47 properties for sale in Old Greenwich

Walk to town, the train, Binney Park and the beach. Come home to a private gated yard. The major work is already done. Located on a quiet lane in Old Greenwich, this recently renovated 5 bedroom residence situated far back off road on a.32 acre level lot was recently updated with 3 1/2 new bathrooms. Main Level: Living room, Dining room, Powder room and Eat-in Kitchen with updated appliances. 2nd Level: Primary Bedroom w/new Luxury bath and 3 additional Bedrooms with Hall Bath. Walkout Garden Level: large family room w/fireplace, a 5th bedroom w/new bath, new laundry room, gym, storage room and access to garage w/ electric car charger. Fenced in backyard is totally redesigned w/level lawn, specimen trees boarding perimenter for privacy and large terrace for outdoor enjoyment

Discover the timeless appeal of Old Greenwich in this beautifully restored 1910 barn, tucked away off West End Ave in this incredibly convenient and private location. Soaring ceilings, wide-plank floors, and light-filled interiors create a fresh and original space. In the country kitchen a fabulous Aga oven anchors the space truly creating the heart of the home. Multi-access to a large wrap-around deck, overlooking beautifully landscaped gardens and level yard. An oversized one-car detached garage with extra storage and ample courtyard parking. This lovely tucked away gem is moments from the village, train station, schools, shops, restaurants and the popular Tod's Point Beach. A rare offering that captures the charm of Old Greenwich while enjoying the best of outdoor coastal living

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 faade 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 e

Direct waterfront with dock. This is one of the most stunning water views in Greenwich. a rare combination of both south and western exposures that provides views all the way to Long Island but also fabulous afternoon light and evening sunsets. Add to that, the property is completely out of the flood-zone and has a highly functional dock. The house is a classic antique 'Captain's house', which can be renovated/expanded or build new. Lot size = 24,402 sq.ft. so FAR calculation suggests around 5,500 sq.ft plus additional 3rd floor square footage and full-basement square footage. Includes separate garage building. Wonderful neighborhood, off the beaten path, but extremely close to schools, train, and Yacht Club

Unlock the potential of this diamond in the rough in this PRIME Riverside location! Spacious and sun-filled 4 bedroom home overlooking Binney Park. Living room with fireplace, eat-in-kitchen, large family room adjacent to kitchen. Sun-room overlooks the generous slate patio and fenced-in yard. Three bedrooms on the first floor, with Primary suite on the second floor. Huge family room in the walkout lower level with fireplace and bathroom. Close to everything. schools, train, stores and Perot Library. The plot is.38 of an acre, 16,553 square feet- which offers an approximate FAR of 5,269 square feet. R-12 zoning. Due diligence at the discretion of the buyer. Home being sold as-is

Perched in timeless elegance atop an expansive 2.91-acre gated peninsula, with best-in-class views of the Manhattan skyline and the shimmering Long Island Sound, Cedar Cliff is a Mediterranean villa of unrivaled pedigree and commanding presence. Privately situated along a secluded road within Riverside’s prestigious Indian Head Association, this storied property occupies the historic grounds of railroad magnate Henry Francis Shoemaker’s former compound—a Gilded Age legacy that later served as the backdrop for the iconic Cedar Cliff Beach Club of the 1920s. The estate bears the name Shoemaker originally gave his villa, ‘Cedar Cliff’—a designation that eventually defined the very road on which it stands today. Elevated high above the flood zone and offering 1,250 +/- feet of direct water frontage, the property unfolds with extraordinary scale and privacy. A sweeping, manicured lawn rolls gracefully toward the shoreline, creating a striking foreground to the panoramic coastal vistas and a

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 s

Wow! This, to-be-built home in Riverside by Little London Collective will be state-of-the-art. The plans call for five bedrooms and five-and-a-half bathrooms over 5,529 square feet. Upstairs find the primary suite in its own wing with a large walk-in closet, luxury bath and a coffee bar to enjoy on the private balcony overlooking the swimming pool. There will be three additional en-suite bedrooms on this floor with another in the lower level where you will also find a gym, additional family room and recreation room. It is not too late to customize to your taste and make this the home of your dreams

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

At 17 Stuart, AR Luxury Homes turns staying home into a very persuasive proposition. Start in the wellness center: exercise, sauna, cold plunge. Work on your swing in the golf simulator. Choose a bottle from the wine room. Let dinner spill from the gourmet kitchen onto a 45-foot porch with Ghost Screens and heaters, then surrender the evening to the pool. Inside, warm wood tones, sculptural lighting and sunlit rooms give new construction a softer side. Five bedrooms include a primary suite with a private deck, generous dressing room and a bath worth disappearing into. An office, elevator, pantry, lower-level kitchenette and top-floor playroom handle the practicalities. The only difficult part? Finding a reason to go out

The real luxury is how easily your day unfolds in AR Luxury Homes' newest build. 15 Stuart gives everyday life an upgrade: sunlight across the breakfast island, a quiet living room to settle into, and a swim before dinner. Upstairs, the primary suite offers a cathedral ceiling, private deck and soaking tub. White shingles frame the exterior, while floor-to-ceiling windows bring the landscape into view. A double-height entry opens to interiors for gathering. A gourmet kitchen connects dining and fireside lounging; a screened porch takes it outside. Four more bedrooms, a bonus room and elevator accommodate life as it changes. The lower level offers a wellness center with exercise room and cold plunge, golf simulator and recreation room. A pool and outdoor kitchen await outside

Tucked within the secluded Indian Point Association, this 1.55 acre waterfront sanctuary in coveted Riverside invites you to imagine the lifestyle that you have always waned. From its sweeping southwestern vantage point, the property opens to mesmerizing views of Long island Sound-a living canvas that shifts with every season, every tide, every change of light. A charming 1949 built house sits on the site: 5 beds/3.1 baths, 4,324 sq ft with abundant light throughout. New elevation certificate and survey marking septic and wetlands. First floor bed/bath and family room are actually up about 6 steps from the first floor, off the kitchen. Mudroom/laundry room and garage are about 6 steps down from the kitchen. Also listed for land

Classic 1960 split-level home offering comfortable living spaces and a versatile floor plan. The sun-filled living room features a charming bay window, while the generously sized kitchen with dining area opens directly to an outdoor terrace, ideal for dining and entertaining. Four bedrooms, two full baths and a spacious family room provide flexibility for today's lifestyle. Set on a.20-acre property in the R-7 zone, this home presents a wonderful opportunity to move right in, renovate or build new, with exciting possibilities for expansion, subject to town approvals. The property is being sold 'As Is'

Welcome to 7 Tait Road, an exquisite Colonial home offering superior quality construction and thoughtful modern design in coveted Old Greenwich. Step onto the welcoming flagstone entrance and discover an expansive open-concept living space defined by exceptional interior finishes. Highlights include 5 White Oak hardwood floors, custom glass door separating the mud room from the kitchen allowing tremendous natural light, a striking walnut accent wall along the stair shaft with sleek cable guard rails, and custom decorative fixtures. The main level is designed for effortless entertaining, featuring a living room with a gas fireplace framed by custom millwork and built-in bookshelves. The adjoining family room boasts a custom California Closets entertainment area complete with wet bar, refrigeration drawers, and floating display shelving. Outside, relax or host guests on the private flagstone side patio. On the second level, retreat to the luxurious Primary Suite, showcasing a custom buil

Embrace the Old Greenwich lifestyle in this beautifully updated 4500 sf home. Set back on a quiet street in a desirable neighborhood, the house was thoroughly remodeled in 2000 and has received continuous high-end updates. A sun-filled, double-height foyer flows into open spaces, including a fully renovated custom kitchen and dining room. The main floor upstairs features 4 spacious bedrooms, a newly renovated primary bath and a private office. Downstairs a spectacular family room with custom wet bar opens to an expansive outdoor deck and private level yard overlooking Binney Park Nature Trails. Enjoy peace of mind with an elegant stone facade, renovated siding, twin new high-efficiency HVACs, and an EV charger. All this within easy reach to the park, train, and top schools

Discover the timeless appeal of Old Greenwich in this beautifully restored 1910 barn, tucked away off West End Ave in this incredibly convenient and private location. Soaring ceilings, wide-plank floors, and light-filled interiors create a fresh and original space. In the country kitchen a fabulous Aga oven anchors the space truly creating the heart of the home. Multi-access to a large wrap-around deck, overlooking beautifully landscaped gardens and level yard. An oversized one-car detached garage with extra storage and ample courtyard parking. This lovely tucked away gem is moments from the village, train station, schools, shops, restaurants and the popular Tod's Point Beach. A rare offering that captures the charm of Old Greenwich while enjoying the best of outdoor coastal living

Welcome to 61 Center Drive, a move-in-ready Old Greenwich home at the end of a cul de sac. 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, or just relax. 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

Classic Colonial charm meets beautifully renovated interiors in this light-filled 4-bedroom, 3-bath home in the heart of Old Greenwich. The thoughtfully updated kitchen features an island, abundant cabinetry and new appliances, while three beautifully renovated bathrooms showcase tasteful, modern finishes. Hardwood floors add warmth and character throughout. A fabulous deck just off the kitchen creates the perfect setting for outdoor entertaining and relaxed everyday living. A one-car garage adds convenience. Ideally located near Binney Park, Perrot Memorial Library, Metro-North, schools, and the village's shops and restaurants, this home captures the very best of the Old Greenwich lifestyle. Classic Colonial charm meets beautifully renovated interiors in this light-filled 4-bedroom, 3-bath home in the heart of Old Greenwich. The thoughtfully updated kitchen features an island, abundant cabinetry and new appliances, while three beautifully renovated bathrooms showcase tasteful, modern

This is the waterfront home you have been waiting for! A beautiful residence with unobstructed views extending across Greenwich Cove to the open waters leading out to the Long Island Sound. Expansive skies, ever-changing coastal vistas, and a remarkable sense of openness define the experience, with the surrounding waterscape visible from virtually every room. Nestled down a tree-lined drive, the home was rebuilt and added onto in 2018 and pairs timeless coastal architecture with chic gorgeous interiors. The result is a bright, sophisticated retreat with a relaxed, beach-inspired aesthetic and a modern, open floor plan designed to celebrate its extraordinary setting. Spanning three levels, the sun-filled main floor offers an inviting flow for everyday living and entertaining, with expansive windows framing the spectacular surroundings. The gourmet kitchen, great room, dining area all open onto a large Sound facing terrace while a study plus lounge and full bath offer the added flexibili

Idyllic south of the village location in coveted Shorelands Association offers deeded private beach and dock rights, perfect for kayaking/boating, and a sprawling five-bedroom Colonial. Set on a level.26 acre just one house in from the water on a quiet yet convenient cul-de-sac providing very easy access to shopping, dining, trains and schools and a short distance to Tod's Point. Enjoy this house as is or renovate to create your dream coastal destination. Generous 2,762 sq. ft. floor plan features a large eat-in kitchen, dining room, den/office and family room with fireplace, access to a huge deck which spans the length of the house. Half bath, mudroom and attached two-car garage round out main level. Second floor boasts primary suite, four bedrooms, two full baths and half bath

Unique opportunity to own a charming multi-unit property with a separate cottage. The main house features a welcoming wraparound porch and is currently configured as a two-family home, with the option to convert it back to a single-family residence. The cottage offers flexible possibilities as an accessory dwelling unit, guest house, or income-producing rental. The possibilities are endless. Recent updates include a newer roof and siding, and central air throughout. Set on a level 0.2-acre lot, the property is conveniently located near the train station, Binney Park, and the village

Welcome to easy, one level living in the heart of Old Greenwich! This beautifully maintained 2 bedroom, 2 bath condominium at The Gables offers a bright, open layout designed for comfortable everyday living. Enjoy the convenience of one car garage parking and an unbeatable location just moments from shops, restaurants, parks, Metro-North, and Tod's Point. Residents of The Gables enjoy exceptional amenities including a swimming pool, fitness center, squash court, game room, clubhouse, and beautifully maintained grounds. A wonderful opportunity to enjoy a low maintenance lifestyle in one of Greenwich's most sought after communities

Set on a private, gated 1.6-acre waterfront point in Old Greenwich, this charming Shore Colonial captures beautiful water views and spectacular sunsets. Freshly painted and thoughtfully refreshed, the 5,351-square-foot home offers 5 bedrooms, 5 full and 1 half baths, and water views from nearly every room. Classic architectural details lend timeless character to gracious living and dining spaces. The spacious kitchen opens to the family room, while French doors lead to a covered porch for relaxing and entertaining. Expansive grounds lead to a private dock, and an elevated widow's walk offers panoramic shoreline views. An exceptional blend of charm, privacy and waterfront living. Also available for rent

Enjoy coastal living in this extraordinary east-facing 6-bedroom waterfront residence set on 1.5 acres, with spectacular views and natural light throughout. The renovated interior features white oak floors, a sophisticated new bar flowing into the living/dining area with double-height ceilings and extra-tall windows. A private office with double exposure, and an elegant library add versatility for working at home. The luxurious primary suite offers a renovated bath, balcony and walk-in closets, while 3 additional ensuite bedrooms, 2 with balconies, complete the second floor. The walk-out lower level includes a rec room, 2 en-suite bedrooms plus a terrace overlooking rolling slopes and Thrushwood Lake perfect for kayaking and paddleboarding. The garage apartment is ideal for guests

Walk to town, train, Binney Park and bike to beach and come home to a private gated setting. Located on a quiet lane in Old Greenwich, this recently renovated 5 bedroom residence with exquisite light interiors is set back from the road on a.32 acre level lot with fenced-in backyard. Main Level: living room, formal dining room, eat-in kitchen and powder room. 2nd level: primary bedroom w/new primary bath, plus 3 additional bedrooms w/new hall bath. Garden Level: large famiy room w/woodburning fireplace, 5th bedroom w/new full bath, gym, laundry room, storage room and direct access to 2 car garage w/ electric car charger, as well as access to the backyard and terraces. Backyard was recently redesigned to enhance outdoor living with new level lawn and terrace surrounded by specimen trees and plantings creating a beautiful private oasis. A pleasure and easy to show

Exquisite Center Hall Colonial home situated on the apex of a quiet circular lane in sought after Riverside neighborhood. Constructed by the builder for his family using pre-war materials and craftsmanship. Meticulously maintained, expanded and renovated over the last 25 years by the current owner. The land is a flat rectangle, professionally landscaped in a truly park like manner

Set in one of the most desirable locations within The Gables, this renovated, move-in-ready ground-floor corner unit offers single-level living with exceptional privacy. The oversized one-bedroom, two-bath floor plan can easily be converted to a two-bedroom configuration. The updated kitchen opens to the dining and living areas and offers ample storage. Recent improvements include renovated bathrooms, refinished floors, new lighting, paint, fixtures, and a new water heater. The refreshed walk-out patio extends the living space outdoors and features a secured patio door for convenient private access. The unit includes a dedicated garage parking space and a separate storage unit. Residents enjoy a heated pool, clubhouse, fitness center, squash court, and sauna. Short distance to Downtown OG

Enjoy the best of Old Greenwich living in Shorelands, a private waterfront association ideally located near the Village's restaurants, shops, schools, parks, train station, and Greenwich Point Beach. This beautifully updated three+ bedroom home offers an inviting blend of comfort and coastal charm. Residents enjoy access to the association's private beach and dock, perfect for summer watersports, relaxing by the water, and socializing at neighborhood gatherings. This home offers an exceptional lifestyle in a coveted waterfront community. Not included in sq. footage is partially finished basement. (Total around 2800 sq. ft.)

At 17 Stuart, AR Luxury Homes turns staying home into a very persuasive proposition. Start in the wellness center: exercise, sauna, cold plunge. Work on your swing in the golf simulator. Choose a bottle from the wine room. Let dinner spill from the gourmet kitchen onto a 45-foot porch with Ghost Screens and heaters, then surrender the evening to the pool. Inside, warm wood tones, sculptural lighting and sunlit rooms give new construction a softer side. Five bedrooms include a primary suite with a private deck, generous dressing room and a bath worth disappearing into. An office, elevator, pantry, lower-level kitchenette and top-floor playroom handle the practicalities. The only difficult part? Finding a reason to go out

Walk to town, train, Binney Park and bike to beach and come home to a private gated setting. Located on a quiet lane in Old Greenwich, this recently renovated 5 bedroom residence with exquisite light interiors is set back from the road on a.32 acre level lot with fenced-in backyard. Main Level: living room, formal dining room, eat-in kitchen and powder room. 2nd level: primary bedroom w/new primary bath, plus 3 additional bedrooms w/new hall bath. Garden Level: large famiy room w/woodburning fireplace, 5th bedroom w/new full bath, gym, laundry room, storage room and direct access to 2 car garage w/ electric car charger, as well as access to the backyard and terraces. Backyard was recently redesigned to enhance outdoor living with new level lawn and terrace surrounded by specimen trees and plantings creating a beautiful private oasis. A pleasure and easy to show