2,430 properties for sale in Old Greenwich

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

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.)

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

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

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

TO BE BUILT estimated Sept 2027. Exceptional new construction in the private Ledge Rd Association with deeded beach access. Elegant floor plan, white oak floors, 4 fireplaces and 10-ft ceilings on 1st floor. Luxuriously appointed, the open-plan kitchen features a quartz island and opens into family room with dual-sided gas fireplace and wet bar. Sliding doors from breakfast room lead to stone patio overlooking level backyard. Formal dining room opens to rear deck. Formal living room and library with fireplaces adjoin 1st fl guest suite. Second floor with 4 en-suite bedrooms, including exquisite primary suite with fireplace, covered balcony, 2 walk-in closets and bathroom with radiant heated floors. Third floor with gym/6th bedroom with full bath. Close to Tod's Point beach and OG village

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. (Totals around 2800 sq. ft.)

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

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

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

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

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

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

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

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

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