)

Greenwich Area Single Family Home

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459 Field Point Road Greenwich, CT 06830

5 Bed

5 Baths

4766 sqft

Much-admired stone & shingle carriage hse nestled on oversized .78-acre lot on historic Belle Haven Peninsula. Built in 1888, +/- 5,000 sq.ft home completely updated & renovated in 2006 w/many recent improvements. A long drive leads to this charming south-facing 5 BD, 4.5 Bth jewel w/classical accents including: detailed molding, hdwd flrs, oversized casement & bay windows, beamed & coffered ceilings & 4 fpls. Flexible fl plan balances formal & informal spaces anchored by sun-filled EIK adjacent to one of 2 generous FR's. Unique level property discretely set from the street w/broad lawn, entertaining terrace, perennial gardens, firepit & deck. Conveniently located to downtown Greenwich. Significant square footage available for future expansion, potential pool/pool hse. 2-car garage.

Listing Courtesy of GREENWICH MLS / Coldwell Banker Realty / John McAtee

$5,000,000 ^(USD)

Long Lots Area Single Family Home

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129 Long Lots Road Westport, CT 06880

6 Bed

8 Baths

7663 sqft

One of the most impressive and distinctive offerings to become available in Westport, the historic "John Hyde V House" combines the magnificently restored original home with more recent additions and new updates. Accessed off Peabody Lane and set on nearly 2.5 tranquil acres of spectacular, landscaped property with a new swimming pool & waterfall spa, tennis court, enclosed garden, dining terrace, vast lawns and barn. The courtyard leads to a front porch and into the large entry hall with beams and the first of 8 fireplaces. This 6 bedroom, 6.2 bath residence offers every amenity for a gracious lifestyle. Period details add unique character to the living rm, office & sitting rms. The holiday-sized DR has fpl, stone-clad built-ins, dbl French doors to patio w/htd pergola. Entertaining-sized gourmet kitchen opening to a soaring Great Room, adjacent rec/play rm. Attached pool cabana w/full bth & 2nd laundry. The skylit stairs lead to the main section of the 2nd lvl, incl 4 BRs, each w/ a private bth, and a 2nd laundry rm. The plush primary suite with incredible designer bath & two lrg custom dressing rooms has a vast balcony overlooking this pastoral setting. Rear stairs lead to 2 addl BRs. Amazing mudroom leads to the attached garage. All new heating & cooling incl Viessmann boiler. Excellent storage space. This entire home and property has been enhanced w/ outstanding taste & quality, ready for you to enjoy. Just 1.7 miles to train to NYC; 0.4 mile to school.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Alexander Chingas

$5,000,000 ^(USD)

Newport Heights (Newh) Area Single Family Home

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430 Aliso Avenue Newport Beach, CA 92663

4 Bed

5 Baths

3873 sqft

Nestled in one of Newport Heights’ most coveted enclaves, this exquisite custom home blends timeless architectural elegance with warm and contemporary charm. Meticulously crafted with an uncompromising dedication to detail, this residence captures well-appointed everyday living and effortless entertaining.

The classic façade with Bevolo gas-lit exterior lanterns, a heritage Magnolia tree and inviting front porch delivers striking curb appeal. Inside, the home unfolds effortlessy, rich natural textures, custom millwork, stone accents, and built-ins echo the principles of thoughtful modern farmhouse design while state-of-the-art systems add seamless modern functionality. Ten-foot ceilings offer a bright, airy and spacious feel, yet the home is balanced with comfortable and relaxed living.

The chef’s kitchen is outfitted with top-of-the-line Thermador and Sub-Zero appliances, 2 dishwashers, 3 ovens, an ice maker, and a 48” range. A spacious island with seating, 36” ceramic farm sink, walk-in pantry, and butler’s pantry. The kitchen flows seamlessly into the expansive great room/media lounge, where a 200” drop-down theater screen, 4K projector, and 75” wall-mounted TV create a world-class entertainment experience.

Oversized folding glass doors opening to a private backyard oasis. Enjoy nights around the built-in fire pit or relax in the pool or spa, this yard is designed for year-round enjoyment.

Each of the four ensuite bedrooms is generously sized and thoughtfully appointed. The primary suite is a private sanctuary, featuring a spa-inspired bathroom, walk-in closet with custom built-in’s

Additional highlights include: Two interior gas fireplaces, Family dining area, Built-in bar and two wine refrigerators, Advanced Crestron smart home, automation, Integrated audio, lighting, climate, and security systems, Water filtration and softening systems, Dedicated laundry room, Finished garage with epoxy flooring, A/C unit, and custom racking system, Copper rain gutters and down spouts, Side yard/dog run and more.

With thoughtful design that honors tradition while embracing innovation, this home perfectly balances the aesthetics of modern farmhouse living with the comforts of cutting-edge technology.

Located just minutes from award-winning schools, Lido Marina Village, the beach, the bay, and 17th Street’s vibrant shops and restaurants , this home offers the ultimate in coastal luxury and convenience.

Listing Courtesy of CRMLS / Coldwell Banker Realty / Melissa "Missy" Barnes

$5,000,000 ^(USD)

Saugatuck Shore Area Single Family Home

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10 Surf Road Westport, CT 06880

4 Bed

4 Baths

5885 sqft

Custom-built waterfront retreat on Bermuda Lagoon is an extraordinary find. Lovingly maintained and never flooded, 100 feet of private beach, a deepwater dock, and breathtaking views of Long Island Sound and Bermuda Lagoon. Designed for year-round enjoyment, the home's soaring ceilings and expansive windows perfectly frame the stunning water vistas. Imagine savoring sunsets from the wraparound deck or cozying up by the fire as snow gently falls. Two dedicated offices, one on the main floor with a full bath, and a second in the primary suite with a private deck and panoramic Sound views provide ideal work-from-home solutions. The gourmet kitchen, complete with an industrial stove, is a chef's dream. The primary suite, a true haven, features a private deck, generous walk-in closets, and a spa-like bath. Three additional bedrooms, two with charming lofts, offer ample space for family and guests. The lower level, an entertainer's paradise with a fireplace warmed family room and a wellness oasis, recently upgraded 42-foot indoor pool, sauna, steam room, and gym. This rare waterfront sanctuary, complete with a full-house generator, offers a unique blend of natural beauty, luxurious living, and enduring tranquility.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Inna Agujen

$4,950,000 ^(USD)

Greens Farms Area Single Family Home

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108 Clapboard Hill Road Westport, CT 06880

5 Bed

5 Baths

5312 sqft

On two sweeping acres in the heart of Greens Farms sits a quintessential antique home that has been there since 1920. Throughout their 28 years in residence, the current owners have refined and expanded impeccably, enlisting a local architectural team whose forte is historical accuracy, hidden function, and understated luxury. The oversized front door opens to a stunning foyer that provides a view of the property, bringing the outdoors in. With character and warmth, and an abundance of natural light, this is a rare gem w/views of the landscape from virtually every room. The library has the original Delft tile bordered fireplace, window-seats and walls lined with bookcases. The gracious living room welcomes you w/a fireplace, French doors to verdant gardens, and connects to a spacious dining room - also w/a wide fireplace and French doors to the terrace. Beautiful chef's kitchen with plentiful wooden and glass-paned cabinetry, butcher-block center island, and a top of the line suite of appliances. A sun-drenched dining area leads to an incredible family room w/a wooden cathedral ceiling, oversized fireplace and office. The exquisite central staircase leads to a second floor w/vaulted primary suite, one ensuite bedroom and two additional bedrooms that share a hall bathroom. There is also a guest room on the main floor, full bath and easy access to the pool and bluestone patio. The gunite pool is bordered by lilac hedges and a wisteria covered pergola - weathered to perfection.

Listing Courtesy of SMART MLS / Compass Connecticut, LLC / Lynne Nolan

$4,950,000 ^(USD)

Greenwich Area Single Family Home

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42 Mallard Drive Greenwich, CT 06830

5 Bed

9 Baths

6000 sqft

Step into refined sophistication with this brand-new construction nestled in one of Greenwich's coveted downtown locations. Designed with contemporary elegance and meticulous craftsmanship, this stunning residence offers the perfect balance of upscale comfort and urban convenience. Boasting 5 bedrooms and 9 bathrooms, the home features an open-concept layout with soaring ceilings, wide-plank hardwood floors, and oversized windows that flood the space with natural light. The gourmet kitchen is a chef's dream, outfitted with custom cabinetry, premium stainless-steel appliances, and sleek quartz countertops. Retreat to the primary suite complete with a spa-inspired bathroom and walk-in closets. Enjoy seamless indoor-outdoor living with private terraces or a beautifully landscaped yard. Additional highlights include a home office, gym, location for a media room and a 2 car garage that can accommodate a lift. Located just steps from world-class dining, shopping, parks, and the train station, this residence redefines luxury living in Downtown Greenwich.

Listing Courtesy of GREENWICH MLS / Coldwell Banker Realty / Barbara Zaccagnini

$4,950,000 ^(USD)

N/A Area Single Family Home

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Address Not Disclosed Greenwich, CT 06830

5 Bed

9 Baths

5139 sqft

This New Construction single family in Downtown Greenwich is smart, alluring and sophisticated. The layout and architectural design blend seamlessly with uncompromising quality and details, both inside and out. Sundrenched with floor to ceiling windows, wide planked hardwood floors and an open floor plan make this home a true Gem. Complimented with state-of-the-art gourmet kitchen appliances and finishes, this is the consummate chefs dream. Exceptional primary suite hosts private balcony, two walk in closets and a luxurious bath. The large rear yard is amazing for downtown living. Glowing masterpiece, a true pinnacle of architectural harmony. This spectacular home is in a prime location a few blocks from "The Ave" know for its stunning shops, restaurants and easy proximity to the train.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Barbara Zaccagnini

$4,917,500 ^(USD)

Greens Farms Area Single Family Home

Sold

11 Edgemarth Hill Road Westport, CT 06880

6 Bed

7 Baths

2508 sqft

Innovative, timeless design meets impeccable detail and structural integrity in another one-off luxury home by Dwell. This bright, fun, conveniently located Greens Farms new construction sits on a flat, private 1.29 acres and checks all the boxes. The grand two-story foyer welcomes you with its expansive windows that bridge indoor elegance with outdoor beauty. The gourmet kitchen features a 12' waterfall island and flows seamlessly into a magnificent great room with 20' vaulted ceilings and cozy gas fireplace. The first floor offers the signature Dwell open floor plan and private ensuite. Multiple pantries, two mudrooms and a formal living/dining area make large gatherings and grand celebrations a dream. Upstairs the indulgent primary suite showcases serene backyard views in a spa-like setting. The versatility continues upstairs with a potential lounge or reading area where you can step outside on your balcony to watch the sunset. Light abounds in both the finished attic and walkout basement, which features another ensuite bedroom & living area. And if you want recreational activities at home, you've found it here. The home features an indoor turf room for aspiring athletes, a gym, a custom gunite pool, & room for a sports court. Seasonal views of the Sound remind you that the beach is only a short walk or bike ride away. Featuring modern conveniences like 400 amp service, a whole-house generator and EV charger, this exceptional property is a perfect blend of comfort & luxury

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Douglas "Doug" Bross

$4,900,000 ^(USD)

Greenwich Area Single Family Home

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680 Steamboat Road 8 Greenwich, CT 06830

4 Bed

4 Baths

3000 sqft

Gorgeous waterfront setting on Long Island Sound with western sunsets overlooking the Harbor and southern views looking towards Long Island. Easy one floor living in this 3-4 bedroom exquisite penthouse co-op with wrap around terrace overlooking LIS. The spectacular sunlit interior has high ceilings, expansive waterfront windows on 3 sides and an open floor plan. Beautiful Living room w FP, Dining room and Family rooms overlook Greenwich Harbor. Chef's kitchen and handsome wet bar for entertaining.1 underground parking spot, private storage room and 3 stop elevator. One block to nearby Greenwich Avenue for dining, shopping and train. Fabulous opportunity to live in a beautiful turnkey penthouse directly on the water.

Listing Courtesy of GREENWICH MLS / Houlihan Lawrence

$4,850,000 ^(USD)

Beach Area Single Family Home

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Address Not Disclosed Fairfield, CT 06824

5 Bed

6 Baths

5341 sqft

Welcome to 222 Sunnie Holme Drive, a stunning residence nestled in the highly sought-after Fairfield community. Rebuilt with an eye to all original period details and nuances. This beautifully maintained home offers spacious and inviting living areas filled with natural light, perfect for both entertaining and comfortable everyday living. Enjoy modern amenities combined with classic charm, featuring an updated kitchen, elegant finishes, and generous bedrooms. Step outside to a private backyard oasis and custom pool ideal for relaxation and outdoor gatherings. This home provides the perfect blend of suburban tranquility and urban accessibility. Don't miss the opportunity to make this exceptional property your new home!

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Lis Reed

$4,850,000 ^(USD)

Compo Beach Area Single Family Home

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14 Mayflower Parkway Westport, CT 06880

6 Bed

8 Baths

7600 sqft

Stunning, grandly-scaled & remarkably-built stone & shingle classic located in THE quintessential, Compo Beach neighborhood (quieter & NOT in the flood plain) w/expansive, private, level property, embraced by stone walls & scenic entertaining opportunities 2nd to none. Just a short walk to celebrated Westport beaches, Longshore Club, Saugatuck Center & Metro Nth Station footpath, in coveted AA zone, across from Aspetuck Land Trust wooded scenery. Thoughtfully-designed, impeccable 10,000+ SF on 3 levels + enormous walkup attic for expansion potential. Fabulous wide plank oak floors thru-out, stone detail, & many recent upgrades/improvements, incl gorgeous newly-resurfacd, heated pool/spa. Capacious interiors w/great flow, stately rooms & high-qual finishes, including: lux LR, library & banquet-sized formal DR w/extensive butlers pantry; spacious gourmet, prof-equip "front-to-back" country kitchen w/lg bkfst area & walk-in pantry; massive sunroom addt'n adjoining veranda & overlooking lush surroundings. Grand primary suite above has spacious sep sitting w/fpl, tray ceil, spa bth & 3 w-i closets, built-ins & coffee bar; 5 other fam BRs, incl enormous sep bonus suite; massive walkout lower entertaining level, equip w/bar, guest bth + poten. 7th BR. Covered front & rear porches, cabana, expansive bluestone patios in pool area, separate gourmet cooking area, Oversized garage/utility spaces & systems complete this inviting picture. Note: Owners have used bonus suite/6th BR as office

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Joni Usdan

$4,775,000 ^(USD)

Coleytown Area Single Family Home

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165 Bayberry Lane Westport, CT 06880

6 Bed

9 Baths

7594 sqft

6 Bedrooms | 6.3 Baths | 10,000 +/-| SQ. FT. | 1.2 +/- Acres This exquisite cedar shingle and stone home, meticulously crafted with the finest materials, sits on 1.2 level acres and offers 6 bedrooms, 6 full, and 3 half baths across four levels. The grand family room features soaring double-height ceilings, a cozy stone fireplace, and large windows, seamlessly connecting to the open-concept living areas. The lower level offers a full-swing golf simulator, gym, wine room, and multiple family rooms, while the outdoor space boasts an expanded patio, top-of-the-line outdoor kitchen, firepit, beautifully landscaped gardens, a sports court, and a serene water feature. This extraordinary home offers the perfect blend of luxury and tranquility, making it the pinnacle of modern living.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Pamela Cornfield

$4,700,000 ^(USD)

Greenwich Area Single Family Home

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191 North Street Greenwich, CT 06830

4 Bed

5 Baths

4156 sqft

Experience a vacation-like ambiance every day in this beautifully renovated home, privately set back from the road with a spacious yard and serene pond views. This white brick French Colonial, reimagined with modern design elements, is both stylish and inviting.
The open-concept kitchen and family room create a bright gathering space, featuring floor‑to‑ceiling windows and doors that seamlessly connect to the outdoors. A walk‑in pantry and butler's pantry provide exceptional storage and flow into the formal dining room, complete with a wood‑burning fireplace—an ideal setting for memorable entertaining.
The second floor showcases a luxurious primary suite with a spa‑like bath, along with two additional ensuite bedrooms. The finish lower level offers flexible living options with a TV/playroom, kitchenette, bedroom and full bathroom, ample storage, a mudroom and access to the attached two-car garage.
The peaceful backyard has offered its current owners a deep sense of tranquility and well-being and they are confident it will bring the same positivity and prosperity to its next owners.

Listing Courtesy of GREENWICH MLS / Sotheby's International Realty

$4,700,000 ^(USD)

Greenfield Hill Area Single Family Home

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2281 Redding Road Fairfield, CT 06824

5 Bed

5 Baths

3651 sqft

Feels like Litchfield. Lives like Fairfield. Tucked behind a private gate in Greenfield Hill, this estate offers what few properties can: sweeping space, true privacy, and serene beauty-just 60 miles from Manhattan. A long stone drive leads to the 1941 main residence, reimagined with timeless craftsmanship. Sunlight floods rooms finished with reclaimed wood beams and wide-plank floors. The chef's kitchen opens to elegant dining and living areas, with French doors to a bluestone terrace designed for candlelit dinners under the stars. A first-floor guest suite with a full bath provides flexibility and privacy, while upstairs, four additional bedrooms-including a serene primary suite-offer refined comfort and room to breathe. Beyond the home, the grounds unfold like a private resort. A two-story pool house features a full kitchen, bath, and playful loft. A climate-controlled barn houses a Trackman 4 golf simulator, sauna, and space for training or unwinding. Outdoors, discover a saltwater pool and spa, sport court, vegetable gardens, wildflower meadow with carved walking trails, orchard of apple, cherry, and peach trees, and a cider press-all with a private path leading to the Patterson Club. Whether for weekends or a lifetime, this estate elevates every season and every gathering-minutes from town, yet a world apart.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Cindy Raney

$4,500,000 ^(USD)

Greenwich Area Land

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0 Doverton Drive Greenwich, CT 06831

Bed

0 Baths

sqft

Listing Courtesy of GREENWICH MLS / Coldwell Banker Realty / Benjamin "Ben" Cohen

$4,495,000 ^(USD)

Compo South Area Single Family Home

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104 Compo Road South Westport, CT 06880

7 Bed

8 Baths

5179 sqft

THE ESTATES AT SOUTH COMPO - SIR Development presents a stunning new enclave of two luxury residences set back on beautiful property, each with their own distinct Modern style and pool. Officially designated by the State of CT as a Scenic Roadway, this location offers ultimate convenience to every amenity that makes Westport one of the most highly desired towns in the nation. Refined modern elegance awaits upon entering the large foyer. The heart of this home centers around an exquisite gourmet kitchen/great room space, noteworthy for both the scale and fine quality. The vast island, nearly full wall of glass, walk-in pantry, Thermador appls incl dbl dishwashers, a butler's pantry w/beverage chiller and unique style make the kitchen an amazing area to entertain. It opens into a glass-lined breakfast rm w/three exposures, and through to a fantastic fam rm w/modern beams. The DR showcases a statement light fixture. The office/library is tucked in a quiet corner w/a lit tray ceil, designer built-ins. Mudrm w/desk leads to att gar. The spacious 7 BR layout begins w/ 5 on the 2nd flr, highlighted by a primary suite w/ exquisite window, feature wall millwork, mega clsts, unique ridged wall bathrm. Fin 3rd flr has rec space & 6th BR w/bth. The fin, walk-out LL is a recreational haven w/a cabana bar to serve the landscaped pool area and several spaces to enjoy incl media/gym/play, lrg 7th BR & bath. Walk to town, shops, bike to Compo Beach, golf at Longshore, mins from train to NYC.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Douglas "Doug" Bross

$4,400,000 ^(USD)

Saugatuck Area Single Family Home

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20 Bermuda Road Westport, CT 06880

5 Bed

5 Baths

3444 sqft

Direct waterfront with pool and dock! Prepare to be dazzled by spectacular water views, and get ready to embrace the home's unmatched lifestyle with abundant recreation opportunities inside and out. Enjoy sun-soaked days lounging by the sparkling pool or embark on your next adventure from the home's private dock. The chef's kitchen is well-outfitted with high-end appliances and sleek modern cabinetry. The primary suite impresses with its stunning views, ample dressing room and walk in closet, spacious bath and balcony. Four additional bedrooms offer flexibility for family, guests and home office spaces. Designed for easy indoor and outdoor entertaining, the home also features a walkout lower level with a spacious family room with wet bar that opens to the patio and pool. Whole house generator. Boasting a prime location on Westport's prestigious Bermuda Road, this home represents a distinctive waterfront lifestyle not to be missed.

Listing Courtesy of SMART MLS / William Pitt Sotheby's Int'l / Lisa O'Rourke

$4,395,000 ^(USD)

Shorefront Park Area Single Family Home

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72 Shorefront Park Norwalk, CT 06854

4 Bed

7 Baths

4263 sqft

Welcome to 72 Shorefront Park-a recently built waterfront FEMA compliant masterpiece by renowned CJT Builders, where luxury and lifestyle meet in perfect harmony. Thoughtfully designed with the finest finishes and exceptional attention to detail, this elegant residence features 4 spacious bedrooms, 4 full en suite baths, and 3 half baths. Take in sweeping water views from nearly every room, or retreat to your private outdoor oasis complete with a sparkling pool, outdoor kitchen, and soothing hot tub. Boating enthusiasts will love the private dock with direct access to the tranquil waters of Long Island Sound-perfect for kayaking, paddle boarding, or exploring the picturesque Norwalk Islands. An in-home elevator provides seamless access to all levels, enhancing both comfort and convenience. Enjoy access to two association parks. Whether you're hosting unforgettable gatherings or savoring quiet waterfront moments, this exceptional home offers a refined blend of sophistication, comfort, and coastal charm and is ready for you to enjoy this summer.

Listing Courtesy of SMART MLS / Houlihan Lawrence / Peter Stuart

$4,350,000 ^(USD)

Cos Cob Area Single Family Home

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5 Cat Rock Road Cos Cob, CT 06807

5 Bed

7 Baths

6219 sqft

Step into this gorgeous traditional colonial home. This residence is thoughtfully designed and meticulously crafted with stylish finishes. The desirable floor plan, including two staircases offers a balance of formal and casual living space. Double height entry hall, elegant living room and formal dining room. The gourmet kitchen features custom cabinetry, premium Viking and Sub-Zero appliances and two islands. Adjacent to the kitchen is the spacious breakfast area and sun-filled family room with a fireplace providing warmth and comfort during winter. A versatile first floor office space can easily serve as an additional guest bedroom. The spacious terrace is perfect for outdoor entertaining. On the second floor enter through a double door into a stunning primary suite with two dressing rooms. Four additional well-proportioned ensuite bedrooms, a laundry room and a generous playroom complete this floor. The third floor offers ample storage space while the basement includes a gym and playroom area providing endless possibilities. Field Card SF does not include SF in basement. This home features a 5-car garage, and is conveniently located in proximity to public and private schools.

Listing Courtesy of GREENWICH MLS / Coldwell Banker Realty / Victoria Acosta

$4,325,000 ^(USD)

Ponus Ridge Area Single Family Home

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652 Ponus Ridge New Canaan, CT 06840

6 Bed

7 Baths

6843 sqft

Welcome to 652 Ponus Ridge Road, a stunning estate nestled on a quiet cul-de-sac surrounded by stone walls and a private gated entrance. This gracious home offers six spacious bedrooms featuring a pristine open kitchen with abundant natural light while, the adjacent multi-purpose prep kitchen and coffee bar serve to enhance everyday ease and entertaining. The expansive great room seamlessly blends contemporary style with all the warmth and comforts of home. A four season solarium with a French door brings the outdoors inside all year long. A wet bar with wine fridge, arched openings, and pocket doors leads to the paneled library/billiard room offering an ideal space for balancing work and play. Retreat to the primary suite with cozy fireplace, two walk-in closets, and a spa worthy bathroom boasting double vanities, oversized shower, and whirlpool tub- everything you need to unwind in comfort and style. There are five additional bedrooms and four bathrooms on the second level and a third floor studio. Two lower level rooms allow for plenty of exercise, games, and loads of movies! Surrounded by an array of ornamental trees, enjoy a relaxing plunge in the inviting pool and spa. Discover luxurious moments and endless sunsets under the heated cabana overlooking two level park-like acres. A rare and spectacular offering with a host of special features in a fabulous location!

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Marsha Charles

$4,321,000 ^(USD)

Greenwich Area Single Family Home

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6 Coachlamp Lane Greenwich, CT 06830

5 Bed

7 Baths

6166 sqft

Discover refined living in this elegant center hall colonial, ideally set on a private cul-de-sac just minutes from downtown Greenwich. Meticulous attention to detail is evident throughout, from sophisticated coffered ceilings to exceptional craftsmanship. The open-concept gourmet kitchen is the heart of the home, with generous counter space and a seamless flow into the spacious family room. Five ensuite bedrooms offer comfort and privacy, highlighted by a luxurious primary suite with its own sitting room for a serene retreat. Versatile living areas provide endless options for a home office, study, playroom, or home theatre. Additional features include a three-car garage, finished basement, and fenced yard.

Listing Courtesy of GREENWICH MLS / Coldwell Banker Realty / Barbara Zaccagnini

$4,300,000 ^(USD)

Greens Farms Area Single Family Home

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1 Sleepy Hollow Road Westport, CT 06880

5 Bed

7 Baths

7853 sqft

Incredibly located in Greens Farms, the prized estate setting of Westport, this fully renovated smart home showcases an array of thoughtful and luxurious upgrades at every turn. This home's signature grandeur begins with the circular driveway, leading to an impressive double-door entry that leads to a soaring foyer w/herringbone-patterned wood floor. From here, the impressive proportions of this home are apparent - as are the fine details and distinctive finishes that define each space. The living rm w/fpl & dining rm w/butler's pantry are both entertaining-sized. The generous family rm has a wall of French doors to the terrace, stone fpl & leads to the showstopping gourmet kitchen w/fpl, lrg island, full suite of gourmet appliances include Viking range, Sub Zero all-refrig/all-frz, wine chiller, beverage drawers, speed oven & sunny breakfast area w/ bay window. An excellent mud rm w/vast storage, 2nd laundry & a full bath for the pool leads to the 3 car gar. An uncommon main flr guest suite plus a very generous office complete the first level. Upstairs, the gallery hall leads to the sumptuous primary suite, a luxe retreat w/king-sized BR, built-ins, vast walk-in closet, balcony, incredible bath w/frameless steam shower, soaking tub, fine millwork. Each BR is a private suite w/full bth. Amazing bonus spaces incl the lrg 2nd flr rec/play rm, fin 3rd flr and fin LL. The scenic pool has a spa, waterfall & auto cover. Level backyard. Walk to Greens Farms train, beaches.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Douglas "Doug" Bross

$4,300,000 ^(USD)

Old Quarry Area Single Family Home

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250 Joshua Point Road Guilford, CT 06437

4 Bed

5 Baths

4325 sqft

Welcome to an unparalleled living experience at 250 Joshua Point Road, Guilford, CT. This magnificent Nantucket style home offers the perfect blend of luxury, comfort, and breathtaking views, making it an ideal sanctuary for those seeking the finest in coastal living. This prestigious 2 acre estate sits at the end of a peninsula and boasts direct access to the serene waters of Long Island Sound, providing panoramic views, tranquil ambiance, and total privacy. Designed with meticulous attention to detail, the property features a harmonious blend of classic New England charm and modern sophistication. The exterior showcases elegant stonework, expansive windows, and beautifully landscaped grounds. The interior is a masterpiece of design, offering spacious and light-filled rooms. The generous foyer welcomes you to the main living spaces with soaring ceilings, and clear story windows. The open-concept first floor includes a gourmet kitchen equipped with a large island, a formal dining room, and a generous breakfast area. These areas open directly onto an expansive patio overlooking Long Island Sound and The Thimble Islands. The first floor also includes a cozy library with fireplace and private office space. The home has multiple luxurious bedrooms, each with its own en suite bathroom, including a suite on the main floor. The master suite is a private retreat, featuring a spa-like bathroom, two walk-in closets and magnificent views of the water.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Jane von Holzhausen

$4,200,000 ^(USD)

Long Lots Area Single Family Home

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3 Plunkett Place Westport, CT 06880

5 Bed

8 Baths

6731 sqft

Built by Mattera Construction and tastefully updated throughout by the current owner, this home exemplifies timeless design, top of the line craftsmanship, and features stunning custom details as well as extensive upgrades throughout. Perfectly sited on a professionally landscaped acre down a private lane in the heart of Westport, this spectacular property offers an ideal location combining both privacy and convenience. The first floor is open and bright and is highlighted by its updated gourmet kitchen w/ large center island, top of the line appliances, & large pantry. A spacious family room w/stone FP ,well appointed formal areas, paneled office w/coffered ceilings & built ins and sizeable mudroom complete this level. The second-floor features 5 en suite bedrooms ,including a serene primary suite complete w/fireplace, 2 closets & Luxurious new primary bath featuring heated floors and soaking tub. The Finished 3rd floor media space offers so many options. The walk out lower level offers an additional family room, 1000 bottle wine cellar, rec space, 1/2 bath & gym. Over 8800 SF of finished space overlooking a stunning outdoor space perfect for entertaining w/ mature plantings, expansive blue stone patios, outdoor kitchen & fireplace, gunite pool, spa & full property irrigation. Addl upgrades include control4 smart home, audio, golf simulator, heated 3 car garage, newer mechanicals and much more. Modern luxury meets flawless design to create a home for a lifetime!

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Krista Alecia

$4,160,000 ^(USD)

Beach Area Single Family Home

Sold

324 Sunnieholme Drive Fairfield, CT 06824

4 Bed

5 Baths

4432 sqft

HIGHEST AND BEST OFFERS DUE TUESDAY 1/27/26 5PM. A Quiet Circle. A Life Well-Lived. Just twelve homes. One private green. And a sense of calm that's increasingly hard to find. Welcome to 324 Sunnieholme Drive - a custom Jack Franzen-designed residence nestled in one of Fairfield Beach's most coveted enclaves. Built in 2010 and inspired by timeless architecture, this home captures the romance of shingle style with the ease of modern coastal living. Inside, sunlight moves freely. The floor plan feels open yet personal, with spaces that flow and flex as life changes. A first-floor office with full bath becomes a guest suite when needed. A finished third floor offers privacy and comfort. The lower level invites play, fitness, or escape. Out back, a private patio offers the perfect place for morning coffee or evening wine - surrounded by garden greenery and the hush of a quiet lane. All just a walk away from the beach, train, and the town center. Meticulously kept and quietly refined, this is beachside living without pretense. Custom. Turnkey. Enduringly rare.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Cindy Raney

$4,137,500 ^(USD)

Riverside Area Single Family Home

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30 Crescent Road Riverside, CT 06878

5 Bed

5 Baths

4257 sqft

This impeccably renovated and expanded Riverside home by renowned builder Lino Marcal blends exceptional craftsmanship with modern luxury. The chef's kitchen opens to a dramatic family room with cathedral ceilings and fireplace—perfect for entertaining and everyday living. The primary suite is a true retreat with soaring ceilings, fireplace, and private balcony. Five bedrooms, a custom wine cellar, second-floor laundry, and premium finishes throughout complete the package. Enjoy beautifully landscaped grounds and close access to the shops and restaurants of Old Greenwich—all from the comfort of your serene, stylish home.

Listing Courtesy of GREENWICH MLS / Coldwell Banker Realty / Lin Lavery

$4,100,000 ^(USD)

Greenwich Area Single Family Home

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164 Clapboard Ridge Road Greenwich, CT 06830

5 Bed

5 Baths

5200 sqft

Classic colonial in a coveted location minutes from town and schools. A gracious double height foyer leads to generously proportioned entertaining rooms including a large living room, oversized dining room, and spacious country kitchen with adjacent family room. A beautifully paneled library, main level primary suite and office complete this floor. Upstairs are 4 additional bedrooms and 3 baths. Enjoy panoramic views from the terrace or screened porch over 5+ acres of rolling lawns including 2 ponds, one with a dock. True serenity!

Listing Courtesy of GREENWICH MLS / Sotheby's International Realty

$4,025,000 ^(USD)

Greens Farms Area Single Family Home

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42 Morningside Drive South Westport, CT 06880

6 Bed

8 Baths

5760 sqft

Nestled within a picturesque enclave of distinguished luxury homes in Westport's coveted Greens Farms neighborhood, you'll know you've arrived as mature, stately hedges guide you down a flowering, tree-lined driveway. This Hampton-style home has been masterfully reimagined and updated by its current owners. It sings with natural light, refined millwork, custom moldings, and offers an elegant blend of classic craftsmanship with today's modern comforts. Every room invites a sense of grace and tranquility, while still offering impressive scale and presence. The generously proportioned public rooms showcase walls of windows. The Study is cozy and richly appointed. The white Eat-in Kitchen is just wonderful and opens to the Family Room and has French doors to the patio. Thoughtful details abound: 4 fireplaces, rich paneling, and finely crafted built-ins offer warmth and character throughout. All ensuite, this 5/6 bedroom home offers a charmed lifestyle that exudes versatility and privacy. The walkout lower level includes an oversized recreation room, pool changing room (or bdrm 6), and generous storage. Step outside and enjoy resort-like living with an oversized pool and spa, a ground level and elevated patio, and the most magnificent 1 acre backdrop of matures trees, bushes, and flowers. Ideally located just minutes from Westport's beaches, boutiques, and restaurants, and only a short sidewalk stroll to GFS, "The Hedges on Morningside" - I can't wait to show you this beauty.

Listing Courtesy of SMART MLS / Higgins Group Bedford Square / Jaclyn Picarillo

$3,995,000 ^(USD)

Greenwich Area Condominium

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57 Locust Street A Greenwich, CT 06830

5 Bed

7 Baths

4577 sqft

Unparalleled opportunity to own a luxury condo with elevator right in the heart of downtown Greenwich. This is one of the most sought-after locations in Greenwich. This quiet tree lined one way street is close distance to everything the downtown area has to offer- train, shops, library and restaurants.

Listing Courtesy of GREENWICH MLS / BHHS New England Properties

$3,995,000 ^(USD)

N/A Area Condo

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57 Locust Street A Greenwich, CT 06830

5 Bed

7 Baths

4182 sqft

Unparalleled opportunity to own a luxury condo with elevator right in the heart of downtown Greenwich. This is one of the most sought-after locations in Greenwich. This quiet tree lined one way street is walking distance to everything the downtown area has to offer- train, shops, library and restaurants.

Listing Courtesy of SMART MLS / Berkshire Hathaway Ne Prop. / Nina Frandson

$3,900,000 ^(USD)

Greenwich Area Single Family Home

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141 Woodside Drive Greenwich, CT 06830

4 Bed

4 Baths

3386 sqft

Total renovation of a waterfront 4 bedroom, 3 and 1/2 bath Colonial sited on 0.44 level acres in the Milbrook Association. The new entrance vestibule opens to a double height ceiling and an open plan living room, sun-filled office and kitchen with westerly views of the Lower Lake. The new gourmet, eat-in kitchen is easily accessed from a two car garage and adjoins a formal dining room with a picturesque bay window. An extensive stone terrace can be accessed from the sunroom, living room, kitchen area. The second floor includes a primary bedroom with a cathedral ceiling, two custom closets, renovated en-suite bathroom with separate shower and floating, soaking bath and private deck. Also on the second floor, 3 secondary bedrooms with vaulted ceilings, 2 renovated baths and laundry.

Listing Courtesy of GREENWICH MLS / Miha Zajec

$3,875,000 ^(USD)

Compo Beach Area Single Family Home

Sold

4 Buena Vista Drive Westport, CT 06880

5 Bed

5 Baths

3129 sqft

Want to enjoy everything there is to love about the beach area, without the hassle of a flood zone? This home has everything you need. Perched at the top of Compo Hill, 4 Buena Vista Drive is a picture perfect colonial with water views and modern upgrades.This beautifully maintained home offers a traditional layout with high ceilings, arched doorways, and abundant natural light from the oversized windows. Thoughtful details include custom millwork, a butler's pantry, and spacious living/dining room great for entertaining. An open kitchen with high end appliances overlooks the family room with lots of custom built ins and a wood burning fireplace. Upstairs, the primary suite includes dual closets, wonderful water views, and a private deck creating a serene retreat. Primary bath has radiant heat. Three other upstairs bedrooms are spacious and flexible, including one with a Murphy bed for multipurpose use. In the lower level, there is a versatile hangout space and an additional bedroom which has access to a full bath. A generous mudroom for all your belongings, and 2 car tandem garage with lots of storage space rounds out this level. Enjoy the outdoors with a stone patio for dining, and admire the professional landscaping throughout the property. A whole-house generator and countless upgrades ensure comfort and peace of mind.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Debra Shaughnessy

$3,800,000 ^(USD)

Greenfield Hill Area Single Family Home

Sold

1084 Sturges Highway Fairfield, CT 06880

6 Bed

9 Baths

6897 sqft

Luxury Living on the Fairfield/Westport Border. "Sturges Manor" is an exceptional 6-bedroom, 8-bath estate that offers a rare combination of privacy, elegance, and resort-style amenities - just minutes from the Post Road and 50 miles from NYC. Enjoy multiple town centers and restaurants. The house features expansive, sun-filled interiors ideal for everyday living and entertaining. Recently refreshed with new paint and carpeting, the home includes a formal living and dining room, a large eat-in kitchen, and generously sized family spaces throughout. The finished lower level is designed for wellness and fun, with a 6-person sauna, steam shower, and a spacious game/media room. A third-floor flex space offers the perfect spot for a yoga studio, home office, or quiet retreat. The outdoor experience is equally impressive: a heated saltwater pool and spa, tranquil ponds, a cascading waterfall, and lush manicured lawns set the tone for relaxed luxury. Entertain with ease using the fully equipped outdoor kitchen and fire pit, or shoot hoops on your basketball court. Additional highlights include a full gym, wine cellar, elevator servicing all levels, and two separate 3-car garages-ideal for collectors. A pre-paid landscaping contract through 2031 ensures the grounds remain pristine year-round. Close proximity to some the CT's best private and public schools. This is an extraordinary opportunity to enjoy the best of Fairfield County in a setting that feels like a private resort

Listing Courtesy of SMART MLS / Brown Harris Stevens / Andrew Whiteley

$3,775,000 ^(USD)

N/A Area Single Family Home

Sold

82 Rockwood Lane Greenwich, CT 06830

5 Bed

5 Baths

3887 sqft

Renovated 5BR Ranch open flow plan sited on wooded 1.88 acres in coveted Mid-Country neighborhood off Lake Ave, close to town. Spacious and sun-lit w/ approx 4000 SQ ft including a main level primary bedroom suite, partially finished walk-out lower level & second level optional au-pair/in-law bedroom. Recent improvements include Kitchen w/ Miele appliances & marble countertops, Anderson windows, HVAC, full house generator, 200 amp electric. Pantry and Mudroom off 3 car garage. Fenced rear lawn w/ patio.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Drew Peterson

$3,775,000 ^(USD)

Greenwich Area Single Family Home

Sold

82 Rockwood Lane Greenwich, CT 06830

5 Bed

5 Baths

3887 sqft

Renovated 5BR Ranch open flow plan sited on wooded 1.88 acres in coveted MId-Country neighborhood off Lake Ave, close to town. Spacious and sun-lit w/ approx 4000 SQ ft including a main level primary bedroom suite, partially finished walk-out lower level & second level optional au-pair/in-law bedroom. Recent improvements include Kitchen w/ Miele appliances & marble countertops, Anderson windows, HVAC, full house generator, 200 amp electric. Pantry and Mudroom off 3 car garage. Fenced rear lawn w/ patio.

Listing Courtesy of GREENWICH MLS / Coldwell Banker Realty / Drew Peterson

$3,760,000 ^(USD)

Cos Cob Area Single Family Home

Sold

9 Serenity Lane Cos Cob, CT 06807

5 Bed

6 Baths

4862 sqft

Nestled in one of Greenwich's most coveted neighborhoods, this private 4800+ sq ft, 5-bed, 5.1-bath home combines luxury and comfort. Set on a beautifully landscaped flat 1 acre , the residence features expansive living spaces and abundant natural light. The first floor offers an oversized living room with a wood-burning fireplace, a chef's kitchen with wet bar, and a soaring-ceiling family room, perfect for both daily living and entertaining. Second floor primary suite boasts two walk-in closets, plus four additional bedrooms. Outside, a sparkling gunite pool, gazebo, and fully fenced yard create a serene oasis. Located on a quiet cul-de-sac, this is a rare opportunity to own a truly stunning home just minutes from downtown Greenwich,

Listing Courtesy of GREENWICH MLS / Coldwell Banker Realty / Susan Fleisher

$3,760,000 ^(USD)

North Mianus Area Single Family Home

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9 Serenity Lane Greenwich, CT 06807

4 Bed

6 Baths

4862 sqft

Nestled in one of Greenwich's most desirable neighborhoods, this serene and private 4800 + sq foot 5-bedroom, 5 1/2-bathroom residence offers the perfect combination of luxury, comfort, and sophisticated design. Set on beautifully landscaped grounds, this home boasts expansive living spaces,beautiful finishes, and an abundance of natural light. Ideal for both everyday living and entertaining, it provides a peaceful retreat while being just minutes from the best that Greenwich has to offer. The first floor features an oversized living room with a wood-burning fireplace. The chef's kitchen, complete with a wet bar, is adjacent to a family room with soaring ceilings, making it an ideal layout for both entertaining and everyday living. The second floor boasts a large primary suite with 2 walk-in closets, plus four additional bedrooms. Set on a beautifully flat, fully fenced 1-acre property, this home's outdoor space is nothing short of spectacular. A sparkling gunite pool and charming gazebo create a true summer oasis, offering the perfect spot for relaxation or hosting memorable gatherings. Located on a quiet cul-de-sac in one of the most sought-after neighborhoods, this is a rare opportunity to own a stunning family home.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Susan Fleisher

$3,750,000 ^(USD)

Southport Area Single Family Home

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944 Pequot Avenue Fairfield, CT 06890

6 Bed

6 Baths

4307 sqft

Step into history in the heart of Southport Village, where this location doesn't get any better! On Pequot Ave, and just a short stroll to the beach, harbor, village shops, dining, library, and train to New York City, this beautifully restored 1853 Colonial was once home to Miss Augusta Smith's Seaside Seminary. The residence has been reimagined for today with warmth, elegance, and every modern comfort. Behind its gracious front porch and classic lines, over 4,300 sf unfold with light-filled rooms, hardwood floors, and three wood-burning fireplaces that invite gathering. The home offers six bedrooms, including two primary suites--one on the first floor and one upstairs--each a private retreat with spa-like baths. A country kitchen with its own fireplace, banquette dining, and French doors to the terrace becomes the heart of the home, perfect for everyday living and entertaining. Outdoors, stone walls and sweeping lawns frame a terrace where privacy abounds, and that looks over the guest cottage, playhouse, and charming red barn. The 1,100 sf cottage, complete with living room, kitchen, and bedroom suite, is ideal for visitors or extended stays. This one-of-a-kind gem of a property blends history, charm, and convenience... an opportunity to live in one of Connecticut's most cherished seaside villages!

Listing Courtesy of SMART MLS / William Raveis Real Estate / Libby McKinney Tritschler

$3,750,000 ^(USD)

Old Hill Area Single Family Home

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12 Old Hill Farms Road Westport, CT 06880

5 Bed

7 Baths

6406 sqft

Beautifully renovated vintage home offers timeless character on a professionally landscaped acre in coveted Old Hill. With 5 bedrooms, 5 full and 2 half baths with generous space and classic charm. The formal living room and elegant library both with fireplaces and hardwood floors create a warm and welcoming space for relaxing and entertaining. A spacious kitchen featuring a large center island, high-end appliances and seamless flow to the inviting family room with fireplace overlooks the grounds. The first floor also includes a private home office and a guest bedroom with en suite bath-perfect for visitors or multigenerational living.Upstairs, the serene primary suite includes a sitting area, dressing room and en suite bath with soaking tub. Two additional bedrooms each with bath complete the second floor. There is a large light-filled studio/bedroom ideal for long term guests or a private retreat above an attached 3-car garage. Outdoors, there are patios for sunning, a space for grilling and luxurious gunite pool with pergola. This home has been thoughtfully updated with modern amenities creating a truly special place to call home.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Emily Gordon

$3,750,000 ^(USD)

Long Lots Area Single Family Home

Sold

22 Woody Lane Westport, CT 06880

5 Bed

6 Baths

5036 sqft

The perfect lifestyle awaits, near the end of one of the most desirable and attractive cul-de-sacs in the heart of Westport. This impressive home has been expertly maintained and is presented in excellent condition. The manicured acre of park-like property with mature landscaping introduces this timeless Colonial. The two-story foyer with herringbone-patterned wood floor & extensive millwork welcomes you into the refined interior and introduces the thoughtful details that define the residence. Memorable entertaining await in the LR w/fpl & bay window and DR w/butler's pantry. The chef's kitchen showcases gorgeous stone counters, top appls incl Wolf range & two dishwashers, flowing in to the sun-filled breakfast rm w/French doors to patio, and through to the incredible fam rm which has a coffered ceiling, stone fpl and extensive built-ins. The large library/office displays expert craftsmanship. Excellent mudrm w/full bath beside the pool. 3-car gar. 5 spacious BRs are well-appointed. Grand primary suite w/tray ceiling, fpl, French doors to a sitting rm/2nd office & dual walk-in clsts is accompanied by a chic, new designer bath w/amazing glass-enclosed shower & freestanding soaking tub. Walk-up 3rd flr can be finished for future expansion; incls a lrg walk-in cedar storage rm. Fin LL w/fpl, full bth, rec/play spaces, gym. Gorgeous gunite pool w/auto cover, patio, built-in grill & level lawns. Rear property has access through Whippoorwill leading to Wakeman fields, schools.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Douglas "Doug" Bross

$3,700,000 ^(USD)

Beach Area Single Family Home

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612 Penfield Road Fairfield, CT 06824

5 Bed

5 Baths

4501 sqft

Experience unparalleled luxury in this exquisite coastal residence, just moments from the expansive sands of Penfield Beach and the tranquil waters of Long Island Sound. This architectural masterpiece comprises 3 floors of meticulously designed living space, ensuring a lifestyle of sophistication and comfort. Enjoy year round invigorating sea breezes from any one of the 5 decks. Stunning kitchen, with custom cabinetry, premium Wolf/Sub Zero appliances and massive center island, flows seamlessly into the family room for informal gatherings. Entertain in style with the gracious formal living room and dining room, anchored by a fabulous see-through fireplace. The primary bedroom suite is an opulent sanctuary, boasting a custom walk in closet and a spa-like bathroom with free-standing tub and steam shower. 4 additional bedrooms, including a private guest wing with full bath, provide ample space for friends and family. Versatile third floor has rec/playroom, gym space, bedroom/bathroom and 2 covered decks. The professionally landscaped yard is a private oasis with mature hydrangeas, shrubs, and apple bearing espalier trees. Indulge in endless summer fun in the newer heated POOL! Ample under house storage for kayaks and paddleboards. Walk to train and all the vibrant downtown boutiques and restaurants. This high tech, energy efficient home combines serene design with modern amenities so you can fully embrace the coastal lifestyle and live life like you're on vacation every day!

Listing Courtesy of SMART MLS / Berkshire Hathaway Ne Prop. / Jane Jones

$3,700,000 ^(USD)

Beach Area Single Family Home

Sold

254 Penfield Road Fairfield, CT 06824

5 Bed

5 Baths

4856 sqft

Rare beach area gem that checks ALL the boxes! With almost 5,000 square feet of living space on a rare and very private .43-acre lot, this highly custom home features a heated saltwater pool, spa/hot tub, 4-floor elevator, and so many high-end amenities. With an exceptionally wide footprint, this home offers 5-6 bedrooms, 4.5 bathrooms, 9-foot ceilings, front and back decks, a full-house generator, and an expansive garage with room for cars, bikes, and plenty of storage. The first floor boasts an open floor plan with stunning chef's kitchen, complete with an island, Sub-Zero refrigerator, and high-end appliances. A spacious family room with gas fireplace adjoins the living room and kitchen, while a butler's pantry connects to the dining room. The primary suite features a spa-like bath with radiant floor heating, an expansive walk-in closet, a gas fireplace, and a private balcony overlooking the yard and pool. 3 additional bedrooms with en-suite baths and a laundry room with sink complete this level. The third floor - also accessible by elevator - offers 2 more bedrooms and a fantastic recreation room with a serving bar, beverage center, an additional full bath, and generous storage. Custom paneling, built-ins, and window treatments throughout. Extensive, mature landscaping with irrigation in both front and back yards creates a lush outdoor setting, complete with a covered entertaining area on the lower level. Downtown, the train, and the beach are all just steps away!

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Ava Fisher

$3,680,000 ^(USD)

Coleytown Area Single Family Home

Sold

7 Warnock Drive Westport, CT 06880

5 Bed

8 Baths

5959 sqft

Beautiful newer home with Pool and auto cover. 4 Finished levels

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Linda Skolnick

$3,650,000 ^(USD)

Back Country Area Single Family Home

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7 Mountain Laurel Drive Greenwich, CT 06831

5 Bed

6 Baths

4680 sqft

Country meets modern is this beautifully renovated turn-key home set on a private cul-de-sac. This home offers all the amenities to enjoy today's modern lifestyle. It's the perfect size for your first home in Greenwich or to scale down from a larger home. A two story entry welcomes you home. The living room features new hickory hardwood floors, glass front wine cabinets and a wet bar to service the adjacent covered porch and cedarwood spa for outdoor entertaining. The new reconstructed carrera marble and soapstone kitchen features Wolfe, Sub Zero and Miele appliances. The new primary bedroom has a cozy fireplace, direct access to the cedarwood spa and a new luxurious bath. 3 en suite bedrooms are on the upper level. The lower level offers an office or rec room and the fifth bedroom/exercise room. All this close to Greenwich's great restaurants,parks and beaches as well as a short drive to Armonk and Bedford, NY. Possible pool site in attached documents.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Darlene Letersky

$3,650,000 ^(USD)

Greenwich Area Single Family Home

Sold

7 Mountain Laurel Drive Greenwich, CT 06831

5 Bed

6 Baths

4680 sqft

Country meets modern is this open and bright turn-key home set on a private cul-de-sac. This home offers all the amenities to enjoy today's modern lifestyle. A two story entry welcomes you home. The living room features new hickory hardwood floors, glass front wine cabinets and wet bar to service the adjacent covered porch & cedarwood spa for outdoor entertaining. New carrara marble & soapstone kitchen with Wolfe, Miele & Sub Zero appliances. The new primary bedroom has a cozy fireplace and new luxurious bath. 3 en suite bedrooms on the upper level. The lower level offers an office and the 5th bedroom/exercise room. Close to Greenwich's great restaurants, parks and beaches and a short distance to Armonk, NY. Pool site in attached listing docs.

Listing Courtesy of GREENWICH MLS / Coldwell Banker Realty / Darlene Letersky

$3,600,000 ^(USD)

Cos Cob Area Single Family Home

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18 Cat Rock Road Cos Cob, CT 06807

6 Bed

8 Baths

6272 sqft

Enjoy easy living in this spectacular, pristine home with high ceilings and open floor plan perfect for today's lifestyle. Fabulous open gourmet kitchen with center island seating four, two pantries, and separate breakfast area. Family room with built-ins, wet bar with additional dishwasher & gas FP opens to kitchen and terrace/yard. Also included on first floor are oversized, beautiful dining and living rooms. 2nd floor showcases large primary suite with walk in closets and luxurious primary bath, 3 additional ensuite bedrooms, separate laundry room and linen closet.3rd flr has bedrm, full bath, home gym and home office. Finished LL with 2nd family room, half bath, mudroom, and lots of storage. Full house generator. Heated driveway.

Listing Courtesy of GREENWICH MLS / BHHS New England Properties

$3,600,000 ^(USD)

Fort Trumbull Beach Area Single Family Home

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Address Not Disclosed Milford, CT 06460

4 Bed

7 Baths

5312 sqft

Spectacular direct beachfront home in the desirable Fort Trumbull area of Milford, set on a quiet, cherished street and one of the widest beachfront lots in town. Custom built in 2017 by Gateway Development/Garceau Brothers, this exceptional home sits on .43 acres with almost 90 feet of direct sandy beach frontage and is within walking distance to Silver Sands State Park and the Milford Yacht Club. This highly custom home features 10-foot ceilings on the main level, 5 bedrooms, 6.5 bathrooms, 3 decks, a stone patio, stone walkways, and an enclosed outdoor shower, all complemented by stunning water views from every main-level room and the majority of rooms on the second and third floors. Oversized 2-car garage and large circular driveway with stone pavers provide plenty of off-street parking. Storm ready, the entire house is powered by natural gas generator. From 2022-2025, the current owners completed extensive improvements of the highest craftmanship throughout. A fully remodeled chef's kitchen with new premium appliances and custom cabinetry, a new dinning wet bar, two newly renovated primary bathrooms and custom walk-in closets, and the addition of a three-level Savaria Eclipse elevator and third-floor full bath are some of the few. An extensive smart home system features touch screen remotes, whole house audio systems, SONOS, whole house WiFi, automatic lighting control and video surveillance. This is a RARE offering on Milford's shoreline!

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Carrie Sakey

$3,550,000 ^(USD)

N/A Area Townhouse

Sold

148 East Elm Street 1 Greenwich, CT 06830

4 Bed

6 Baths

5678 sqft

Welcome to 148 E Elm Street, Unit 1- Another amazing property by R&R Homes where high-end luxury meets modern comfort in this exceptional townhome. This residence features a spacious layout with 4 bedrooms and 4.2 baths, designed to meet the needs of the most discerning homeowner. The chef's kitchen dazzles with top-of-the-line appliances, custom cabinetry, and a central island perfect for entertaining. Each bedroom is generously sized, with the lower-level suite offering privacy and flexibility for guests or live-in help. The spacious primary bedroom impresses with a stunning en suite bath, and a beautiful walk-in closet. Situated on a convenient street in downtown Greenwich, this home offers more than just living space-it's a lifestyle.

Listing Courtesy of SMART MLS / Compass Connecticut, LLC / Jenny Allen

$3,550,000 ^(USD)

Greenwich Area Condominium

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148 E Elm Street 1 Greenwich, CT 06830

4 Bed

6 Baths

4472 sqft

Welcome to 148 E Elm Street, Unit 1- Another amazing property by R&R Homes where high-end luxury meets modern comfort in this exceptional townhome. This residence features a spacious layout with 4 bedrooms and 4.2 baths, designed to meet the needs of the most discerning homeowner. The chef's kitchen dazzles with top-of-the-line appliances, custom cabinetry, and a central island perfect for entertaining. Each bedroom is generously sized, with the lower-level suite offering privacy and flexibility for guests or live-in help. The spacious primary bedroom impresses with a stunning en suite bath, and a beautiful walk-in closet. Situated on a convenient street in downtown Greenwich, this home offers more than just living space—it's a lifestyle.

Listing Courtesy of GREENWICH MLS / Compass Connecticut, LLC

$3,525,719 ^(USD)

Long Lots Area Single Family Home

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2A Whippoorwill Lane Westport, CT 06880

6 Bed

8 Baths

6577 sqft

Bright and beautiful CT Colonial tucked on a private lane in the center of Westport! This 8558sqft transitional home welcomes with a charming front porch, a double height entryway & lovely formal living and dining rooms.Spanning the rear of the home there is a top level kitchen with central island, a 6 burner Wolf range, Subzero, a pantry, and a dining area with oversized windows.The spacious family room is anchored by a cozy stone fireplace and plenty of space for gathering and lounging! The main floor also holds a smart mudroom, a handsome office and two powder rooms.Upstairs, the primary suite is a true retreat with a sitting room, luxury bath with steam shower & heated floors, a walk-in closet/dressing room and a bedroom complete with a fireplace. There are 4 additional ensuite bedrooms as well as a laundry room rounding out the second floor. The entire 3rd floor is a blank canvas great room, fully finished and ready to be customized to suit your needs as play/office/or studio space. The living space continues to the lower level, where the home theater provides a perfect spot for watching movies or sports, plus tons of recreational space. There is also a LL gym (or bedroom) & full bath. The outdoor living options are endless - enjoy the stone patios, a garden area, lush lawn, or put in a swimming pool! 3 car garage w EV charging + whole house generator. central location is extra close to Wakeman Farm, school campuses and just a short ride to all Westport amenities!

Listing Courtesy of SMART MLS / Compass Connecticut, LLC / Leslie Clarke

$3,525,000 ^(USD)

Beach Area Single Family Home

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2101 Fairfield Beach Road Fairfield, CT 06824

4 Bed

4 Baths

2693 sqft

Gorgeous waterfront retreat w/ breathtaking panoramic LI Sound views & miles of walkable sandy beach. This exceptional FEMA compliant coastal retreat includes a private boat dock w/ an additional two-car garage on the creek side, creating endless opportunities for waterfront enjoyment. Featuring 3 levels of spacious living, w/ 8 rooms & 4 full baths, thoughtfully designed for everyday living & entertaining. Enjoy stunning water views from every level w/ BOTH sunrises & colorful sunsets from multiple balconies that invite you to relax & take in the scenery. Highlights include a sun drenched open floor plan, high-end Wolf and Sub-Zero appliances, custom built-ins, a gas fireplace & white oak hardwood floors throughout. Additional private rooms offer flexibility for work, guests, or quiet retreat. A rare & highly desirable 1st floor bedroom w/ full bath is perfect for guests, in-laws or a home office. Outdoor living is just as impressive w/ an oversized patio ideal for entertaining, dining or simply watching sailboats glide by during regattas. Amazing features include roof top deck, 2 separate garages, driveway parking for up to 10 cars (a true rarity in the beach area), home generator, outdoor shower & a Tesla charging station. Ideally located close to town, train, parks, school & shopping. Beach walks, boating, peace & tranquility await in your very own premier luxury coastal home - Welcome home to 2101-2102 Fairfield Beach Road.

Listing Courtesy of SMART MLS / William Raveis Real Estate / Jackie Davis

$3,505,000 ^(USD)

N/A Area Single Family Home

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243 White Oak Shade Road New Canaan, CT 06840

4 Bed

5 Baths

4253 sqft

Quietly tucked away on ~2.5 private acres in the highly coveted South of the YMCA neighborhood, this stunning colonial estate offers an unparalleled lifestyle. Located just minutes from the heart of downtown New Canaan, Waveny Park, and top-rated schools, this one-of-a-kind home is a rare gem. The home has been thoughtfully transformed inside and out, blending timeless charm with modern sophistication. This meticulously updated residence boasts 4 spacious bedrooms, each with its own private bath, providing luxury and privacy. Every detail has been considered - from the newly installed white oak hardwood floors to the exquisite Farrow & Ball paint, Viking / Subzero appliances, updated baths, brand new roofs on home & pool house and the finest lighting fixtures... just to name a few! Bright and sun-drenched, the home's interiors exude warmth and character, creating a welcoming space for both relaxation and entertaining. Step outside and discover a true private oasis: lush manicured grounds, stunning flower beds and mature plantings. The sparkling pool and pool house complete this outdoor paradise, offering the perfect setting for leisurely days or vibrant gatherings. This home is not just a property, but a lifestyle. It is the perfect combination of luxury, comfort, & convenience, and it's ready for you to move in & enjoy. Experience the best of New England living-bring your toothbrush & get ready to immerse yourself in the unparalleled beauty of this extraordinary property.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Daniel McCamblau

$3,500,000 ^(USD)

Coleytown Area Single Family Home

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6 Florian Court Westport, CT 06880

5 Bed

7 Baths

5263 sqft

Stunning, Custom Colonial on premier Westport cul-de-sac. Set on 1.1 acres of beautifully manicured grounds, this meticulously maintained home offers the perfect blend of luxury/serenity. Plus it's all set up for multigenerational living with separate, new 973 SF Apt! The private, flat, dry backyard at 6 Florian is ideal for outdoor enjoyment. Out/indoors are well integrated, w/charming blue stone Front Porch, large Screened In Porch overlooking the Backyd, 2 built in sound systems. Full Bath on Main Lvl w/Backyd access. Main Level: Foyer, Powder Rm, Full Bath, Liv/Dining Rms w/Butler's Pantry w/wine fridge, large EI Kitchen open to Family Room w/stone FP, Wet Bar, Screened In Porch and Sunrm. Oversized windows/natural light abound throughout. The luxurious Primary Bedroom Ste: Balcony, Spa Bathroom w/Steam Shower, Air Tub, Radiant Heated Floors, large WI Closet, Sitting Room/Office. Also on the 2nd floor are 3 other, ensuite Bedrooms, all w/WI closets. Lower Level: Large Gym, Family/Game Rm, Wine Rm, Storage. There is also a large, unfinished Attic for additional space. PLUS a brand new, separate apartment w/5th Bedrm, Full Bath, large WI Closet, Kitchen, Liv Room, Laundry, sep power panel (on generator), alarm, private entry and parking space! The craftsmanship/attention to detail in this home & apt are superior. Filled w/ happiness/special memories of 18 years, it's time for the next owners to come along and love it!

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Lori Popkin

$3,500,000 ^(USD)

Greenwich Area Single Family Home

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190 Lake Avenue Greenwich, CT 06830

7 Bed

8 Baths

7148 sqft

Lower Lake Avenue family compound, enter through a historic courtyard, foyer boasts hardwood and marble floors. All main house rooms open from the foyer: living room with built-ins and French doors to a terrace. Dining room with 3 exposures is light filled and has gorgeous views of the 1-acre level, fenced, beautifully landscaped property. The open, eat-in kitchen and family room are perfect for entertaining, access to multiple terraces. The stately colonial main house was built in 1900 and expanded in the 1970's, 5 bedrooms 4.1 baths. New addition for guest suite was built in 2018, 2 bedrooms/2.1 baths, one of the closets was engineered for a 2-story elevator. Total 7,148 sq ft. Located just minutes from downtown and the shops, restaurants, library, train and lifestyle that it offers

Listing Courtesy of GREENWICH MLS / Sotheby's International Realty

$3,499,000 ^(USD)

Long Lots Area Single Family Home

Sold

71 Old Road Westport, CT 06880

6 Bed

6 Baths

5173 sqft

Welcome to 71 Old Road, a beautifully maintained 6-bedroom, 5.1-bath Colonial in the heart of Westport's coveted Long Lots neighborhood. Set on a sidewalk-lined street, where kids walk to school on crisp fall mornings, this spacious home blends timeless design with modern functionality across four finished levels-perfect for today's lifestyle. Minutes from shops, restaurants, and the Greens Farm train station (3 mins away), the property offers a rare combination of space, style, and location. Inside, sun-filled interiors and a smart layout create a warm, welcoming atmosphere. The open great room with fireplace flows into a custom chef's kitchen with marble countertops, bespoke cabinetry and a walk-in pantry -ideal for hosting and daily living. Formal living and dining rooms add refined charm, while a main-level office/den offers flexible use for work or a convenient main floor playroom. A mudroom with built-in cubbies connects to the attached two-car garage. Upstairs, five generously sized bedrooms include a luxe primary suite with fireplace, walk-in closet, and luxurious marble bath. Two Jack & Jill baths and a sunny laundry room add convenience. The private third floor offers a rec room, full bath, and sixth bedroom-great for guests or a second office. The finished lower level adds two rec rooms, a gym, and another full bath. Outside, enjoy a heated saltwater pool with spa, outdoor shower, kitchen, fireplace, and electric awning-all fully fenced and beautifully landscaped!

Listing Courtesy of SMART MLS / Compass Connecticut, LLC / Meredith Kamo

$3,470,000 ^(USD)

Old Hill Area Single Family Home

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3 Bolton Lane Westport, CT 06880

6 Bed

7 Baths

6306 sqft

This beautiful home with undeniable curb appeal crafted by Andy Frank, sits on a flat, centrally located acre in the heart of Westport. Designed with light-filled spaces and an open, eat in kitchen, the home is finished across 4 levels, offering versatile living for today's lifestyle. The primary suite flows into a large sitting area with a lovely deck overlooking the pristine backyard. Enjoy 5 additional bedrooms, sun drenched interiors, private home office with patio, and a walk-out lower level perfect for recreation or guest space. Outside, in the fully-fenced backyard, there is an 18x42 pool by RI pools with safety cover and spa, fire-pit, outdoor shower, kitchen and a huge play area which creates a private retreat, ideal for all seasons. A whole house generator ensures comfort and peace of mind year-round. Blending timeless design, functionality and location this Westport gem truly checks every box.

Listing Courtesy of SMART MLS / Higgins Group Bedford Square / Jen Kass

$3,450,000 ^(USD)

Old Hill Area Single Family Home

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2 Twin Falls Lane Westport, CT 06880

5 Bed

7 Baths

6789 sqft

A circular drive welcomes you as you approach this grand Center Hall Colonial, on 2 scenic acres with a fantastic Har-Tru tennis court, pool site & beautiful perennial gardens, sited on a quiet private lane in central Westport. Timeless elegance & quality construction is evident, from the moment you step into the impressive Entry Hall of this masterfully crafted home. Be delighted by the 10' ceilings, fine millwork, tall windows, coffered ceilings, the generous sized rooms, the great light & beautiful views throughout the main level featuring glamorous & beautifully appointed Living & Dining Rooms, a warm and welcoming Family Room with a floor to ceiling fieldstone hearth, the sunny Play Room & Library/Office. The substantial moldings & exceptional detail continues into the heart of the home Eat-In Kitchen, with an enormous island, spanning much of the rear of this 6800 square foot home. Upstairs you will find the gracious Primary Suite with a Sitting Room both with fireplaces, a private Bath, 2 huge walk-in closets & a large deck which overlooks the gorgeous backyard & the expansive terrace off the Kitchen. Four additional spacious en-suite Bedrooms, also accessible by the rear staircase, complete the 2nd level. This home has a spacious walk-up Attic that is plumbed for a Bath plus a full dry Basement & 3 car Garage. Conveniently located near YMCA, town, commuter access & all amenities make this warm, well-maintained custom home truly special

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Laurie Crouse

$3,450,000 ^(USD)

Long Lots Area Single Family Home

Sold

18 Frescenius Road Westport, CT 06880

7 Bed

8 Baths

6200 sqft

Professionally curated new home with a clean aesthetic incorporating the latest design ideas and finest materials. The crisp look of nickel-gap siding from the JamesHardie Aspyre Collection complimented by large Marvin windows and doors welcome you. Walking through the first floor you'll see spaces perfect for both entertaining and casual living blended together on beautiful white oak flooring. Top-of-line Thermador appliances will catch your eye in the kitchen as will the walk-in pantry and scullery leading to a spacious dining room. Bathed in natural light, the open kitchen family room space is a wonderful place to cook, eat and live. Before looking upstairs don't miss the first-floor office with an adjacent bar area and private patio. Once upstairs, the primary bedroom steals the show. Bright and airy with oak beams, a cozy fireplace, enormous closet space and a super luxurious bath including a shower room with two shower set ups and comfy soaking tub...you'll never want to leave! Two ensuite bedrooms plus a Jack and Jill bedroom with connecting bath round out the second level. The third floor could be an amazing teen-suite or an equally wonderful office suite with full bath and viewing deck area overlooking conservation land. Completing four finished levels is the lower-level family room, bedroom and cabana bathroom leading to a stunning Signature Pool sited on .71 acres at the end of a quiet cul-de-sac, centrally located near all Westport amenities

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Patricia "Pat" Shea

$3,400,000 ^(USD)

Candlewood Lake Area Single Family Home

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4 Arrowhead Road Brookfield, CT 06804

5 Bed

5 Baths

6354 sqft

Stunning, secluded lakefront residence with breathtaking 180-degree unobstructed western water views on CT's premier Candlewood Lake. Located in a private community, this home offers +/-200' frontage & everything you have imagined for an incredible lifestyle on the water. Casual elegance comes to mind the minute you enter the grand foyer & are greeted with walls of windows & fabulous lake views! Step into the living room w/floor to ceiling stone fireplace & French doors leading to an expansive deck area. An easy flow makes this home perfect for cocktails and entertaining ~ bringing the inside & outside together on your private lakeside deck & dock. Love to cook? The custom gourmet kitchen offers an impressive island, two newer 36" Wolf Induction Cooktops & Ranges, two KitchenAid dishwashers, full size Subzero refrigerator, full size Subzero freezer & a Thermador warming drawer ~ watch the ever changing sunsets & waterscapes as you prepare your meals. Retreat to one of two primary suites, main & upper level, w/three additional spacious bedrooms for family & guests. Upper level incl a limestone fireplace & gathering space overlooking the water. Additionally this home has undergone extensive renovations incl updates to the bedrooms, baths, living spaces, stonewalls, decking, docks & landscaping, ensuring a turnkey living experience. Enjoy this rare lake home w/garage parking for 5 cars which incl a separate 3 car garage with storage. Amazing opportunity for the discerning buyer!

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Beverly Fairchild

$3,400,000 ^(USD)

In-Town Area Single Family Home

Sold

2 Webb Road Westport, CT 06880

6 Bed

7 Baths

4097 sqft

Winner of the 2025 HOBI Award for "Best In Town Spec Home" in CT! Exceptional new construction, on a quiet cul-de-sac, in one of Westport's most desirable neighborhoods. Walk to Post Road shops, restaurants, Winslow Dog Park, Main Street, Library & Levitt Pavilion. Only 3 miles to train! This stunning home offers 6 bedrooms, 5 full and 2 half baths across 4 finished floors. Features include a Gunite pool with automatic safety cover, a large, flat, fenced in, private yard with walk-out lower level, full house generator, EV charging outlet, and city water, sewer, and natural gas. Traditional layout with modern, high-end finishes and an abundance of natural light. Built by multi-award-winning Westport Family Homes.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Lori Popkin

$3,350,000 ^(USD)

Coleytown Area Single Family Home

Sold

4 Deepwood Lane Westport, CT 06880

6 Bed

6 Baths

5715 sqft

RIVER WATERFRONT OASIS - Sited on 2 lush acres on the Aspetuck River, this elegant custom 6 bedroom, 5.1 bath home offers a rare blend of natural beauty & refined living, an idyllic sanctuary with abundant natural light. Designed for both everyday comfort and grand entertaining, the property features exceptional indoor & outdoor spaces all thoughtfully crafted to capture the breathtaking views of the river, waterfall, & perennial gardens. An open floor plan creates a seamless flow between the sunlit living areas. The well-appointed gourmet kitchen with a spacious dining area opens to the inviting family room & nearby den/playroom-making it the true heart of the home. Walls of glass frame the formal living & dining spaces with access to a large deck that spans the length of the house. Exquisite primary suite is a private haven with stunning views from the balcony plus a sitting area, dressing room & spa-like bath. Each additional bedroom offers ensuite comfort. Expansive walk-out lower level includes an accessory apartment with flexible options for guests or added recreational space. Notable features include: scullery, pantry, mudroom, wood burning stove, 2 fireplaces, generator, solar panels, sound system, hardwood floors, paved courtyard, ample parking, 5 garage spaces, EV charger, porch, 2 irrigation systems. Ideally located with easy access to top rated schools, the Merritt Parkway, & town, this unique property has the perfect balance of luxury, privacy & convenience

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Patricia "Pat" Shea

$3,327,000 ^(USD)

Coleytown Area Single Family Home

Sold

147 Cross Highway Westport, CT 06880

5 Bed

6 Baths

5364 sqft

Nestled on an extraordinary 1-acre property close to town & walking distance to schools, the observatory, & Wakeman Park, this one-of-a-kind home offers a seamless blend of modern construction with timeless charm; function with character. REBUILT (& addition) IN 2000 & meticulously maintained. 6,000+ square feet of well-designed living space including 5 BR, 4-full & 2-half BTHS, & built-ins throughout. Stepping into the foyer you'll notice impeccable details. The LR boasts wide-planked floors, striking wood beams, a gas fireplace & light from nine windows. The elegant DR, anchored by a stunning oversized fireplace, promises conviviality. The open-plan kitchen features a dedicated dining nook, breakfast counter, built-in desk, & a brick oven! Adjacent: a warm & welcoming family room with a fireplace & sweeping views of the lush grounds. A tiled mudroom connects with a laundry room, a 3-car garage, & a giant bonus room, ideal for games night or a dedicated kids' lounge. A walk-out LL with Italian tile would serve as a terrific media room or gym. Up the front staircase, the primary suite offers true retreat, with vaulted ceilings, cozy fireplace, 2 walk-in closets, loft, and stunning bath. 4 spacious BRs provide privacy and comfort, with 2 sharing a Jack-Jill BTH & 2 featuring en-suite BTH. One BR stands out with beams & vintage chestnut floors. Perfectly sited on flat, expansive grounds with room for a pool, this home perfectly blends character, convenience, & timeless appeal!

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Erica Acheychek

$3,310,000 ^(USD)

In-Town Area Single Family Home

Sold

6 Sharp Turn Road Westport, CT 06880

6 Bed

5 Baths

4942 sqft

This designer-quality 6 BR, 4.5-bath home in the heart of Westport has been fully refinished to blend luxury, comfort, and modern style. The double-height foyer leads to a sun-drenched formal living room, while the dramatic dining room impresses with a new wet bar featuring Carrara marble and custom cabinetry. The chef's kitchen showcases Carrara marble countertops, gourmet appliances, and a large island with seating, flowing into the breakfast area and family room with a wood-burning fireplace. A private first floor office provides a quiet workspace. Upstairs, the expansive primary suite includes a sitting area, four closets, and a spa-like bath. Four additional bedrooms provide generous space and the 2nd floor laundry room adds extra convenience. On the 3rd floor, a private bedroom, full bath, and spacious bonus room offer flexibility. The lower level features a home gym, additional bonus space, and room to build a media room, plus ample storage. Outside, the fenced backyard is an entertainer's dream, with a new gunite pool built in 2024 with an automatic cover, a bluestone patio for outdoor dining, and a fireplace for year-round enjoyment. Set on nearly an acre on a quiet cul-de-sac with upscale homes, and a short walk to downtown shopping, restaurants, and Winslow Park, this home is expertly maintained and move-in ready. Discover a true Westport gem.***FINAL OFFERS DUE MONDAY 4/24 @ 12PM**

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Douglas "Doug" Bross

$3,300,000 ^(USD)

Lower Weston Area Single Family Home

Sold

95 Kettle Creek Road Weston, CT 06883

6 Bed

9 Baths

7407 sqft

A Timeless Colonial Retreat in Lower Weston less than 10 minutes from downtown Westport, 5 minutes to the Merritt, & 3 minutes from Weston Town Center, library, & award winning Weston schools. This stunning Ralph Lauren-inspired Colonial offers classic elegance with modern luxury and entertainment, making it the dream home you've been waiting for. This 9,000 SF estate features CT stone walls & lush, mature landscaping that give it the feel of a home that's been here forever. Set on 2 park-like flat acres, the property includes a beautiful pool & waterfall spa, a deck with awning, a patio, and a fully fenced backyard. The grounds are a garden lover's dream with perennial blooms throughout the seasons - a hydrangea lover's paradise, a plentiful peony patch, and many flowering trees, to name a few, & the full coverage irrigation system keeps the yard in bloom. Inside, enjoy 9-ft ceilings, 6 bedrooms, 6 full baths, & 3 half baths, all with exquisite attention to detail, including Viking, Sub Zero appliances, 2 large islands, water filtration system, large mudroom, cedar shake roof (new in 2017 & completely cleaned-oiled 2024). The 2000 SF in-law apt built in 2021 includes; full kitchen, liv rm, bedrm, laundry, 1.5 baths & porch. The WOLL is an indoor playground with a huge playroom, exercise room, bar, full bath-changing room, perfect for entertaining or extended family. This home offers both classic charm and modern convenience in one of Weston's most desirable neighborhoods.

Listing Courtesy of SMART MLS / William Raveis Real Estate / Hannelore Kaplan

$3,250,000 ^(USD)

Greenwich Area Single Family Home

Sold

420 Davis Avenue Greenwich, CT 06830

5 Bed

4 Baths

3158 sqft

Gracious pre-war, sun-filled 5-bdrm/3+bth English style home built in 1929. Abundance of original charm & character throughout, including living room w/fieldstone fpl, hardwood flrs & formal dining rm in addition to kitchen/solarium w/walls-of-windows overlooking a natural paradise. Majestic south facing setting w/neverending vistas of vibrant tidal inlet w/dock & access to Long Island Sound. Extraordinary opportunity to restore or build anew on this exceptional oversized 1.2 acre lot w/deeded pedestrian rights to ''Mead Point Beach'' within the private gated association. Neighboring some of Greenwich's Great Estates, near Bruce Park with its paths, tennis courts, playing fields & bocce court. Minutes to Island Ferries, Greenwich Ave, Bruce Museum, transportation & schools.

Listing Courtesy of GREENWICH MLS / Coldwell Banker Realty / John McAtee

$3,250,000 ^(USD)

Old Greenwich Area Single Family Home

Sold

4 Park Avenue Old Greenwich, CT 06870

3 Bed

5 Baths

3261 sqft

Welcome to this stunning Shore Colonial, where classic charm meets modern luxury. This beautifully designed home offers grand living spaces, high-end finishes, and elegant details. The bright main level features coffered ceilings, a spacious dining room, and a chef's kitchen with Viking appliances, custom cabinetry, and a family room with a cozy fireplace. The primary suite boasts a spa-like marble bath and two walk-in closets. Additional bedrooms include a third-floor suite, ideal for guests or a home office. The lower level offers two versatile rooms, a full bath, and laundry. Enjoy outdoor living with a front porch, patio, and tiered backyard. A white picket fence, mudroom entry, and two-car garage add convenience. Prime Old Greenwich location, close to town, train, and beach.

Listing Courtesy of GREENWICH MLS / Coldwell Banker Realty / Andre Calvi

$3,250,000 ^(USD)

In-Town Area Single Family Home

Sold

3 Hickory Hill Road Westport, CT 06880

5 Bed

5 Baths

5059 sqft

3 Hickory Hill Rd, an exceptional new construction sits on a quiet cut-de-sac close to Westport's Town Tennis courts & ball fields & 3 mins to Main St. With over 5000SF on 4 finished levels, this home blends modern design, luxury finishes, & thoughtful functionality. The main level features 9' ceilings, wide-plank white oak floors & a dramatic oak & glass staircase with white oak wall paneling.The chef's kitchen offers custom cabinetry, quartzite countertops & backsplash, a luxury Thermador appliance package & center island with seating for four. The breakfast area flows into a spacious FR with sliders to a bluestone patio. A gas-ready fireplace with stunning Sahara Noir marble surround & oak paneling is the focal point. Elegant tray-ceiling DR, walk-in pantry & mudroom with side & garage entry, large -format porcelain tile floors, custom oak -paneled cabinetry & benches complete the main level. Upstairs, the primary suite boasts a cathedral ceiling, dual walk-ins & spa- like bath with heated floors, Victoria & Albert soaking tub, large frameless shower with LED niches, custom cabinetry, marble counters & wall-mounted California Faucets. 2 BRS share a Jack & Jill bath, while the 4th has its own ensuite. The 3rd floor offers a private office & recreation/playroom & and the finished lower level includes the 5th BR, full bath & gym/media room. Professionally landscaped 0.34 acre lot with stone walls, sprinklers & room for a small pool. Home is EV charger & generator ready.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Jillian Klaff

$3,175,000 ^(USD)

Lower Weston Area Single Family Home

Sold

103 Good Hill Road Weston, CT 06883

5 Bed

7 Baths

7682 sqft

Drive through stately stone pillars to discover a serene 2-acre sanctuary in lower Weston. This private retreat features a picturesque, shallow, spring-fed pond ideal for winter skating. A true designer's masterpiece, this home was entirely renovated and rebuilt in 2019, blending exceptional craftsmanship with meticulous attention to detail. Experience seamless indoor-outdoor living with a heated gunite pool, built-in outdoor kitchen, fireplace, and a separate sunken spa. Inside, you'll find five bedrooms, five full baths, and two half baths, including a luxurious primary suite with a gas fireplace, walk-in closet, and a spa-inspired bathroom complete with a steam shower, heated floors, and soaking tub. Additional bedroom suites provide comfort and privacy, with one offering a spacious hangout room. The gourmet eat-in kitchen and Butler's pantry are outfitted with quartzite counters and high-end appliances. Step through exposed wooden beams into the inviting family room, where a gas fireplace and French doors open to the outdoor spaces, effortlessly blending the indoors with nature. A large office with a fireplace and a generous living room, also with a fireplace, provide plenty of room for both work and relaxation. A versatile third-floor bonus room or gym, a partially finished basement with ample storage and walk-out access, and full house generator complete this meticulously maintained home offering a rare piece of paradise, perfect for relaxing and entertaining.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Pamela Cornfield

$3,157,000 ^(USD)

N/A Area Single Family Home

Sold

1702 Oenoke Ridge New Canaan, CT 06840

5 Bed

5 Baths

4122 sqft

An idyllic haven! This meticulous country estate complete with private gated driveway and 4.65 acres features endless hours of entertainment and relaxation. Greeted by extraordinary millwork and an inviting covered porch complete with swing and sweeping views, this 5 bedroom 4 1/2 bath home will steal your heart! The expansive state-of-the-art kitchen opens to a gracious vaulted family room with French door leading to a picturesque porch. The primary suite boasts a fireplace, two walk-in-closets, and sitting room. This stunning property includes a tranquil saltwater pool/spa, low maintenance yet vibrant perennial gardens with hundreds of flourishing peonies, daffodils, hydrangeas, lilac bushes, berry patches, and more! The sweet maple tree, apple and peach tree orchards in addition to the vegetable garden provide an abundance of seasonal offerings. A deluxe chicken coop will offer endless eggs and a lovely setting for your beloved feathered friends. A secret custom cedar tree house and circular fire pit are perched above this scenic open yard. Hours of alfresco entertaining await the hardscape elliptical dining area complete with uplighting and fireplace. Less than a mile to the market and village of Pound Ridge. You're not dreaming, this estate is the one you've been waiting for!

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Marsha Charles

$3,150,000 ^(USD)

Compo South Area Single Family Home

Sold

6 Over Rock Lane Westport, CT 06880

5 Bed

5 Baths

3561 sqft

Timeless New England Colonial on 1.3 acres blending historic architecture with modern updates. Built in 1860 and reimagined by designer Dan Barsanti with curated interiors by Rena Levine, this five-bedroom, five-bath residence features refined millwork, wide-plank floors, and bespoke lighting. The open main level includes a bright kitchen with premium appliances, dining area, and living room with French doors to a bluestone patio and heated pool. A first-floor suite provides flexible guest or office space; the upper level hosts a spacious primary suite, marble bath, and dressing area. Systems include upgraded HVAC, EV-ready garage, and smart-home controls. Set on 1.3 acres with mature landscaping and a fenced backyard. Just 1 mi to Compo Beach, 0.9 mi to Longshore Golf Club, 1.0 mi to Levitt Pavilion, and 1.1 mi to Downtown Westport shops and dining. Offered furnished with curated designer pieces for a move-in experience rarely available in Westport.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Judy Michaelis

$3,135,000 ^(USD)

Greens Farms Area Single Family Home

Sold

34 Sasco Creek Road Westport, CT 06880

3 Bed

5 Baths

4204 sqft

Walk to the beach! Rare opportunity to own 2 flat acres encompassing a renovated beach house and a remarkable modern barn designed with walls of glass. All uniquely located in the Greens Farm community of Westport, boasting LI Sound beach access and abutting the Connecticut Audubon trails. An updated 3-bedroom Cape offers one level living with a primary suite on the main floor and two bedrooms on the upper level. A glass enclosed sunroom with French doors opens to a private patio overlooking the expansive fenced yard. The beautifully renovated two story barn with skylights and oversized windows capture an abundance of the surrounding light from the rear Western exposure. Two half baths and an upper-level space for work or relaxation complete the barn. This seaside beach residence with glorious grounds features specimen trees, wildflowers and more. The main home offers 1882 square feet. The barn provides an additional 2,098 square feet. This seaside beach residence uses solar panels and has a generator. Vacation living can be embraced everyday!

Listing Courtesy of SMART MLS / Compass Connecticut, LLC / Brian Milton

$3,100,000 ^(USD)

Old Hill Area Single Family Home

Sold

19 Old Hill Road Westport, CT 06880

4 Bed

3 Baths

3014 sqft

Step into a home where every detail tells a story of timeless elegance and masterful transformation. This 4-bedroom, 3-bath Colonial-reimagined through a multi-year, designer-led renovation-seamlessly marries historic charm with modern sophistication. Original Southern Pine floors and exposed beams ground the home in authenticity, while a stunning new kitchen by Shore & Country elevates everyday living with bespoke cabinetry, Sub-Zero & Wolf appliances, and quartz surfaces. Sunlit rooms flow effortlessly-perfect for entertaining or retreating in comfort. Each bath is a study in luxury, including a serene primary suite with spa-inspired finishes. Beyond the interiors, a private backyard oasis awaits: bluestone patio, heated pool, and curated landscaping designed for year-round enjoyment. Upgrades abound-from Marvin windows and Hardie siding to custom closets, designer lighting, and all-new mechanicals. Set on a quiet, convenient street near downtown, train, and schools-with shuttle service to the station-this is turnkey Westport living at its most refined. Rarely does a home strike this perfect balance of character, quality, and location. And it all unfolds in Old Hill-Westport's most coveted address.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Cindy Raney

$3,100,000 ^(USD)

Parker'S Point Area Single Family Home

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31 Parkers Point Road Chester, CT 06412

3 Bed

4 Baths

4727 sqft

Nestled near the heart of the quaint Chester Village, this exquisite Nantucket-style home offers a serene retreat on the banks of the CT River. Spanning an impressive 4,727sqft, this architectural gem is all enveloped in traditional shingle elegance. As you step inside, you're welcomed by a two-story, paneled living room that exudes drama and sophistication. The space is adorned with beautiful wood moldings that reflect the home's attention to detail and craftsmanship. The heart of the home is the magnificent gourmet kitchen, featuring a generous island that invites social gatherings and culinary adventures. The first-floor primary suite is a haven of luxury, complete with a cozy sitting room, expansive walk-in closet, and a lavish marble bath that promises relaxation. Upstairs, two guest bedrooms with en-suite bathrooms offer privacy and stunning river views, ensuring that visitors feel both pampered and at home. This home doesn't just dazzle with its aesthetics; it's also a model of energy efficiency. Solar panels, geothermal heating and air conditioning, and radiant heated floors on the first level ensure comfort while minimizing environmental impact.

Listing Courtesy of SMART MLS / William Pitt Sotheby's Int'l / Colette Harron

$3,100,000 ^(USD)

Long Lots Area Single Family Home

Sold

10 Bauer Place Westport, CT 06880

6 Bed

6 Baths

1414 sqft

Award-winning SIR Development presents their latest new construction home in a fantastic Westport location. Ideally set in a friendly double cul-de-sac neighborhood within easy walking distance of the Long Lots Elementary School and desirable shopping, convenient amenities and near the Metro North train, this sensational home combines all of the craftsmanship, modern details and a design to enhance easy living that make SIR's homes among the most desired in the region. This fresh, inspired floor plan begins with a large foyer that leads to a well-appointed study or living room, holiday-sized dining room with modern, lit ceiling details and through to a show-stopping gourmet kitchen/Great Room that span the rear of the home. The kitchen's custom cabinetry, warm hues, designer lighting, gourmet appliances, quality counters and spacious plan all make this a delightful hub - leading through the breakfast area into a beautiful family room with fireplace and a wall of glass that brings you out to the patio and level lawn with room for a pool. An excellent mudroom, half bath and main floor garage access all add to ease of living. Upstairs, a generous layout begins with the plush primary suite - truly a relaxing retreat with a king-sized bedroom, designer bathroom & dual walk-in clsts. Each BR is spacious and accompanied by a stylish bathroom. Fin 3rd flr has flex space and a quiet office. The fin LL is a recreational haven with gym, play rm, media rm option, BR/bth & storage.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Douglas "Doug" Bross

$3,100,000 ^(USD)

Long Lots Area Single Family Home

Sold

4 Jennings Court Westport, CT 06880

5 Bed

7 Baths

7110 sqft

Tucked away on a sought-after Westport cul-de-sac, this elegant 5-bedroom home offers the perfect blend of luxury, comfort, and convenience. Set on over an acre of beautifully landscaped property, enjoy resort-style living with a stunning gunite pool, private patio, and lush lawn-ideal for summer entertaining or peaceful relaxation. The spacious first-floor primary suite is a true retreat, complete with his and her separate bathrooms and a private sauna. The heart of the home is the chef's kitchen featuring a Wolfe cooktop, Sub-Zero refrigerator, and generous workspace, opening to a sun drenched eating areas. With two dedicated offices, working from home is effortless. Located just minutes from schools, shopping, beaches, and transportation, this centrally located gem offers the best of Westport living-privacy, space, and style-all in one of town's most desirable neighborhoods. A rare find that checks every box!

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Linda Skolnick

$3,100,000 ^(USD)

N/A Area Single Family Home

Sold

298 Greenley Road New Canaan, CT 06840

4 Bed

4 Baths

4021 sqft

On picturesque Greenley Road in the heart of New Canaan, this beautifully crafted residence blends charm, comfort, and sophistication on two private acres with a sparkling heated pool. Perfectly scaled, the home offers generous spaces for entertaining while maintaining a welcoming, manageable feel. Step inside to discover elegant living areas filled with natural light, high ceilings, and thoughtful details. The vaulted breakfast area with exposed beams and arched window opens to serene views through two sets of sliding French doors. A gracious living room features a fireplace, transom window, and French doors leading to a terrace that overlooks the pool, perfect for indoor-outdoor gatherings. The formal dining room is anchored by a lovely built-in corner detail and chair rail, while the study offers a bay window and fireplace, ideal for work-from-home or quiet reading. At the heart of the home, the custom Deane kitchen is appointed with top-tier appliances: Viking cooktop, dual Dacor ovens, Sub-Zero refrigerator, Miele dishwasher, and Marvel wine refrigerator. Overlooking the breakfast area, the kitchen flows seamlessly into the family room with built-ins and French doors. Built-in speakers in the kitchen, family room, breakfast area, and dining room enhance every occasion. Upstairs, there is a luxurious primary suite and additional bedrooms and baths providing flexibility, including one with striking windows that works beautifully as a home office or guest suite.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Marsha Charles

$3,050,000 ^(USD)

Southport Area Single Family Home

Sold

Address Not Disclosed Fairfield, CT 06890

3 Bed

3 Baths

2394 sqft

TBD

Listing Courtesy of SMART MLS / Brown Harris Stevens / Wendy Ryan

$3,000,000 ^(USD)

Beach Area Single Family Home

Sold

40 Fairfield Beach Road Fairfield, CT 06824

4 Bed

4 Baths

3476 sqft

Unobstructed views of Long Island Sound, a bespoke beach path steps from your front door & a heated, saltwater, gunite pool w/waterfall framed by seagrass & sky--your Hamptons retreat awaits, right here in Fairfield County. Exquisite renovation completed in 2025 w/a refined coastal palette & curated designer finishes, this home is flooded w/natural light & features a show-stopping chef's kitchen w/eat-in breakfast area, oversized quartz island & countertops, custom inset cabinetry, new Thermador appliances & butlers pantry all designed for effortless entertaining poolside or fireside on the screened in porch. Expansive living room & family room w/coffered ceiling, gas fireplace & French doors to the deck create seamless indoor/outdoor flow. Formal dining room w/stunning millwork & sun-filled windows offers a crisp, coastal backdrop for entertaining. Upstairs are 4 bedrooms including primary suite w/sweeping Sound views, tray ceiling, private balcony & separate his and hers walk-in closets. Spa like bath w/radiant heat marble floors, double vanities, soaking tub, marble shower & private WC. Finished 3rd fl offers flexible space for 5th bedroom, home office or add'l family room w/large deck & views for days. Oversized 4 car garage w/epoxy floor, Tesla charging & plenty of room for gym or loggia. Outside, your seaside oasis awaits w/heated, saltwater, gunite pool w/waterfall, mult seating areas, & lush professional landscaping. 1 mile to train & downtown FFLD. Beachside bliss.

Listing Courtesy of SMART MLS / William Raveis Real Estate / Kate Cacciatore

$3,000,000 ^(USD)

Greenwich Area Multi-Family Home

Sold

16 Orchard Place Greenwich, CT 06830

Bed

0 Baths

5900 sqft

This multi-family home has two oversized units, both with open floor plans, well-proportioned rooms and gourmet kitchens that flow easily to the breakfast areas with sliding doors that lead to the outdoor space. Family rooms, living and dining areas are easily accessed from the kitchens. Large primary bedrooms and finished lower level add to the spacious units. The close proximity to the train, beaches, parks and Greenwich Avenue, known for its shops and restaurants, are just a bonus.

Listing Courtesy of GREENWICH MLS / Coldwell Banker Realty / Barbara Zaccagnini

$3,000,000 ^(USD)

N/A Area Multi-Family Home

Sold

Address Not Disclosed Greenwich, CT 06830

9 Bed

10 Baths

5900 sqft

This Multi-family home has two oversized units, Both with open floor plans, well proportioned rooms and gourmet kitchens that flow easily to the breakfast areas with sliding doors that lead to the outdoor space. Family rooms, living and dining areas are easily accessed from the kitchen. Large primary bedrooms and finished lower level add to the spacious units. The close proximity to the train, beaches, park and Greenwich Ave ,know for its shops and restaurants.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Barbara Zaccagnini

$2,995,000 ^(USD)

Greenwich Area Single Family Home

Sold

52 Morningside Drive Greenwich, CT 06830

5 Bed

4 Baths

4476 sqft

Modern Luxury in Prime Location-This stunning 5-bedroom, 4-bath home, built in 2023, offers over 4,475 sqft of living space. A grand two-story foyer leads to spacious kitchen and cozy family room with fireplace. The first floor also includes formal living and dining room with Butler's pantry/wet bar, guest bedroom, full bath & mudroom. Upstairs features a luxurious primary suite, 3 additional bedrooms, 2 full baths, laundry & large playroom with in-law suite potential. Third floor offers flexible space for recreation or relaxation & plenty of storage.
Sited on a .30-acre lot in sought-after cul-de-sac near train, town & parks. This home boasts hardwood floors, designer finishes, a new patio, and lush landscaping — all outside the flood zone, no flood insurance required!

Listing Courtesy of GREENWICH MLS / Coldwell Banker Realty / Kelly Feda

$2,995,000 ^(USD)

Riversville Area Single Family Home

Sold

Address Not Disclosed Greenwich, CT 06831

3 Bed

3 Baths

2882 sqft

Nestled at the end of a quiet dead-end-street, this 4-bedroom, 3-bath home offers a rare blend of privacy and possibility. Surrounded by a peaceful setting, the property provides an excellent canvas for updates and customization, allowing the creation of something truly special. This open and airy home has a flexible floor plan and a primary bedroom with easy access to a private pool and bluestone patio. The spacious layout features comfortable living areas and plenty of natural light. With vision and updates this property has the potential to be transformed into a remarkable Greenwich residence tailored to your style and needs. Enjoy the serenity of this location while remaining close to town, schools, shops, and the train, bring convenience to a tucked-away retreat.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Barbara Zaccagnini

$2,995,000 ^(USD)

Greenwich Area Single Family Home

Sold

267 Riversville Road Greenwich, CT 06831

3 Bed

3 Baths

2882 sqft

Nestled at the end of a quiet dead-end street, this 3-bedroom, 3-bath home offers a rare blend of privacy and possibility. Surrounded by a peaceful setting, the property provides an excellent canvas for updates and customization, allowing the creation of something truly special. This open and airy home has a flexible floor plan and a primary bedroom with easy access to a private pool and bluestone patio. The spacious layout features comfortable living areas and plenty of natural light. With vision and updates, this property has the potential to be transformed into a remarkable Greenwich residence tailored to your style and needs. Enjoy the serenity of this location while remaining close to town, schools, shops and the train, bringing convenience to a tucked-away retreat. Enjoy the serenity of a private location while remaining close to town, schools, shops and the train, bringing convenience to a tucked away retreat.

Listing Courtesy of GREENWICH MLS / Coldwell Banker Realty / Barbara Zaccagnini

Greenwich Area Condominium

40 W Elm Street 6E Greenwich, CT 06830

Ridgebury Area Single Family Home

68 Mopus Bridge Road Ridgefield, CT 06877

N/A Area Single Family Home

45 Edwin Court Guilford, CT 06437

N/A Area Townhouse

44 Hale Lane Darien, CT 06820

N/A Area Commercial

873 Post Road Darien, CT 06820

N/A Area Single Family Home

10 Easton Heights Lane Easton, CT 06612

Beach Park Area Condo

18 Tidewater Lane 18 Clinton, CT 06413

Ferry Road Area Single Family Home

6 Lieutenant River Lane Old Lyme, CT 06371

Aspetuck Area Single Family Home

18 Wells Hill Road Easton, CT 06612

Greenfield Hill Area Single Family Home

175 Wellington Drive Fairfield, CT 06824