Old Greenwich CT Real Estate & Homes for Sale

This sun-filled 2021 custom home offers dramatic views of Greenwich Cove with curved exterior walls of glass. The luxury finishes throughout highlight the attention to detail from the gourmet kitchen to Primary bedroom with fireplace, luxurious bath and hidden outdoor shower. Formal/informal entertaining spaces all connect to terraces, Lanai and stairs to beautiful Shoreline saltwater pool. 6 bedrooms , 5 baths and 2 powder rooms. Some features are elevator, generator, undercover cabana area and private dock. Set within Lucas Point, a private assoc near Tod's Point with it's own beach and boatyard.

Nestled in the heart of Old Greenwich Village this thoughtfully expanded center hall colonial harmoniously combines classic architectural details with modern amenities. Enter a world of timeless charm as you embrace the foyer which seamlessly connects to the formal living and dining rooms, ideal for entertaining. The eat-in chef's kitchen with breakfast room leads to the sun-drenched vaulted family room with fireplace. Sumptuous primary suite with generous dressing room, plus 3 additional bedrooms, 2 baths, a home office, and laundry complete the upper levels. Two story guest suite with full bath and separate entrance provides flexible bonus space. Finished walk out lower level with room for playroom, gym, and additional storage accesses the level yard for easy indoor/ outdoor living.

Discover this hidden gem nestled in the heart of Old Greenwich! This beautifully updated 2-bedroom, 1-bath corner unit offers comfort and convenience in the sought-after Dundee School District. The property includes a separately deeded garage with a storage loft, perfect for additional storage or hobbies. This home is ideal for families looking to settle in a community-oriented neighborhood. The bright and airy interior features updated kitchen appliances, wall-to-wall carpeting in the bedrooms, and an in-unit washer/dryer for added convenience. There's also a shared laundry facility on the first floor. Private individual garage space included. The building's main entrance and hallways have been tastefully renovated, enhancing the have been tastefully renovated. With plenty of free off-street parking, you'll never have to worry about finding a spot for guests. Perfectly situated near Old Greenwich's vibrant shops, restaurants, and just a short distance to Riverside and Stamford. Commuting is a breeze with easy access to I-95 and the nearby train station. Don't miss the opportunity to own a slice of Old Greenwich living!

Location Location Location! Close to everything! This property has all the bells and whistles right in town! 1st floor opens up to a 2 story foyer, gourmet kitchen compliments the great room/FP 20ft ceilings with access to patio overlooking the beautiful yard, DR, laundry/mudroom/half bath with garage access, office/possible bdrm/full bath make up the first fl. The Primary bdrm/bath, 3bdrm/2bath make up the 2nd fl. LL offers another en-suite bdrm, gym ,media rm, play rm, full bath with outside access. This house has great space with tremendous flexibility!

Location Location Location! Close to everything! This property has all the bells and whistles right in town! 1st floor opens up to a 2 story foyer, gourmet kitchen compliments the great room/FP 20ft ceilings with access to patio overlooking the beautiful yard, DR, laundry/mudroom/half bath with garage access, office/possible bdrm/full bath make up the first fl. The Primary bdrm/bath, 3bdrm/2bath make up the 2nd fl. LL offers another en-suite bdrm, gym ,media rm, play rm, full bath with outside access. This house has great space with tremendous flexibility!

Charming and sun-filled split level in a quiet neighborhood, close to train, parks, library and OG shops. This bright home has a gourmet kitchen, generous formal rooms, family room with sliders opening up to a serene heated/cooled sun room (additional 460 SF not included in tax card) great for entertaining, and full bath. The second level features an en-suite primary bedroom, 2 additional bedrooms and a full bath. The third floor offers a 4th bedroom/office option, with multiple closets and storage. The finished lower level is a flexible space to use as a gym or playroom. Beautiful, level, fenced-in yard.

This just built shore colonial is on one of Old Greenwich most desirable streets. This is truly a lifestyle most only dream of. Minutes from Old Greenwich Village, Metro north train and Tod's Point public beach. This 6 bedroom, six full and two half baths new construction embodies architectural details and luxurious amenities. Open concept first floor has a fabulous cook's kitchen, adjoining dining area opening to expansive deck overlooking in ground pool, great room with fireplace, and living room and mud room make up first floor. Second floor there is primary suite with multiple walk-in closets and bath with radiant heat, 3 double bedrooms all with en-suite baths. Third floor has bedroom, bath, office and 1/2 bath and large balcony overlooking property. Lower level contains playroom, bedroom, media room, gym and full bath and access to outside. Fenced in yard for privacy.

PRE-CONSTRUCTION: Presenting an extraordinary opportunity for modern luxury living by renowned, award winning Pagliaro Architects with the meticulous craftsmanship of Edgewater Development just seconds away from Old Greenwich. This stunning 6-bedroom 6-bath home features 4 floors of living space with thoughtfully designed open layouts perfect for entertaining and the flow of daily life. Living in this home offers a peaceful lifestyle in this charming coastal community known for its tree-lined streets, upscale homes, and proximity to the water. Enjoy an easy commute to NYC with easy access to top rated schools, local parks, and the boutique shops and restaurants in Old Greenwich village. Estimate for completion in Fall 2025 allows time to customize some aspects if you make it yours today!

Experience unparalleled coastal living in this exquisite modern beach-style residence, masterfully crafted by the award-winning Braydan Construction. Nestled in a private association with access to a neighborhood beach and small craft launch, this home offers a seamless blend of modern design and coastal traquilty.The 5 bedroom, 4 1/2 bath home embodies thoughtful architectural details and luxurious amenities, offering an ideal retreat for those seeking a sophisticated yet relaxed lifestyle. An open concept first floor has a living room, dining area, family room and fabulous kitchen. The back of the house is all glass including nano doors with access to the heated salt water pool, outdoor kitchen and patio all surrounded by glass railings ensuring unobstructed views. On the second floor is the airy primary suite with waterside balcony and 3 additional bedrooms with 2 more bathrooms. The wide board oak floors are consistent throughout the house including the third level where the 5th bedroom and bath are located as well as another family or rec room. Beautifully landscaped and ready to move in, the home is just seconds from the town beach, Old Greenwich shopping village and Metro North train station. This is truly a lifestyle most only dream of!

New construction by long established local builder south of the Post Rd in Old Greenwich. Fantastically convenient to everything! a short distance to the new Old Greenwich Civic Center, Perrott Library, Binney Park, Old Greenwich Village, train station and Elementary school. Double height entry foyer with great light leads to and eat in / open plan kitchen / fam room, 2 further rooms for office / dining and mudroom connecting to the covered parking. Primary suite , with extra height and beautifully appointed bathroom and 2 further bedrooms (with jack and jill bathroom) on the second floor. Flexible 3rd floor with full bath as a bedroom / office area. Full lower level with playroom / gym and 5th bed/bath.

PLEASE NOTE 48-HOURS NOTICE REQUIRED! Beautifully-renovated, extremely bright 4-bedroom, 3-bath Old Greenwich colonial with 0.51 acres abutting conservation land on a quiet, private, Old Greenwich cul-de-sac in the R-7 zone. Therefore, the FAR is approximately 7,997.61 square feet. (0.36 R-7 multiplier). New kitchen with new appliances and new bathrooms. Primary bath with glass-enclosed tiled shower. Gleaming, refinished hardwood floors, 2 fireplaces, pine-paneled family room with wood-burning stove, 2-car attached garage, huge deck overlooking beautiful woodlands. Covered blue stone and slate patios. A rare and amazing find! Eastern Middle School! Seller assumes no liability for any person or persons on the land for potential purchase, inspections etc. Persons enter st their own risk.

For true privacy and beauty, look no further than 35 Park Avenue. The magical landscape brimming with specimen plantings has been artfully designed on nearly half an acre in the heart of Old Greenwich, close to the town center, schools, parks, and beaches. Inside, the home epitomizes understated luxury, featuring gorgeous natural light, oak floors, and large windows showcasing the remarkable setting. Highlights include an elegant dining room, a sunlit living room with a fireplace, and a chef's kitchen with a soaring ceiling and sitting area. French doors open front and back terraces, while a cozy family room and 6 spacious bedrooms add further allure. Outside, shady sitting areas, a wisteria-covered pergola, and a pool site offer the chance to relax and refresh amid sublime surroundings.

Perfect for all seasons! Make this gem situated on the 1st fl. your new residence in the coveted Old Greenwich Gables Condo Assoc. Features tasteful renovations & a smart 1 level floor plan (NO STAIRS). Bosch stainless steel appliances, Carrara marble counter tops & floor in the kitchen. New HVAC in 2022; new water heater in 2023. Living room w/ wood burning fire place. French doors open to a private terrace and garden. Enjoy sipping coffee or champagne or grill. Primary bedroom suite. Seconds from the elevator. Luxury amenities include an outdoor heated pool; Gables Club boasting a squash court, gym, sauna & recreation lounge area. Individual storage unit 4x4x8 is located in the garage. Close distance to village, shops, park, library, train station, bike to the beach. Convenience Galore!

Widely considered the best views in all of Old Greenwich. Perched on a peninsula with 300-degree water views clear across the Long Island Sound, yet uniquely private, ''THE POINT'' is aptly named. Sunshine and sea breezes flow through this fabulous 2015 full custom gut renovation, designed by globally recognized visionary Marcia Tucker. Utilizing the finest materials, some project features include hurricane windows and doors, metal roof, heated Carlyle wide plank walnut floors, new kitchens, baths, smart-home lighting and HVAC. The outside features a true resort environment, w/ substantial parking, expansive lawns, a saltwater pool and jacuzzi, outdoor kitchen, gas firepit, private dock w/ water at low tide, and a permitted, lighted paddle/pickleball court. Close to beach, village & train

Stunning Old Greenwich gem combines ultimate style with unique flexibility. Built on .48 acres with possible pool site, generator, first floor primary, 3 family bedrooms with optional 4th, plus luxurious kitchen and formal dining room, this rare find provides a retreat fit for today's discerning buyer. Bonus space on the second floor and finished walk out lower level with full bath allows for multiple uses tailored to individual needs. Beautiful outdoor space leads to the charming cottage with living room, kitchenette, full bedroom and bath perfect for guests, relaxation and parties. Featured in both Cottage and Gardens and atHome Magazines, this is truly a one of a kind opportunity south of the village of Old Greenwich. Square footage includes 726 in the cottage.

This spacious home is in the sought-after ''Edgewater'' neighborhood, has 3 bedrooms, 3.1 bathrooms including a 2-story separate cottage perfect for guests, gym, studio or office. The 3-story house features nearly 10-ft ceilings on the first two floors, 3 porches, full basement. BONUS SPACE: flexible finished space on the third floor. Enjoy the Old Greenwich lifestyle in this special neighborhood near schools, shops, restaurants, the Manhattan-bound train, and Greenwich Point Beach.

A-1 location!! Uniquely private, this South of the OG Village custom-built home is on quiet street .5 mi to school, train & shops; 1.5 mi to Tod's Pt Beach. Sunny 5 bedroom home offers multiple play & work spaces. Chef's kitchen w lg stone island, banquette seating & adj family rm w fp opening to expansive patio. Beautifully detailed formal rooms plus butler's pantry for entertaining. Convenient mudrm w side entrance. Prim bedroom retreat has 2 lg walk-in closets, luxe bath, fp & balcony overlooking gardens. 3 more bedrooms, one w en-suite bath, plus Laundry complete 2nd level. High ceilings & hardwood floors thruout. Fantastic, walk-out LL w sunlit 5th bedrm, office, playroom & full bath. Enjoy the backyard retreat w privacy hedges or meeting new neighbors on the wonderful front porch.

Classic Old Greenwich summer house, long-since converted to all-year use. Nice flat yard, delightful front porch, house is set back from road, very quiet and private. Great address puts you close to Tod's Point Beach, OG School, village, and train.

Stylish five-bedroom Contemporary provides a modern oasis with stunning pool, Ipe wood decks and secluded backyard on a quiet drive south of the village near shops, trains, school and beach. Striking architectural details ranging from maple wood floors, glass stair railings on three levels, high ceilings, expansive windows, sliding doors and skylights enhance 4,286 sq. ft. interior. Boasts sleek kitchen with Gaggenau appliances, Geoluxe counters and butler's pantry. Family and dining rooms with shared linear fireplace and bonus room, all with deck access for outdoor entertaining. First floor guest suite or office. Second floor offers primary suite with spacious closet and luxurious bath plus three more ensuite bedrooms.Lower level with media room, mudroom and garage for up to eight cars.

New construction - your choice to have the primary bedroom on the first or second floor - bedroom on first floor could be an office, or a den. Large Living room has an electric fireplace. Separate formal dining room area. Gourmet kitchen with Thermador appliances. Exterior is composite material siding. Driveway is possible - new double pane windows. Hot water is instant electric. Fenced yard with stone patio. Dundee school and Eastern middle schools. Great family area convenient to shopping, I-95. Binney Park and Old Greenwich beach. A must see.

Nestled within the sought-after Hillcrest Park Association, situated on 3.23 acres of picturesque land, this newly renovated home offers a spacious 9,312 square feet of living space. The property boasts a stunning pool, screened-in porch, and fire-pit, creating the perfect setting for entertaining and relaxation. Inside discover a chic interior filled with natural light, featuring hardwood floors, exposed beamed ceilings, and meticulous attention to detail including an open-plan porcelain-clad kitchen with a large center island, family room, formal living spaces, a billiard room, an office and 1.5 renovated baths. Retreat upstairs to the serene primary suite, complete with a stylish spa bath, 4 to 5 additional bedrooms, with 3 additional renovated baths, an office, gym, theater/playroom, and large recreation room. Conveniently located near premier schools, parks, train stations, and town, this exceptional residence presents a rare opportunity to embrace a lifestyle of luxury and convenience in one of Old Greenwich's most coveted neighborhoods.

Welcome to this charming 1963-built home nestled in the heart of Old Greenwich, CT. This timeless residence, being offered ''as is,'' presents a unique opportunity to customize and revitalize a piece of local history. This 1,481 sq ft home offers 4 bedrooms and 1.5 baths. Go inside to discover features awaiting your personal touch, from hardwood floors to retro fixtures. Outside, the expansive yard provides endless possibilities for outdoor living, entertaining or simply enjoying the tranquil surroundings. Located in a desirable neighborhood, this property offers proximity to local amenities, top-rated schools, shopping, clubs and Greenwich Point. Don't miss this chance to make this classic your own. Embrace the opportunity to restore and rejuvenated this Old Greenwich treasure into the home of your dreams.