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$3,995,000
6 Beds ⋅ 5 Baths ⋅ 24180733 MLS
A rare opportunity to own a classic Shore Colonial in one of Old Greenwich's most sought-after neighborhoods. Set on 0.36 acres and significantly expanded in 2004, this spacious 6 BR 4.5 BA residence offers over 4300 SF of thoughtfully designed living space, blending comfort, functionality, and timeless appeal. A welcoming wraparound porch leads to elegant formal living and dining rooms, a cozy family room, and a bright eat-in kitchen with direct access to a bluestone patio and expansive private backyard, perfect for summer entertaining, outdoor dining, and everyday enjoyment. The second floor features a primary BR with luxurious bath, fireplace, walk-in closet, and private sun deck, along with four more bedrooms and an additional full bath. The third floor offers flexible space for family and guests. The walkout lower level includes a recreation room, exercise area, and another full bath. Ideally located midway between the shops, schools, and train in OG Village and the sandy shores of beautiful Tod's Point Beach. Zoned for Old Greenwich and Eastern Middle Schools.

2 Wahneta Rd, Greenwich
$3,600,000
8 Beds ⋅ 3 Baths ⋅ 24174202 MLS
Potential for residential conversion in the heart of downtown Greenwich. Located just two doors from Greenwich Avenue and moments from the Metro-North train station, 37 Arch Street presents an exceptionally rare opportunity to create a one-of-a-kind in-town residence, mixed-use property, or continue as boutique commercial space. Situated within the Central Greenwich Business District zone, the property offers potential for residential, mixed-use, office, retail, or medical use (buyer to conduct all due diligence with the Town of Greenwich). This charming circa-1815 Federal-style building offers approximately 3,090 SF on an oversized 8,158 SF lot with the rare convenience of 8 on-site outdoor parking spaces plus 2 garage spaces - an extraordinary amenity for downtown Greenwich. The property is currently configured as executive office space and is in excellent condition, providing flexibility for investors, developers, or owner-users seeking immediate income while planning a future conversion or redevelopment. Prime walk-to-town location near Greenwich Avenue's luxury shopping, restaurants, parks, and transportation in one of Fairfield County's most sought-after downtown locations.

37 Arch St, Greenwich
$1,649,600
5 Beds ⋅ 3 Baths ⋅ 24178975 MLS
Welcome to 61 Center Drive, a move-in-ready Old Greenwich home on a dead-end lot. Thoughtfully updated across two levels, this 5-bedroom, 3-full bath home offers approximately 2,300 square feet with bright gathering spaces, renovated finishes, and multiple areas to work, host, relax, or spread out. The main level features hardwood floors, a newly updated kitchen that easily flows into a spacious dining and living room overlooking the foyer with generous natural light. Three bedrooms and two newly renovated full bathrooms complete this level. The finished lower level adds meaningful versatility with a spacious bedroom, renovated full bathroom, fireside recreation room, and an additional flex room that can function as a bedroom, office, gym, or playroom. With its own sense of privacy, this level is well suited for extended-stay guests, multigenerational living, work-from-home needs, or simply extra room to unwind. Outside, a manicured front lawn and garden provide welcoming curb appeal, while the private backyard stone patio offers an inviting setting for summer dinners, weekend grilling, and easy outdoor entertaining. Set in a highly convenient Old Greenwich location, 61 Center Drive is just minutes from Metro-North, Old Greenwich Village, Binney Park, and the town beach, Tod's Point. The home also offers access to sought-after Greenwich public schools, including Eastern Middle School and the International School at Dundee, an authorized International Baccalaureate school.

61 Center Dr, 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
$10,995,000
6 Beds ⋅ 10 Baths ⋅ 24178027 MLS
Set on 5 quiet, private acres, this 2027 new construction is customizable through July 2026, with 4 finished levels of thoughtful living spaces. With 6 bedrooms, 8.2 baths, elevator, golf simulator, outdoor kitchen + lge pool, ideal for everyday living + elevated entertaining. A double height foyer introduces the main level, where formal + informal spaces flow seamlessly. The kitchen, breakfast room + family room w/fireplace create a warm central gathering space with indoor outdoor connection. Private office and mudroom lead to a three car garage. Upstairs, the primary suite offers dual walk-in closets, dressing room + spa-like bath. 4 additional en suite bedrooms, laundry + lounge space complete the level. Finished upper + lower levels add rec space, gym, sauna, wine cellar + guest suite.

67 Stag Ln, Greenwich
$8,795,000
6 Beds ⋅ 10 Baths ⋅ 24177074 MLS
Majestic six bedroom manor, completely rebuilt with exceptional quality and craftsmanship, and sited on stunning 1.4 park-like acres in coveted Calhoun Drive Association. This distinguished residence is gracefully elevated to offer sweeping views of expansive lawns, lovely gardens and specimen trees. Impressive, sophisticated interiors throughout offer soaring ceilings, gleaming hardwood floors and sunlit living space. A grand foyer opens to a gracious floor plan of spacious rooms perfect for formal entertaining and casual living. Highlights include an airy sun room, coffered ceiling family room & breakfast room, all opening to a expansive terrace with stunning lawn and garden views. Generous space for a new custom kitchen. Luxurious primary suite features two marble Waterworks bathrooms, walk in closets and a sitting room with access to a private balcony. An additional private guest suite provides enhanced comfort for guests. A welcoming garden level offers a media room, wet bar, wine cellar, gym with full bath and playroom with access to a private outdoor covered terrace. The main residence has a three car garage. There is a charming two story carriage house with storage for two more cars. This stately home, located on a quiet cul-de-sac, is close to downtown Greenwich with fine shopping and dining and transportation to NYC.

55 Calhoun Dr, Greenwich
$999,000
3 Beds ⋅ 2 Baths ⋅ 24176002 MLS
Vintage craftsman colonial home on North Street with lots of potential to accentuate its cosy charm or bring your vision to update to suit your personal style. Close to Bedford shopping and restaurants and houses of worship. Accessible to Merritt Parkway and Fifteen minutes drive to Todds Point beach and all downtown Greenwich has to offer. Total roof replacement down to beams in 2020. Septic fields, tank and pipes replaced in 1990s.

1018 North St, 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
$13,890,000
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
$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
$2,895,000
4 Beds ⋅ 5 Baths ⋅ 24168793 MLS
Tucked at the end of a private road in Cos Cob, this newly built (2025) Louis Contadino-designed home offers a layout rarely available in central Greenwich at this price point: sophisticated single-level main-floor living over a fully finished walk-out lower level, all on a private 0.34-acre setting. The main floor delivers four bedrooms - three with private en-suite full baths, including a primary suite with soaking tub, double vanity, and heated floors. The chef's kitchen features Sub-Zero and Wolf appliances, custom cabinetry, marble counters and backsplash, a white oak island, and a walk-in pantry, all opening to a light-filled great room and formal dining. Wide-plank white oak flooring runs throughout. Below, a generous family room with full bath and direct yard access expands the home for guests, entertaining, or future flexibility. Approximately 3,500 square feet of finished living space in total, with available FAR for roughly 1,000 square feet of additional expansion if desired. Outside, extensive stonework frames the entry, terrace, and grounds, with four-zone HVAC and EV charging completing a thoughtful modern build. Set high above a quiet private road yet minutes from the village, train, and I-95, the property offers the privacy of an estate in a location that keeps you fully connected to Greenwich. Vision, design, and execution complete - a finished home, ready to move into.

47 Ridge St, Greenwich
$3,150,000
5 Beds ⋅ 4 Baths ⋅ 24168121 MLS
Step into this fully gut-renovated, reimagined rare gem in Riverside. Expanded to nearly double its original footprint, this beautiful home has been meticulously designed by Abode Interiors NYC. A striking bend of graceful arches, soaring 9 & 10 foot cathedral ceilings, wide Brazilian oak floors, a marble fireplace, & all-new windows filling the space with light. At the heart is an Architectural Digest-worthy custom eat-in kitchen, beautifully appointed with Calacatta Gold marble backsplash, quartz countertops, Bosch appliances & bespoke millwork. The dining area opens to a deck via 12-ft sliding doors for seamless indoor-outdoor living. Upstairs, a light-filled, spacious lofted living area offers a versatile retreat for relaxing, or entertaining. On a private floor the primary suite is a serene escape, with a custom-designed closet & a spa-inspired bath with soaking tub. Bedrooms are on separate floors, offering privacy. Outside, an oversized deck overlooks an expansive backyard framed by lilacs, irises, & hydrangeas, complete with a charming brick shed & flower beds. All new systems & structures, including a new expanded paver driveway, Hardie siding, dual-zone HVAC on Google Nest, tankless water heater, upgraded electrical, soundproofing & more-offering effortless turnkey living. Ideally located minutes from parks, Riverside Mall, & Old Greenwich shopping.

37 Mary Ln, Greenwich
$3,950,000
5 Beds ⋅ 5 Baths ⋅ 24167441 MLS
A rare single-level luxury compound set on two private acres - Greenwich address, Stamford taxes and schools. Designed for effortless resort-style living, the home centers on an expansive primary wing opening directly to a gunite pool, spa, and sweeping bluestone terraces, complemented by a spa-inspired bath, infrared sauna, and steam shower. A fully self-contained guest residence within the home - with its own entrance, kitchenette, living and dining areas, full bath, independent HVAC, and security - lives like a separate private house for extended family, live-in staff, long-term guests, or flexible work-from-home living. Two additional en-suite bedrooms adapt seamlessly as family suites, private offices, wellness spaces, or a gym. Comprehensively renovated in 2026, the residence features a custom rift-cut white oak kitchen anchored by a dramatic 6' x 12' island, designer baths, new flooring, roof, driveway, and extensive stonework. Soaring cathedral ceilings, walls of glass, and skylights flood the home with natural light throughout. Additional highlights include three fireplaces, wet bar, five-zone integrated sound, whole-house generator, oversized four-car garage, and a 5,400+ sq ft lower level with fireplace and wine storage offering exceptional future build-out potential. Two fully usable acres with no wetlands or conservation restrictions, and privacy preserved in perpetuity.

294 E Middle Patent Rd, Greenwich
$6,995,000
5 Beds ⋅ 8 Baths ⋅ 24164139 MLS
Set on 8 private acres in one of Greenwich's most prestigious enclaves, 38 Partridge Hollow Road offers luxury and tranquility and the ultimate privacy. Boarded by protected land on three sides, this five-bedroom, 7.5-bath home blends timeless elegance with modern sophistication, featuring a first-floor primary suite with dual baths, separate closets, and access to a private office and gym. Bright, sunlit interiors and a chef's kitchen flow into inviting living spaces ideal for entertaining. Outdoors, enjoy a pool, tennis court, and beautifully landscaped grounds. This exceptional estate offers both convenience and serenity.

38 Partridge Hollow Rd, Greenwich
$8,750,000
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
$18,999,000
6 Beds ⋅ 13 Baths ⋅ 24150732 MLS
Stunning New Construction. A Grand Estate of Architectural Distinction. This Incredible new build was Conceived and Constructed without Compromise. A build of enduring significance beautifully set on 4 acres. Spanning 17,197 square feet, this residence achieves extraordinary vertical volume with 11-foot ceilings on the main level and a breathtaking two-and-a-half-story family room framed by floor-to-ceiling glass. The main level features a Chef's kitchen with an oversized 14-foot island, a glass-enclosed wine room, a stately library and a first floor guest suite. Upstairs, the private primary wing offers a dramatic atrium, vaulted ceilings, and "boutique" level his-and-hers closets. The walk-out lower level with 11 foot ceilings serves as a private resort-level retreat, featuring a glass-enclosed fitness center, a serene octagonal meditation room, and a state-of-the-art golf simulator. Outside, a 3,200-square-foot multi-level masonry terrace leads to a resort-style pool and a fully appointed pool house with a wood-burning fireplace. This estate features a black slate roof, Marvin high-performance windows, and intelligent luxury systems including a Lutron smart lighting system, a 38KW standby generator, and electric vehicle charging. This purpose built masterpiece is designed to stand apart in one of Greenwich's most prestigious settings. Completion expected spring of 2027.

528 Round Hill Rd, Greenwich

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