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58 Shore Rd, Greenwich
$19,995,000
5 Beds ⋅ 7 Baths ⋅ 24164225 MLS
You don't look at your home...you look out from it. Set directly on the waterfront in Old Greenwich, this newly constructed residence is a masterclass in design, engineering and execution where every material, finish and feature was selected without compromise. Beyond a long, privately gated drive, sweeping cove views unfold, leading to a facade clad in premium Thermory wood siding beneath a Spanish slate roof an exterior that feels both grounded and enduring.. Walls of Aluprof glass dissolve the boundary between interior and Long Island Sound, drawing light deep into nearly every principal room. The result is a seamless connection to the water, with unobstructed views that are impossible to replicate. Inside, large-scale radiant-heated Porcelanosa tiles grace the main and lower levels, setting a warm, modern foundation. At the heart of the home, a statement kitchen delivers both performance and presence; featuring custom Vimora cabinetry, top-of-the-line Gaggenau appliances and a fully equipped secondary prep kitchen designed for effortless entertaining at scale. Upstairs, European white oak introduce warmth, while radiant heat continues throughout all main spaces and baths reinforcing a consistent commitment to comfort and precision. The primary suite is conceived as a private retreat, oriented entirely toward the water. A fireplace anchors the space, while a private deck leads directly to the heated pool below. The bath offers a spa-like experience, featuring a sculptural

58 Shore Rd, Greenwich

21 Calhoun Dr, Greenwich
$6,150,000
5 Beds ⋅ 8 Baths ⋅ 24205524 MLS
A rare opportunity in one of Greenwich's most coveted in-town settings, 21 Calhoun Drive combines the timeless presence and character of a classic Greenwich estate with exceptional privacy, generous scale and remarkable potential. Set amid mature landscaping on approximately 1.8 acres in a one-acre zone, the property offers nearly twice the typical lot size while remaining just moments from the heart of Greenwich. Inside, gracious entertaining rooms, comfortable everyday living spaces and distinctive architectural details create a home with warmth, character and a sense of permanence rarely replicated today. A newly renovated kitchen brings a fresh, modern sensibility to the residence and serves as a beautiful centerpiece for daily living and entertaining. A private wellness retreat, complete with an indoor pool and dedicated fitness space, brings resort-style amenities into the comfort and privacy of home. Beyond the main residence, the expansive grounds offer an exceptional opportunity to further enhance the estate. Fully permitted plans provide the option to add a Cottage, along with the potential for a pickleball or tennis court an increasingly rare offering this close to town. With its substantial acreage, established landscaping, private wellness amenities and extraordinary flexibility for the future, this is a unique opportunity to enjoy a private estate setting without sacrificing the convenience of in-town Greenwich living.

21 Calhoun Dr, Greenwich

7 Sundance Dr, Greenwich
$2,499,000
4 Beds ⋅ 4 Baths ⋅ 24205550 MLS
A rare opportunity to own an authentic Mid-Century Modern home set on 2 picturesque, private acres in a quiet sought-after neighborhood of Cos Cob. This contemporary residence presents endless possibilities--move right in or create your dream estate. One-level living showcases the timeless appeal with oak floors throughout, featuring soaring ceilings, expansive windows, and sun-drenched living spaces that seamlessly connect with the surrounding landscape. Nestled in complete privacy, this architectural gem is designed to bring the outdoors in. The dramatic living room is anchored by a wood-burning fireplace and opens to an expansive deck overlooking the tranquil backyard perfect for a pool! A truly special setting offering privacy.

7 Sundance Dr, Greenwich

14 Shoreham Club Rd, Greenwich
$4,000,000
4 Beds ⋅ 3 Baths ⋅ 24205297 MLS
A rare Shorehame Association lot with unobstructed Long Island Sound sight lines offered as an amazing opportunity to build new or reimagine the existing residence in one of Old Greenwich's most sought after waterfront settings. The .28 acre property sits within a private association that includes sandy beach access, a boat launch ramp for paddle boarding, kayaking and boating and a large communal waterfront lawn. The current home features a large living room with direct Sound views, a formal dining room, a kitchen and family room opening to a stone patio facing Long Island Sound, and a primary bedroom suite with private bath. Three additional bedrooms and full bath occupy the upper level, sharing the same water views. Gas heating, central air conditioning and an attached 2-car garage are in place. A beautiful and serene location in a private waterfront association, Long Island Sound views and steps to Tod's Point - all within minutes of the Old Greenwich train station, Old Greenwich shops and dining and schools.

14 Shoreham Club Rd, Greenwich

7 Bailiwick Rd, Greenwich
$3,950,000
5 Beds ⋅ 6 Baths ⋅ 24205146 MLS
The best of brand-new living! Set on 1.4+ beautifully level acres in Greenwich's coveted Bailiwick Association, this 5,400+ SF custom transitional Colonial offers exceptional craftsmanship, extraordinary natural light and the ease of move-in-ready living. A welcoming front porch opens to a dramatic double-height foyer, while elegant living and dining rooms feature custom millwork, soaring ceilings and walls of sliding glass doors leading to expansive decks and patios. At the heart of the home, a stunning chef's kitchen with double islands, Sub-Zero and Wolf appliances, and a butler's pantry opens to a sun-filled vaulted breakfast area and family room. A first-floor ensuite bedroom with deck access, mudroom and two powder rooms complete the main level. Upstairs, the luxurious primary suite features vaulted ceilings, a gas fireplace, two walk-in closets and a marble bath with double vanities and an oversized rainfall shower. Four additional bedrooms, three full baths, an office, sitting area and laundry complete the second floor and the oversized three-car garage with room for lifts and additional parking. Minutes from Glenville and approximately 10 minutes to Greenwich Avenue and the train, this is a rare opportunity to enjoy brand-new living in a sought-after community!

7 Bailiwick Rd, Greenwich

37 Mary Ln, Greenwich
$2,999,000
5 Beds ⋅ 4 Baths ⋅ 24201047 MLS
Completely reimagined and expanded to nearly twice its original footprint, this exceptional Riverside residence is the result of a meticulous gut renovation by Abode Interiors NYC, where sophisticated design meets effortless modern living. Graceful arches, soaring 9- and 10-foot cathedral ceilings, wide-plank Brazilian oak floors and a marble fireplace establish a refined architectural language, while all-new windows bathe the interiors in natural light. At the heart of the home, an Architectural Digest-worthy custom kitchen pairs Calacatta Gold marble, quartz countertops, Bosch appliances and bespoke millwork with an expansive eat-in peninsula. The adjoining dining area opens through dramatic 12-foot sliding doors to an oversized deck, creating a seamless connection between indoor and outdoor entertaining. A light-filled, lofted family room offers a striking second living space, while the privately positioned primary suite is a serene retreat with a custom-designed dressing room and spa-inspired bath featuring a freestanding soaking tub, oversized shower and double vanity. Five bedrooms thoughtfully arranged across separate levels provide exceptional privacy and flexibility.

37 Mary Ln, Greenwich

9 Maple St, Greenwich
$2,495,000
4 Beds ⋅ 4 Baths ⋅ 24204244 MLS
Brand new construction in Cos Cob features four finished levels and an abundance of natural light. The main level offers an inviting open-concept kitchen, breakfast area, and family room, leading to a private deck and backyard, extending the living space outdoors. Glass walls along the staircase create a striking architectural detail while allowing light to flow through the home. The luxurious primary suite features a spa-like bath and custom walk-in closet with beautifully designed built-ins. Two additional bedrooms and a full bath complete the second level, with an optional connection for a stackable washer and dryer in the hall closet. The third floor offers a spacious bedroom, full bath, and versatile bonus space ideal for a playroom or office. The finished lower level provides a private office with custom cabinetry, second family room with wet bar, and full bath. Finished carport accommodates one car and would make a great party room. Set on a residential street, the property offers an ideal balance of privacy and convenience, with an easy route to North Mianus and Eastern schools, local shops, restaurants, parks, and the train station.

9 Maple St, Greenwich

14 Highview Ave, Greenwich
$3,495,000
4 Beds ⋅ 3 Baths ⋅ 24203497 MLS
Rich with classic character this 1918 Colonial sits on one of the most coveted streets in Old Greenwich. With an expansive 3,670 square feet, this charm filled home pairs timeless architectural details. A quintessential wide wraparound front porch greets you, opening into a spacious entry hall that connects the formal living room with high ceilings and into the warm flexible layout., coffered ceiling in the dining room and inviting family room with elevated half cathedral ceiling and skylights. At the center of the home, the family kitchen offers informal dining, a built in family office space and casual seating area, all flowing effortlessly onto an expansive back deck and stone patio. The Perfect private space for indoor-outdoor entertaining and to escape the day. The second floor hosts four light-filled bedrooms and a full bath, while the third level provides a private fifth bedroom suite with its own bath. Set on a .3 acre lot backing up to the scenic grounds of Innis Arden Golf Club, the property offers exceptional privacy. Unbeatable coastal lifestyle offering. Work in NYC? it's a 7 minute walk to the Old Greenwich Train Station or 2 minute drive. Effortless stroll to the village, local favorite King's Market, Binney Park and the seasonal outdoor concert series, living at 14 Highview, including short 9 minute bike ride to Tod's Point beach. Location is everything, start your next chapter of your story here in the heart of Old Greenwich at 14 Highview Avenue!

14 Highview Ave, Greenwich

74 Glenville Rd, Greenwich
$4,390,000
5 Beds ⋅ 6 Baths ⋅ 24202628 MLS
A Greenwich classic, this distinguished five-bedroom residence combines timeless architecture, exceptional craftsmanship, and grand-scale rooms designed for both entertaining and everyday living. Perched high above sweeping, beautifully landscaped grounds, the home enjoys a commanding setting with privacy, mature plantings, and expansive westerly views across the property. A slate roof, custom millwork, multiple fireplaces, and graciously proportioned interiors further reflect the home's enduring character. Elegant formal living and dining rooms are complemented by a Christopher Peacock kitchen with adjoining breakfast room, a comfortable family room, and a library or private office. Upstairs, the spacious primary suite is joined by three additional bedrooms, two of which are en suite. A fifth bedroom and flexible living space on the lower level provide additional accommodations. Expansive terraces extend the living spaces outdoors, overlooking the sweeping grounds and putting green, while a circular drive creates an impressive approach. A rare combination of scale, privacy, and setting, just minutes from central Greenwich.

74 Glenville Rd, Greenwich

241 Pemberwick Rd, Greenwich
$2,100,000
6 Beds ⋅ 5 Baths ⋅ 24197775 MLS
A rare opportunity to create your own private retreat, this beautifully reimagined 6-bedroom, 4 full and 1 half bath home offers nearly 3,000 square feet of versatile living on a peaceful, private 0.33-acre lot in desirable Greenwich. A standout feature is the exceptionally large, fully renovated attic, offering expansive bonus space ideal for a home office, studio, gym, playroom, media room, or additional living area. Outside, the generous yard space alongside the driveway offers exciting potential for a swimming pool, outdoor kitchen, or expanded entertaining area. Thoughtfully expanded and extensively updated, the home blends modern comfort with timeless appeal. The main level features 4 bedrooms, 2.5 baths, a welcoming living room, and a spacious family room with vaulted ceilings and exposed beams. The luxurious primary bath includes a jetted soaking tub, heated floors, and solar-powered skylight. The walkout lower level adds exceptional flexibility with 2 additional bedrooms, 2 full baths, a large recreation room, and mudroom-ideal for an in-law suite, au pair, guest quarters, home office, or multi-generational living. With abundant space, a remarkable renovated attic, private grounds, and exciting outdoor potential, this move-in-ready home offers flexibility and the opportunity to make it truly your own.

241 Pemberwick Rd, Greenwich

1 Hendrie Dr Extension, Greenwich
$3,300,000
5 Beds ⋅ 3 Baths ⋅ 24194050 MLS
A once-in-a-generation waterfront opportunity in Old Greenwich, perched above Greenwich Cove with breathtaking sunsets, expansive water views, and direct access to "The Cove" and Long Island Sound, 1 Hendrie Drive Ext offers the opportunity to build or renovate in an exceptional waterfront setting. The property includes a separate tax parcel with a private dock, creating the unique advantage of owning both the residence parcel and a separately deeded dock parcel-a rare offering in Old Greenwich. .Just minutes from the village, train station, schools, and library, this property combines waterfront serenity with exceptional everyday convenience. Being sold As-Is. Mailbox address: 1 Cove Ridge Lane, Old Greenwich, CT.

1 Hendrie Dr Extension, Greenwich

64 Hillside Rd, Greenwich
$7,495,000
5 Beds ⋅ 8 Baths ⋅ 24194488 MLS
Exceptional, new 2027 construction showcases an architecturally stunning in-town Colonial on .72 acres with pool, private yard and resort-style amenities close to world-class shops, restaurants and Schools. Expertly built by acclaimed Sonny Anand/AR Luxury Homes, this sunlit residence reflects their signature blend of sophisticated design, superior craftsmanship and outstanding architectural detail. Seamless indoor-outdoor living unfolds across a covered terrace with fireplace, Phantom screens, heaters; outdoor kitchen and lower level wellness center with gym, cold plunge and sauna. Standout features include elevator, three fireplaces, office, chef's dream kitchen, butler's pantry, stylish formal rooms, family room, primary suite with deck and four en-suite bedrooms. Still time to customize.

64 Hillside Rd, Greenwich

5 Griffith Rd, Greenwich
$1,429,000
4 Beds ⋅ 3 Baths ⋅ 24194042 MLS
This beautiful move-in ready Colonial is tucked away on a peaceful cul-de-sac in the desirable Riverside neighbourhood. It offers the perfect blend of modern style and everyday comfort. The sun-filled open floor plan is designed for today's lifestyle, featuring a stunning chef's kitchen with quartz countertops, a large center island, stainless steel appliances, and abundant cabinetry. The spacious living and dining areas flow seamlessly together, creating an ideal setting for both entertaining and everyday living. Upstairs, you'll find four bedrooms, including a spacious primary suite with a walk-in closet and an updated bath. Additional highlights include recessed lights, central air, natural gas heat, main-level laundry, an attached garage, and thoughtfully updated finishes throughout. Enjoy the private deck, patio and fenced backyard, perfect for outdoor dining, relaxing, or entertaining family and friends. Conveniently located just minutes from schools, parks, shopping, restaurants, Metro-North, and I-95, this move-in ready home offers the best of Greenwich living with an easy commute to New York City.

5 Griffith Rd, Greenwich

28 Gregory Rd, Greenwich
$1,695,000
4 Beds ⋅ 3 Baths ⋅ 24191798 MLS
Opportunity awaits in one of Greenwich's most desirable communities. Located on a quiet residential street in Cos Cob, this spacious home offers 3,597 square feet of living space across two levels, featuring 4 bedrooms and 3 full bathrooms. A new roof and recently painted interior provide added value, while the generous floor plan offers exceptional flexibility for today's lifestyle. The generous footprint provides exceptional flexibility for modern living, entertaining, or future customization. Enjoy the benefits of Greenwich ownership, including access to top-rated schools, parks, beaches, and convenient proximity to Cos Cob village, Riverside, Old Greenwich, Metro-North, and major commuting routes. A rare chance to secure a substantial home in a sought-after Greenwich location.

28 Gregory Rd, Greenwich

8 Ernel Dr, Greenwich
$1,750,000
4 Beds ⋅ 3 Baths ⋅ 24183181 MLS
Experience the perfect blend of privacy and unparalleled convenience at the end of a quiet Riverside cul-de-sac in this beautifully maintained, manageable Cape Cod-style home. Ideal starter home, or for downsizers alike, this turnkey property offers the ultimate setup for accessible one-floor living, featuring the kitchen, living room, dining area, family room, home office, primary bedroom and a full bath all on the first floor. French doors from the office open directly to a flat, low-maintenance backyard bordered by a peaceful, protected forest buffer. The designated public schools - International School at Dundee and Eastern Middle School are both among Greenwich's highest performing public schools, consistently scoring well above state averages across core academic measures. The second-floor features two bright, spacious bedrooms with their own private bath, providing the perfect dedicated space upstairs. Adding to the home's exceptional versatility, the flexible basement can serve as a wonderful playroom, gym, yoga studio, or function as an additional bedroom with a full bath for a nanny or visiting guests. Complete with the highly coveted trifecta of municipal utilities-town water, town gas, and town sewer-this low-maintenance gem sits just 3 minutes from the Metro-North train station and 10 minutes from both Central Greenwich and the beach.

8 Ernel Dr, Greenwich

991 Lake Ave, Greenwich
$6,250,000
5 Beds ⋅ 7 Baths ⋅ 24182061 MLS
Some homes must be experienced to be fully appreciated. Set on 4 beautifully landscaped, secluded acres in backcountry Greenwich, this European-inspired residence offers timeless elegance, exceptional craftsmanship and an abundance of natural light that fills its gracious living spaces. Rich architectural details and quality construction would be difficult to replicate at today's building costs. The main level features a spacious kitchen, charming family room with fireplace, formal dining room, dramatic beamed living room with magnificent stone fireplace and double bedroom with full bath. French doors open to expansive terraces overlooking formal gardens, a 40' x 20' gunite pool and spa. Upstairs are a primary suite and 3 additional bedrooms. The finished lower level offers a spacious game room with stone fireplace and extensive office space with private entrance. A rare combination of privacy, serenity and enduring quality. Now offered at $6,250,000, this exceptional property represents remarkable value and a unique opportunity to enjoy the coveted Greenwich lifestyle.

991 Lake Ave, Greenwich

532 Round Hill Rd, Greenwich
$14,495,000
7 Beds ⋅ 11 Baths ⋅ 24178299 MLS
Set along prestigious Round Hill Road in backcountry Greenwich, this new construction estate offers a rare opportunity to create a modern country retreat of exceptional scale and refinement. At approximately 14,000 +/- SF with 7 bedrooms, the residence blends classic Greenwich architecture with a more contemporary sense of light, glass, and indoor-outdoor living. Plans include gracious formal and informal living spaces, a dramatic entry, private library, expansive kitchen, first-floor guest suite, elevator, and finished walkout lower level with golf simulator, wet bar, wellness gym, and cold plunge. Outdoor amenities include terraced landscaping, stone walls, a 20x40 pool with integrated spa, and a separate pool house with kitchenette, bath, and fireplace. Unique opportunity to customize select finishes and layout while in current stage. Renderings, plans, specifications, and features subject to change. A singular offering for those seeking a generational Greenwich estate with privacy, provenance, and architectural permanence.

532 Round Hill Rd, Greenwich

Greenwich
$1,995,000
3 Beds ⋅ 3 Baths ⋅ 24168732 MLS
Spectacular setting! A true nature lover's paradise-where privacy and natural beauty meet.At the end of a private lane,this home offers a serene escape in the heart of back-country Greenwich. The 2 acre property is bordered on 3 sides by the beautiful Audubon property. Enjoy breathtaking woodland views from almost every room. Relax on the deck and listen to birds. Forget the ''to-do'' list--it's already done. This home is packed with value-added features: Major Mechanics: New Furnace, AC Unit, Condenser, and Ductwork. Structural Updates: New Roofs (Main & Addition), Gutters, and Chimney Flashing. Water & Power: New Well, Backup Generator, and full Filtration System. New Window Moldings, Stone Walkways, and Rebuilt Rock Walls. Make it your own, relax & enjoy!

Greenwich

4 Little Cove Ln, Greenwich
$12,900,000
5 Beds ⋅ 7 Baths ⋅ 24172344 MLS
Exceptional new construction waterfront home set on a private cul-de-sac in one of Old Greenwich's most desirable enclaves. This custom-built residence offers 180-degree unobstructed water views from every bedroom and living space, with beautiful NYC skyline views. Designed for modern coastal living, the home spans three levels with six decks and seamless indoor-outdoor flow. Walls of glass and Nano folding doors open the main level directly to the water, leading to a newly built private dock ideal for boating and entertaining. The interior features 5 bedrooms, 5 full baths, and 2 powder rooms, with wide 10-inch plank floors throughout. The chef's kitchen is centered around a 22-foot quartz island and equipped with Wolf and Sub-Zero appliances, including double ovens, double dishwashers, and additional refrigerated drawers. A third-floor full kitchen offers added flexibility for guests or extended living. Spa-like baths include Lusso Stone fixtures, heated floors, towel warmers, and a Kohler smart toilet in the primary suite. Built to the highest standards with steel beam and pile construction, 16-foot FEMA compliance, and custom Marvin windows. Ideally located just moments from Old Greenwich village, train, and a short walk to schools, town, and beach, with private beach access.

4 Little Cove Ln, Greenwich

34 Carrington Dr, Greenwich
$8,250,000
6 Beds ⋅ 9 Baths ⋅ 24169340 MLS
A rare offering in back-country Greenwich, this timeless estate is set on 3.58 exquisitely landscaped and gated acres, masterfully blending classic architecture with contemporary luxury. Designed for both grand-scale entertaining and intimate everyday living, the residence offers a sun-filled interior with soaring ceilings, custom millwork, and modern, bespoke finishes throughout. The grand foyer of this center hall colonial sets the tone for elegant, refined living. The gourmet marble kitchen opens to a multi-exposure family room with sweeping views of the manicured yard, pool, and fully equipped outdoor kitchen. The grounds are equally captivating, with a tranquil koi pond enhancing the natural beauty of the landscape. The luxurious primary suite with sitting area, spa-inspired bath, and three walk-in closets is among five second-level bedroom suites, each offering exceptional privacy and comfort. A versatile second-level suite with private entrance currently functions as a private gym but can effortlessly serve as an au pair suite or guest quarters. The thoughtfully executed lower level is fit with a theater, bar, wine cellar, and recreation spaces. The pool house extends the living experience with two additional bedrooms and two full baths-set amidst expansive patios and a lush, tree-lined lawn. Located just minutes from town, schools, and 45 minutes to Manhattan, this meticulously designed compound offers a rare blend of serenity, sophistication, and convenience.

34 Carrington Dr, Greenwich

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