Refine Search
Map
Sort by
382 N St St, Greenwich
$16,500,000
6 Beds ⋅ 12 Baths ⋅ 24113844 MLS
Exceptional commanding luxury estate under development in prime mid country location. The 2.39 acre gated & elevated site includes a 13,326 SF main house with 6 bedrooms / 8.3 bathrooms across 4 levels of custom crafted living space with indoor parking for 7 cars - plus an outfitted 800 SF luxury pool house with vaulted ceilings, heated floors, stone fireplace & full bathroom overlooking a large terrace, 50 ft. pool with integrated spa & sundeck plus a sprawling lawn area with sunken fire pit & Bocce court. Designed by the SOHO Group, this striking transitional home with soaring ceilings & tremendous light is perfectly layered in clapboard, hand chiseled fieldstone & oversize glass. A 3-stop elevator plus an amenity-filled lower level complete the offering. Est. completion date: Dec. 2025

382 N St St, Greenwich
30 Meadowcroft Ln, Greenwich
$14,600,000
6 Beds ⋅ 10 Baths ⋅ 24156495 MLS
Sited on over two acres of private, west-facing land in the heart of Greenwich's coveted Golden Triangle, this architectural modern masterpiece commands attention. Designed in collaboration with renowned architect William D. Earls, this 11,000+ sq ft six-bedroom estate showcases timeless design, masterful craftsmanship, and refined sophistication. Completed in 2018, the residence blends bold contemporary lines with warm, livable elegance. Inside, soaring ceilings, dramatic steel-framed windows, and sunlit open spaces create an extraordinary sense of volume and light. The chef's kitchen is a showpiece, featuring Sub-Zero, Wolf, and Bosch appliances, HR Woodworking custom cabinetry, and bespoke finishes throughout. The luxurious primary suite serves as a serene retreat, featuring a spa-like bath, dual dressing rooms, fireplace, a private terrace, and sweeping sunset views. Expansive walls of glass open to a resort-style backyard with a Groppa saline pool and spa, sculpted gardens designed by Joseph Pajonas Studio and multiple terraces offering the ultimate in indoor-outdoor living and entertaining.

30 Meadowcroft Ln, Greenwich
52 Carriglea Dr, Greenwich
$12,900,000
6 Beds ⋅ 7 Baths ⋅ 24127692 MLS
Experience unparalleled luxury in this extraordinary custom-built Riverside waterfront residence. Nestled on 1.13 acres with 9,418 square feet of living space, this exceptional home, designed by acclaimed architect Cormac Byrne, boasts a seamless open-concept layout that promotes effortless flow throughout. Soaring ceilings and expansive windows flood the interiors with natural light, highlighting the breathtaking water views that can be enjoyed from nearly every room. Outside, indulge in the serene beauty of a sparkling pool and a private dock, perfect for those who love the water, while westward-facing vistas offer stunning sunsets. A walk-out lower level elevates the home's functionality, making it a rare fine in Riverside!

52 Carriglea Dr, Greenwich
10 Copper Beech Rd, Greenwich
$11,375,000
7 Beds ⋅ 10 Baths ⋅ 24120527 MLS
Nestled privately, and surrounded by matured trees, on 1.82 bucolic mid-country acres, sits this seven bedroom, seven full and three half bath, gorgeous estate! Extraordinary stone & shingle construction, built by Aberdeen Properties, and gardens magnificently designed by Rutherford & Associates. Dramatic front to back, double height entry, exquisite millwork throughout, 10' ceilings, and a comfortable open flow. Ideal for both everyday living and grand scale entertaining! Fabulous primary suite, with sitting area, plus five other spacious ensuite bedrooms, and a separate guest suite with f/p. Gourmet kitchen with sun-filled breakfast area and large pantry, formal dining room, family room, living room and magnificent office/library that is privately located at the end of the first floor. Finished lower level with gym/extra ensuite bedroom, another family/hang out room, home theater & spectacular wine room. Outside is a private, resort like oasis, with a large flagstone patio, fire pit, pizza oven, jacuzzi and a magnificent pool, overlooking the gorgeous manicured lawn! Minutes to shops, five-star restaurants, beaches, parks, train and major highways for an easy commute to NYC. Luxury, comfort, privacy and convenience...this one has it all!

10 Copper Beech Rd, Greenwich
10 Copper Beech Road, Greenwich
$11,375,000
7 Beds ⋅ 10 Baths ⋅ 889703 MLS
Nestled privately, and surrounded by matured trees, on 1.82 bucolic mid-country acres, sits this seven bedroom, seven full and three half bath, gorgeous estate! Extraordinary stone & shingle construction, built by Aberdeen Properties, and gardens magnificently designed by Rutherford & Associates. Dramatic front to back, double height entry, exquisite millwork throughout, 10’ ceilings, and a comfortable open flow. Ideal for both everyday living and grand scale entertaining! Fabulous primary suite, with sitting area, plus five other spacious ensuite bedrooms, and a separate guest suite. Gourmet kitchen with sun-filled breakfast area and large pantry, formal dining room, family room, living room and magnificent office/library that is privately located at the end of the first floor. Finished lower level with gym/extra ensuite bedroom, another family/hang out room, home theater & spectacular wine room. Outside is a private, resort like oasis, with a large flagstone patio, fire pit, pizza oven, jacuzzi and a magnificent pool, overlooking the gorgeous manicured lawn! Minutes to shops, five-star restaurants, beaches, parks, train and major highways for an easy commute to NYC. Luxury, comfort, privacy and convenience…this one has it all!

10 Copper Beech Road, Greenwich
411 Stanwich, Greenwich
$11,000,000
6 Beds ⋅ 8 Baths ⋅ 934138 MLS
Welcome to Mead Farm - exquisitely renovated and transformed mid country Greenwich estate that blends historic character with modern luxury. Set on nearly 6 acres in a 2 acre zone, this 9,189 SF residence offers 6 bedrooms, 6 full and 2 half baths. A recent multi-year renovation by renowned designer Thom Filicia, paired with award-winning landscaping by James Doyle, elevates the property to a rare level of refinement, harmonizing timeless design with modern comfort. Originally built in 1846, the home features wide-plank floors, copper gutters, 7 fireplaces, and a wraparound porch. The rebuilt water tower adds a gym, wine room, full bath, and dramatic double-height office. Outdoors, enjoy gardens, terraces, pool with auto-cover, pond and a barn with loft and garages — just minutes from town. www.meadfarmgreenwich.com

411 Stanwich, Greenwich
411 Stanwich Rd, Greenwich
$11,000,000
6 Beds ⋅ 8 Baths ⋅ 24128794 MLS
Welcome to Mead Farm - exquisitely renovated and transformed midcountry Greenwich estate that blends historic character with modern luxury. Set on nearly 6 acres in a 2 acre zone, this 9,189 SF residence offers 6 bedrooms, 6 full and 2 half baths. A recent multi-year renovation by renowned designer Thom Filicia, paired with award-winning landscaping by James Doyle, elevates the property to a rare level of refinement, harmonizing timeless design with modern comfort. Originally built in 1846, the home features wide-plank floors, copper gutters, 7 fireplaces, and a wraparound porch. The rebuilt water tower adds a gym, wine room, full bath, and dramatic double-height office. Outdoors, enjoy gardens, terraces, pool with autocover, pond and a barn with loft and garages - just minutes from town.

411 Stanwich Rd, Greenwich
35 Club Rd, Greenwich
$9,750,000
6 Beds ⋅ 8 Baths ⋅ 24091355 MLS
Sought after Riverside location showcases a stunning six-bedroom Colonial built by Sound Beach Partners with pool, porches, outdoor fireplace and grill on beautifully manicured .71 acres with private yard dotted with sequentially flowering trees. Offers easy access to trains, schools, water and Yacht Club. This pristine home exudes classic elegance with superb architectural details, wood floors, marble fireplaces and high ceilings. Dramatic double height entry leads into formal rooms with fireplaces, chef's kitchen with breakfast nook, family room with fireplace, library with wet bar and sunroom. Second floor boasts primary suite with balcony, walk-in closets; plus five bedrooms and four full baths. Play/rec room, gym, full bath and attached three-car garage complete lower level.

35 Club Rd, Greenwich
3 Anderson Rd, Greenwich
$9,000,000
6 Beds ⋅ 9 Baths ⋅ 24127923 MLS
Modern Luxury New Construction residence sits on .78 acres combines privacy with elegant design. Moments from Greenwich Ave. built by an award winning builder. This home features soaring 10ft ceilings, light filled rooms, wide white-oak wood-floors throughout, and seamless indoor-outdoor living. A few highlights of many, are a Rooftop deck with Long Island Sound views that crowns the residence, a 3-car garage (+900 sq. Ft.) with 14-ft ceilings, and a serious top-of-the-line chef's kitchen. The Chef's kitchen features, Sub-Zero refrigeration,Wolf cooking, 2 sinks, and 2 dishwashers. A grand center island, Custom cabinetry, and thoughtful storage, providing effortless daily living and elevated entertaining. The primary suite offers a double-sided fireplace, creating a warm ambient enjoyed from both the bedroom and the spa-like bath. A private balcony extends the retreat, while the spa-inspired bathroom features a steam shower and radiant heated floors. 4 additional light filled en-suite bedrooms, share the same level, alongside a full laundry suite equipped with custom built-ins including steam/Iron drawer, a dry rack drawer, and stacked double washers and dryers. A 4-stop hydraulic elevator serves every level-from the versatile finished attic to a finished expansive lower level, you'll find a dedicated room for a gym, guest/au pair en-suite, and pre-wired theater/Golf simulator, ample space for a wine cellar, storage, and protected living space.

3 Anderson Rd, Greenwich
108 Husted Ln, Greenwich
$8,200,000
6 Beds ⋅ 9 Baths ⋅ 24149956 MLS
A rare offering of refined luxury and meticulous craftsmanship, 108 Husted Lane is a stunning estate that has been extensively renovated and enhanced, blending timeless architecture with modern sophistication. Set behind stone walls and surrounded by mature landscaping, this exceptional residence offers unparalleled privacy, scale, and comfort. The home has undergone significant, high-caliber improvements. Every detail has been thoughtfully curated for both elevated entertaining and everyday luxury. Throughout the home, you will find multiple newly renovated bathrooms, including a spa-quality primary bath with steam shower, refinished hardwood floors, custom millwork, updated lighting, and beautifully, newly renovated main living spaces. Exterior improvements are equally impressive, with pressed cedar shingle roofing, six-foot stone walls enclosing the property, extensive irrigation, landscape lighting, paver driveway, rear deck, hot tub enclosure, and re-leveled backyard creating a resort-like setting ideal for both quiet enjoyment and entertaining. This is a turn-key luxury estate offering privacy, scale, and architectural integrity; a truly exceptional opportunity for the discerning buyer seeking a legacy property in a premier location.

108 Husted Ln, Greenwich
189 Shore Rd, Greenwich
$7,950,000
4 Beds ⋅ 4 Baths ⋅ 24157191 MLS
An extraordinary waterfront residence in Old Greenwich, offers a rare opportunity for sophisticated coastal living with spectacular, unobstructed water views from virtually every room. Meticulously redesigned by renowned architect Rick Swann, this exceptional home is defined by dramatic architectural details, soaring ceilings, and an open, light-filled floor plan that seamlessly blends indoor elegance with the serenity of Long Island Sound vistas. First-floor rooms are anchored by expansive walls of glass and French doors that open to a wrap-around deck, the ideal setting for refined entertaining against the backdrop of ever-changing waterfront panoramas. The gourmet kitchen showcases marble countertops, a generous island, and state-of-the-art appliances, reflecting both style and performance. Thoughtfully designed living spaces offer flexibility and grace, with a first-floor den that can serve as a fifth bedroom, private guest suite, or executive office. Each room is elevated by exceptional light and continuous water views, creating an immersive connection to the coastal environment. Set on a premier waterfront parcel with private dock access to Long Island Sound, this distinguished property embodies the ultimate in seaside refinement; a sanctuary of light, luxury, and lifestyle in one of Connecticut's most coveted coastal enclaves.

189 Shore Rd, Greenwich
2 Vista Dr, Greenwich
$7,825,000
24078237 MLS
Stunning waterfront building lot in the private downtown Indian Harbor Association with 24-hour security. This gated community has many luxury waterfront homes in the district. The expansive lot has 1.9 acres in a 1/2 zone, allowing for a substantial home to be built. This lot is not subdividable. There is 290 feet of waterfront on Long Island Sound with its own pier and dock. The owners had spent over a year with their architect Charles Hilton to design a home. The prior home has been taken down and there is a plan in place for a new septic system (approved and permitted). This remarkable location is close to downtown Greenwich with restaurants, shops and the train. Truly an amazing property on the water.

2 Vista Dr, Greenwich
7 Indian Head Rd, Greenwich
$7,750,000
6 Beds ⋅ 7 Baths ⋅ 24157865 MLS
Elegantly positioned in the heart of Riverside, just moments from the shoreline, this distinguished 2018 residence embodies refined luxury and sits on over half an acre of beautifully level property. Encompassing more than 8,300 square feet across three impeccably finished levels, the home is framed by professional landscaping and appointed with a heated pool, cold plunge, sauna and built-in gas grill. Designed for both elevated entertaining and effortless daily living, the main level is anchored by an office with custom millwork, a formal living room and sophisticated dining room with a butler's pantry providing the perfect setting for gatherings. A chef's kitchen featuring an expansive island, custom banquet seating, and an open flow to a gracious family room with doors that lead to a covered terrace with fireplace. A beautifully crafted mudroom connects seamlessly to the three car heated garage. Upstairs, the tranquil primary suite serves as a luxurious retreat with dual walk-in closets and a spa-inspired bath, accompanied by four additional well proportioned bedrooms, three baths, and a thoughtfully designed laundry room. The walk out lower level is equally impressive,highlighted by high ceilings and exceptional amenities including a mahogany-paneled wine cellar, expansive recreation room, media room, sixth bedroom with full bath, and a fully equipped gym.

7 Indian Head Rd, Greenwich
14 Meadow Dr, Greenwich
$7,700,000
10 Beds ⋅ 9 Baths ⋅ 24067173 MLS
DISCOVER BREEZEMORE Experience the rare opportunity to own a piece of history with the stunning Breezemore estate located in Greenwich, Connecticut. Built in 1909, this magnificent property with 10,000 square feet of architectural splendor, old-world charm, and modern conveniences. Set high on 3.2 private, park-like acres within close distance of downtown Greenwich, this property stands proudly in one of the town's most prestigious neighborhoods of Rock Ridge Association, once home to the Rockefellers. The estate welcomes you with an elegant porte-cochere and a circular drive. Inside, the impressive foyer reveals a majestic 3-story staircase and showcases the home's rich heritage through exquisite architectural details. New 60KW generator, approx. 3000sqft FAR for pool house/garage. Each room features soaring ceilings, stunning millwork, and abundant natural light. Many of the bedrooms, including the primary bedroom, have panoramic views of the sky, century-old trees, and the expansive property, ensuring a serene retreat each day. The next steward will embrace the benefits of many quality renovations, especially the newly expanded custom chef's kitchen, butler's pantry, and spacious mudroom perfect for modern living while preserving classic elegance. Breezemore is replete with beautiful details and rooms that make it a unique and captivating home, ideal for gatherings and celebrations. Experience timeless elegance and luxury living in this in-town historic setting.

14 Meadow Dr, Greenwich
131 Pecksland Rd, Greenwich
$7,526,116
5 Beds ⋅ 8 Baths ⋅ 24165874 MLS
A rare and distinguished offering in mid-country Greenwich, an estate of architectural significance, ready to be reimagined for modern luxury living. The Helen C. Douglas house was designed by the renowned Twachtman Brothers, this timeless brick English country home blends classic elegance with warmth, sophistication and scale. Set on 3.8 acres of beautifully landscaped, private grounds, the property features a pool, pool house, clay tennis court, and a striking allee of chestnut trees. The estate was also featured in the 2014 film ''And So It Goes'' starring Michael Douglas and Diane Keaton. A gracious front-to-back foyer invites you into the home's classic interiors. Formal living and dining rooms are complemented by a wood-paneled library, chef's kitchen, spacious family room and additional entertaining space.

131 Pecksland Rd, Greenwich
33 Highland Farm Rd, Greenwich
$7,255,000
6 Beds ⋅ 10 Baths ⋅ 24150635 MLS
Tucked away on over seven quiet acres off prestigious Round Hill Road, this private estate offers a serene blend of luxury, space, and style. The main residence is complemented by a beautiful pool/guest house designed for effortless entertaining and resort-style living. At the heart of the home, a Christopher Peacock kitchen showcases statuary marble countertops and backsplash, double islands, and professional-grade appliances, all centered around a custom command station with built-in desk and storage. The kitchen opens seamlessly to a sun-filled family room with bespoke cabinetry, creating the perfect setting for relaxed gatherings. The first floor also features a front-to-back living room, elegant dining room, inviting home office, and private en-suite guest suite.

33 Highland Farm Rd, Greenwich
48 Lexington Ave, Greenwich
$7,200,000
5 Beds ⋅ 6 Baths ⋅ 24093214 MLS
Extraordinary new construction crafted by a highly regarded local builder. Every detail of this 5-bedroom, 5.1-bathroom home timeless design exudes excellence offering the best that in-town living can be! Tucked away on a quiet street, it offers the perfect balance of privacy and convenience to everything downtown Greenwich has to offer. An open floor plan, meticulously crafted with exceptional finishes and a private elevator, designed for both everyday comfort and effortless entertaining. The chef's kitchen features Sub-Zero and Wolf appliances, two dishwashers, a walk-in pantry, oversized windows, and a large center island-flow to a bright family room with a fireplace and access to a large private deck ideal for outdoor enjoyment. Additional highlights include a formal dining room with custom built-ins, a butler's pantry, a versatile living room/home office, and a large mudroom off the 2-car garage. The second-floor boats a luxurious primary suite with a fireplace, opulent spa bath, two walk-in closets, two en-suite bedrooms and a laundry room. The top floor unveils a versatile bonus room and a fourth bedroom, plus ample storage. The finished lower level reveals a large recreational room, gym with rubber floor and full bathroom, and fifth bedroom, bonus space for a home office or studio. This is more than a home; it's a lifestyle!

48 Lexington Ave, Greenwich
48 Lexington Avenue, Greenwich
$7,200,000
5 Beds ⋅ 6 Baths ⋅ 916123 MLS
Extraordinary new construction crafted by a highly regarded local builder. Every detail of this 5-bedroom, 5.1-bathroom home timeless design exudes excellence offering the best that in-town living can be! Tucked away on a quiet street, it offers the perfect balance of privacy and convenience to everything downtown Greenwich has to offer. An open floor plan, meticulously crafted with exceptional finishes and a private elevator, designed for both everyday comfort and effortless entertaining. The chef's kitchen features Sub-Zero and Wolf appliances, two dishwashers, a walk-in pantry, oversized windows, and a large center island-flow to a bright family room with a fireplace and access to a large private deck ideal for outdoor enjoyment. Additional highlights include a formal dining room with custom built-ins, a butler's pantry, a versatile living room/home office, and a large mudroom off the 2-car garage. The second-floor boats a luxurious primary suite with a fireplace, opulent spa bath, two walk-in closets, two en-suite bedrooms and a laundry room. The top floor unveils a versatile bonus room and a fourth bedroom, plus ample storage. The finished lower level reveals a large recreational room, gym with rubber floor and full bathroom, and fifth bedroom, bonus space for a home office or studio. This is more than a home; it's a lifestyle!

48 Lexington Avenue, Greenwich
35 Sterling Rd, Greenwich
$7,150,000
5 Beds ⋅ 6 Baths ⋅ 24142174 MLS
After a 2+ year museum level renovation, this amazing residence is ready for its next owner. Tucked behind private gates on one of Greenwich's most secluded roads, this exquisitely reimagined mid-century estate offers a rare fusion of timeless architecture and modern sensibility. Spanning over 7,900 square feet, the residence is a masterclass in indoor-outdoor harmony. Floor-to-ceiling glass walls dissolve boundaries between refined interiors and nature's embrace, revealing sweeping lawns, a resort-style pool, and tranquil lake views. Inside, the design speaks to modern sensibilities: white oak floors, soaring ceilings, and skylights infuse every space with warmth and light. The spa-inspired primary suite is a retreat unto itself, while open-plan living areas invite effortless entertaining and quiet reflection. Every detail from the curated finishes to the serene palette echoes a lifestyle of understated elegance. This is not just a home - it's a sanctuary for those who seek balance, beauty, and the quiet sophistication of Greenwich living at its finest.

35 Sterling Rd, Greenwich
116 Birch Ln, Greenwich
$7,000,000
5 Beds ⋅ 8 Baths ⋅ 24123514 MLS
A meticulous renovation and expansion has transformed this quintessential New England Colonial into a refined retreat on 1 beautifully landscaped acre with pool, set along one of Mid-Country's most premier streets. Thoughtful design and attention to detail create over 6,000 sq. ft. of light-filled living space with sweeping views of the lush grounds. Elegant formal rooms are complemented by a sun-drenched family room, custom kitchen, breakfast room, and 2 offices. French doors from nearly every room allow for a seamless connection to the outdoor entertaining spaces. The luxurious primary suite offers vaulted ceilings, a fireplace, private balcony, dual walk-in closets, and a marble-clad spa like bath. Four additional bedrooms and three full baths complete the second level. The finished lower level features a media room, gym, cedar closet, and generous storage. Outside, a bluestone terrace with built-in grill and outdoor fireplace overlooks the 20x40 pool, spa, and park-like setting. An exceptional opportunity just minutes from downtown Greenwich.

116 Birch Ln, Greenwich
530 Round Hill Rd, Greenwich
$6,900,000
6 Beds ⋅ 7 Baths ⋅ 24165781 MLS
Set on 4.3 picturesque acres along coveted Round Hill Rd, the original main residence of historic Field View Farm is a distinguished pre-war Georgian Colonial of exceptional quality, long associated with one of the area's notable legacy estates. A long sweeping private driveway introduces the stately brick and clapboard home, thoughtfully and comprehensively renovated to today's highest standards. Offering 6 bedrooms and 6.5 and baths, the residence balances timeless architectural elegance with modern comfort. Designed for elevated living, the grounds offer a resort-style pool, a private gym housed in its own standalone structure, and a heated four-stall horse stable offering flexibility for conversion to a guest cottage or ancillary living space. Expansive terraces and multiple French doors frame sweeping views of open fields and a mature evergreen grove. Abutting 8.5 acres of protected Land Trust property, the estate enjoys remarkable privacy, pastoral beauty, and enduring value in one of Greenwich's most prestigious settings.

530 Round Hill Rd, Greenwich
182 Taconic Rd, Greenwich
$6,325,000
6 Beds ⋅ 8 Baths ⋅ 24073464 MLS
Set on a serene, level 4.15-acre lot and perfectly sited for privacy, exceptional 6 bed, 6.2 bath, center-hall Georgian Colonial with a charming guest house offers the ultimate in luxury living. A harmonious blend of classic architecture and modern updates, this meticulously maintained residence is turnkey and move-in ready. The elegant, front-to-back foyer welcomes you into beautifully scaled formal spaces including a dining room, living room, and private den/office. A spacious family room, framed by French doors leading to tranquil bluestone patios, connects seamlessly to the gourmet kitchen with a Wolf gas range, Sub-Zero refrigerator, two additional refrigerator/freezer drawers, dual dishwashers, a center island, and a sunlit dining area. The main level also features a versatile ensuite bedroom, ideal for guests, a second office, or a playroom. Upstairs, the luxurious primary suite includes a tray ceiling, dual walk-in closets, a spa-like bath, and an adjoining private sitting room. Three additional ensuite bedrooms offer generous space with custom built-ins and walk-in closets. A spectacular second floor family room with cathedral ceilings and close proximity to the 6th bedroom, also provides an ideal private suite for guests or extended family. The finished lower level adds approximately 1,400 square feet and features a playroom with custom mahogany wet bar, gym, and half bath. A separate one-bedroom guest house with a covered porch and oversized two-car garage adds

182 Taconic Rd, Greenwich
182 Taconic Road, Greenwich
$6,325,000
6 Beds ⋅ 8 Baths ⋅ 822512 MLS
Set on a serene, level 4.15-acre lot and perfectly sited for privacy, exceptional 6 bed, 6.2 bath, center-hall Georgian Colonial with a charming guest house offers the ultimate in luxury living. A harmonious blend of classic architecture and modern updates, this meticulously maintained residence is turnkey and move-in ready. The elegant, front-to-back foyer welcomes you into beautifully scaled formal spaces including a dining room, living room, and private den/office. A spacious family room, framed by French doors leading to tranquil bluestone patios, connects seamlessly to the gourmet kitchen with a Wolf gas range, Sub-Zero refrigerator, two additional refrigerator/freezer drawers, dual dishwashers, a center island, and a sunlit dining area. The main level also features a versatile ensuite bedroom, ideal for guests, a second office, or a playroom. Upstairs, the luxurious primary suite includes a tray ceiling, dual walk-in closets, a spa-like bath, and an adjoining private sitting room. Three additional ensuite bedrooms offer generous space with custom built-ins and walk-in closets. A spectacular second floor family room with cathedral ceilings and close proximity to the 6th bedroom, also provides an ideal private suite for guests or extended family. The finished lower level adds approximately 1,400 square feet and features a playroom with custom mahogany wet bar, gym, and half bath. A separate one-bedroom guest house with a covered porch and oversized two-car garage adds flexibility for guests, a studio, or home office. Recent updates include conversion to natural gas, a new roof, spray foam insulation, and energy-efficient windows. The seven-bedroom septic system is strategically located in the front, leaving the expansive backyard open to limitless potential. Enjoy proximity to public and private schools, downtown Greenwich, and the Merritt Parkway. With classic sophistication, modern comforts, and exceptional privacy, this one-of-a-kind property truly feels like home. Note: Square footage on the field card does not include ~1,400 sq. ft. of finished lower level or ~2,033 sq. ft. of garage space.

182 Taconic Road, Greenwich
7 Hearthstone Dr, Greenwich
$6,302,500
5 Beds ⋅ 6 Baths ⋅ 24183996 MLS
Exceptional HOBI Award-winning shingle-style home by Argus Development on one of Riverside's most coveted streets. Thoughtfully designed for everyday living and entertaining, this home features a chef's kitchen with oversized island and banquette, family room with custom built-ins and fireplace, private study, mudroom, luxurious primary suite, and en-suite baths for every bedroom. French doors open to a covered bluestone patio overlooking a private backyard retreat with pool and spa. Renovated in 2022, the finished lower level offers a bedroom suite, full bath, kitchenette, laundry, two fireplaces, hardwood floors, and cedar closet. Minutes from schools, train, Old Greenwich Village and Tod's Point. Riverside is a lifestyle.

7 Hearthstone Dr, Greenwich
386 North St, Greenwich
$6,250,000
5 Beds ⋅ 9 Baths ⋅ 24156530 MLS
This magnificent 9,974 sq ft estate seamlessly blends grand scale, craftsmanship, and modern luxury. Set on 2.3 parklike acres in coveted Mid-Country Greenwich, just minutes from town, the home makes an immediate impression with a soaring two-story foyer introducing exquisitely appointed interiors defined by custom details and rich materials. Updated in 2026, the show stopping kitchen features top-of-the-line appliances, bespoke cabinetry, and a dramatic quartzite center island, opening to a vaulted great room with fireplace and effortless access to the pool terrace. Six spacious ensuite bedrooms include a luxurious primary retreat with sitting room, 2 private offices, fireplace, spa-like marble bath with steam shower and soaking tub, and expansive walk-in closets. A private in-law or nanny suite provides flexible living options. The finished lower level features a 2,000-bottle temperature-controlled wine cellar with tasting bar, recreation space with putting green, sauna, fitness area and ample storage. Outdoors, enjoy a 55-foot pool, spa, 3,000 sq ft sun deck, BBQ island, and sweeping lawns. Additional enhancements include a redesigned laundry room, upgraded lighting throughout, refinished floors, freshly painted interiors, smart home and automation upgrades, state-of-the art security system, new HVAC systems and a modernized garage. An iconic residence where grandeur meets exceptional craftsmanship and refined living.

386 North St, Greenwich
164 Stanwich Rd, Greenwich
$5,950,000
5 Beds ⋅ 6 Baths ⋅ 24159056 MLS
Welcome to this exquisitely updated Colonial on 1.16 landscaped acres near Greenwich Country Club and minutes from town. A grand foyer with gleaming hardwood floors and sweeping staircase introduces the elegant interior. The main level includes a formal living room, dining room, two studies, and a gourmet kitchen with Wolf appliances, Palissandro marble, Thermador coffee station, a custom wet bar and a 425-bottle wine cellar. The kitchen opens to a family room with fireplace and French doors. Upstairs, the primary suite offers a sitting room, luxurious bath, office, and fireplace. Four additional bedrooms complete the level. Enjoy 3,000+ sq ft of terrace, heated saltwater pool, Viking grill, and a pavilion with sound system. The Heated and air conditioned 4-car garage adds storage and versatility.

164 Stanwich Rd, Greenwich
1 Bramble Ln, Greenwich
$5,900,000
5 Beds ⋅ 7 Baths ⋅ 24157206 MLS
Exceptional custom built 5 bedroom stone and shingle home in a sought-after Riverside location. Across from Riverside school/playground and one block to Eastern Middle School, this beautifully designed and professionally decorated home showcases a two-story foyer, well proportioned and light-filled living spaces, high ceilings, exceptional finishes and craftsmanship. Spacious chef's kitchen has stainless steel appliances and opens to a lovely family room w/fireplace. Seamless access to the stone patio and outside kitchen overlooks the new Shoreline pool and level private yard. Elegant primary suite plus 4 generous sized bedrooms upstairs. The expansive lower level has a large recreation area, gym and bonus room with bath. Extras: 6 fireplaces, 3 car garage, covered front porch. Turnkey!

1 Bramble Ln, Greenwich
20 Cutler Road, Greenwich
$5,700,000
5 Beds ⋅ 6 Baths ⋅ 918725 MLS
A rare blend of privacy, luxury + modern design, this stunningly renovated 5-bed, 5-bath Colonial is set on 4 private acres w a heated pool. Spanning over 8,000 SF across three light-filled levels, the home offers exceptional living + entertaining spaces. Primary suite features vaulted ceiling + dual dressing rooms, while a dramatic FR showcases soaring ceiling + three walls of windows. The new chef's kitchen boasts a large island, Sub-Zero appliances, butler's pantry w wine fridge + custom cabinetry. Multiple gathering spaces incl formal living + dining rooms plus family rooms on 2nd floor + walk-out LL. Outdoor living is enhanced by a spacious terrace w kitchen overlooking the pool + landscaped grounds. Add't amenities incl gym, mudroom, 2 laundries, 400 amp service + a 3 car garage.

20 Cutler Road, Greenwich
20 Cutler Rd, Greenwich
$5,700,000
5 Beds ⋅ 6 Baths ⋅ 24135644 MLS
A rare blend of privacy, luxury and modern design, this stunningly renovated 5-bed, 5-bath Colonial is set on 4 private acres with a heated pool. Spanning over 8,000 SF across three light-filled levels, the home offers exceptional living and entertaining spaces. Primary suite features vaulted ceiling and dual dressing rooms, while a dramatic family room showcases soaring ceiling and three walls of windows. The new chef's kitchen boasts a large island, Sub-Zero appliances, butler's pantry with wine fridge and custom cabinetry. Multiple gathering spaces incl formal living and dining rooms plus family rooms on 2nd floor and walk-out LL. Outdoor living is enhanced by a spacious terrace with kitchen overlooking the pool + landscaped grounds. Additional amenities include exercise room, mudroom, 2 laundries, 400 amp service + a 3 car garage.

20 Cutler Rd, Greenwich
129 Doubling Rd, Greenwich
$5,650,000
4 Beds ⋅ 5 Baths ⋅ 24159054 MLS
Set on 1.79 gated acres in the heart of mid-country Greenwich, this extraordinary property offers a rare combination of complete privacy, refined elegance, and modern luxury living. Tucked far back from a quiet country road and within a neighborhood of $10+ million estates, this property unfolds like a private botanical retreat--featuring sweeping perennial gardens, flowering shrubs, magnificent specimen plantings, and expansive open lawns that create year-round beauty and serenity. Completely rebuilt in 2019, the sophisticated Colonial residence spans 5,417 square feet with 4 bedrooms and 5 baths, masterfully designed for both grand entertaining and comfortable everyday living.

129 Doubling Rd, Greenwich

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.