Old Greenwich CT Real Estate & Homes for Sale

This breathtaking new construction on half an acre along a private road offers tidal waterfront views and the best of coastal living. Located near the village, train, and OG School, the home seamlessly blends elegance and convenience. The open design features oversized windows and inviting outdoor spaces. The first floor includes a gourmet kitchen, spacious entertaining rooms with glass doors opening to a large deck. A separate waterfront deck allows for kayak launches. Upstairs, the primary and junior suites feature private balconies, alongside two additional en-suite bedrooms. The third fl offers flexible space with a full bath. Over 5,500 sq ft with a 2-car garage and custom options like an elevator, first floor bedroom and splash pool, this home is ready to be tailored for you!

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 games room, all with deck access for outdoor entertaining. First floor guest suite or office. Second floor has serene 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.

Nestled in a prime location, 294 Riverside Ave offers the perfect blend of charm and modern comfort. This beautifully updated home features a brand-new kitchen, freshly painted interiors, refinished floors, and stylish new blinds. With 5 bedrooms and 4.5 baths across four levels, there's space for everyone. Enjoy a stunning 0.41-acre backyard, a freshly painted front porch with an outdoor TV hookup, and a back deck perfect for entertaining. Just minutes from Old Greenwich town, Binney Park, top schools, beaches, and both OG & Riverside train stations-this is an incredible opportunity to live in the heart of it all! 1,280sqft of the total square footage is the basement.

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. The Primary bdrm/bath, 3bdrm/2bath make up 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!

Nestled on the picturesque Shorelands waterfront, this sundrenched home is paradise in Old Greenwich. Breathtaking, year-round panorama of the Greenwich Cove and Long Island Sound. Tucked away at the water's edge, this special property has a state approved dock permit, fenced-in yard, and large deck overlooking the water. The first floor features a large living room and dining room with incredible water views and sliders to deck, kitchen with breakfast bar seating, spacious den or office, and full bath. Three bedrooms and a full bath comprise the second floor with amazing water vistas and balcony overlooking the Cove. A wonderful south of the village location. Close to shops, restaurants, school, train and beach. Enjoy a private beach and dock as part of this desirable association.

This bright and modern new construction (2024) home features an open-plan living/family room with electric fireplace, that flows into the dining room. Gourmet kitchen with Thermador appliances and eat-in area that opens out to the stone patio and fenced yard. 1st floor bedroom with full bath is also ideal as an office. The 2nd floor primary bedroom with vaulted ceiling is a relaxing space with a beautiful spa bath, and walk-in closet. Two additional bedrooms and a bathroom complete the 2nd floor. Instant electric hot water, double pane windows. Close to Binney Park, Perrot Library, Old Greenwich shops and restaurants, the train and the beach.

Rare opportunity for a 4 Bedroom home and almost 5 acres in coveted Riverside. You can keep as one lot and build/expand your dream home. Plenty of square footage with the excess acreage. Or finish the process of subdividing, Seller's have engaged with S.E. Minor and feedback is a likely subdivision to two lots. Build your home and keep, build/develop, and or sell the extra lot. In addition, interest has been expressed for excess wetlands for possible donations and concessions. There are many options available to tailor to your current and future needs.

Nestled on a beloved tree-lined cul-de-sac, this custom-built residence perfectly blends a traditional coastal Connecticut shingle style with a sun-filled, modern open-plan interior all just steps from Riverside Yacht Club, schools, and train. Thoughtfully designed, the home incorporates bespoke architectural elements including tall ceilings, custom millwork, expansive windows and wide-plank oak flooring throughout. With 6,600+ square feet of living space across two levels, it seamlessly blends formal and informal spaces to accommodate a variety of lifestyles. The gracious entry opens to wide hallways ideal for art placement. A handsome study, with rich paneling and a fireplace, delivers the perfect balance of functionality and style, serving as both a productive workspace and a peaceful retreat. The recently renovated kitchen is bright and contemporary with Caesarstone and Carrara marble countertops and a large island adjoining the coffered ceiling family room featuring long wall of windows. A classic tailored stairway leads to the second level and five spacious ensuite bedrooms, highlighted by a spectacular primary suite that is a true sanctuary featuring two fireplaces, a sitting area, and fabulous custom closets. An additional bedroom on the first floor is ideal for guests or staff. There is 3,200+ square feet of unfinished space in the lower level, with generous 9-foot ceilings providing incredible potential for customization.

Sophisticated New Construction in Prime Riverside - 44 Amherst Road. This stunning newly built 4-bedroom, 4.1-bath home offers around 4,400 sq ft of elegant, modern living. Thoughtfully designed across four levels, it features a custom white oak kitchen with Thermador appliances, a wet bar, and sleek quartz finishes, all flowing seamlessly into a heated deck for effortless indoor-outdoor dining. The great room boasts 10-ft ceilings and a gas fireplace, while a private home office adds to the home's functionality. The primary suite is a luxurious retreat with 12-ft ceilings, a custom closet, and a spa-like bath with heated floors and a freestanding tub. Two additional en-suite bedrooms, a laundry room, and linen closet complete the second floor. The third level offers a library/study room, along with an additional bedroom and full bathroom, plus a bonus space with plenty of storage. The lower level features, two mudrooms with built-ins, half bathroom and a walkout basement leading to a spacious, serene, flat backyard. With white oak flooring throughout, Marvin windows & doors, and three-zone Google-controlled climate and heated outdoor deck, this home offers the perfect blend of style, comfort, and smart living.

A rare chance to own an elegant 5-bedroom Riverside home on nearly 2 acres of level land. This timeless residence blends classic sophistication with modern comfort, featuring spacious rooms, an open-concept kitchen, breakfast area, and family room for seamless living and entertaining. The expansive primary suite offers a luxurious dressing room and en-suite bath. Additional highlights include a private gym, wine cellar, and large playroom. Manicured grounds with specimen trees, lush plantings, a stunning pool, and a cabana create a secluded retreat. Sonos speaker systems provide sound throughout the kitchen, dining room, and patio. A circular driveway and parking court complete this exceptional offering.

Discover this sophisticated and spacious 2-bedroom, 1.5-bathroom townhouse-style condo, perfectly situated near downtown Stamford, major highways, train stations, shopping centers, and Stamford Town Center Mall. The main level boasts an open-concept layout with a kitchen, dining area, and living room featuring soaring 10-foot ceilings, creating a bright and airy atmosphere. A convenient half-bathroom is perfect for guests. Upstairs, you'll find two generously sized bedrooms, a full bathroom, and an in-unit laundry for ultimate convenience. Enjoy the ease of off-street parking with two assigned spots. Don't miss this fantastic opportunity to own a home in a prime location!

Exquisite 2016 French Normandy manor designed by premier architect, Douglas VanderHorn blends classic elegance with 3 levels of stunning modern aesthetics in coveted Riverside association with Shoreline pool and neighborhood private beach. Sophisticated, custom crafted interior with Italian marble mantels framing four fireplaces, quarter-sawn white oak flooring, 10 ft. ceilings, French doors to multiple terraces offers extraordinary 21st century state-of-the-art luxury. Richly paneled living room/library with Long Island Sound views; magnificent dining and family rooms; fabulous gourmet kitchen. Five en suite bedrooms including the sublime primary with fireplace and Waterworks marble bath. State of the art systems including Geothermal heat, Lutron System, 1,000+ bottle wine cellar.

Imagine waking up to the gentle sounds of the Mianus River, where every day feels like a vacation in your own DIRECT WATERFRONT END UNIT CONDO! This freshly painted two-bedroom, two-bath sanctuary in the heart of Cos Cob is not just a home; it's a lifestyle waiting to be embraced. Featuring a galley kitchen that would make any chef swoon-with GRANITE countertops and top-of-the-line Stainless Steel appliances, including a Viking Range. The sun-drenched Dining Room is perfect for hosting everything from intimate dinners to lively celebrations, while the Living Room, adorned with a stunning wood-burning fireplace trimmed in marble, invites warmth and charm. Step onto your PRIVATE BALCONY and let the serene water views wash over you, providing the perfect backdrop for relaxation. The main bedroom offers versatility for guests or a home office, complete with a beautifully remodeled bath and an oversized step-in shower. Ascend to the dreamy Primary Bedroom, where VAULTED ceilings and a luxurious tiled bath with a deep soaking tub create an oasis of tranquility. This delightful pet-friendly complex has the convenience of an assigned covered garage parking spot, an additional outdoor spot, and your very own storage unit. This incredible location is just steps away from the VIBRANT Cos Cob Village, chic shops, delectable restaurants, train station, and the gorgeous Cos Cob Park. Added benefits of the HOA covering HEAT/hot water. Possible dock leases through the Marina. A RARE find.

Don't miss this one-of-a-kind opportunity to own a 2-bedroom, 2-bathroom waterfront townhome with unmatched views from both upper and lower decks. Relax by the cozy fireplace in the sunlit living area while enjoying breathtaking water scenery. Step outside to a scenic waterfront boardwalk, perfect for morning strolls or evening unwinding. The beautifully designed interior features an open-concept layout and elegant finishes throughout. Property Highlights: Inviting fireplace for cozy waterfront living Decks with panoramic water views Steps from dynamic Cos Cob Village, library, and train station Gated garage parking + extra storage This rare waterfront gem offers the perfect blend of tranquility and convenience.

DREAM LOCATION! FIRST time on the market .This condo has all the amenities of a house. A unique 5 unit complex. This is an end unit with access to a side yard and a large patio and deck. Perfect for out door dining .There are plenty of windows for a light filled space. There are multiple closet for storage and an extra storage in the attached 1 car garage. There are 2 bedrooms and 2.5 baths with the primary bedroom on the upper level. There is a large kitchen with granite counter tops adjacent to the living room/dining room with a gas fireplace. French doors lead to the outdoor space. The lower level has a home office and the laundry is located there. Make your appointment today! OWNER WORKS FROM HOME PLEASE SCHEDULE YOUR TIME AROUND THESE TIMES. THANK YOU MONDAY 9-10:30AM TUESDAY 9:30-10:30AM THURSDAYS 9-10:30 AND 2-3PM FRIDAY 10-11:30AM PLEASE NOTE, the gas fireplace is not working at this time

Rare opportunity in desirable Loughlin Park, Cos Cob! This unique home on a cul-de-sac offers a versatile in-law setup with exceptional space. The main house features a cozy living room with fireplace, formal dining room, and eat-in kitchen. It includes three bedrooms, with a primary suite offering a full bath, plus an additional full bath. A private in-law suite has its own living room, bedroom, full bath, and separate gas meter-perfect for extended family or rental income. The lower level boasts a huge family room with fireplace, sauna, full kitchen, one bedroom, and a full bath. Additional highlights include skylights, a walk-up attic, and a huge 2-car garage. The home offers a fantastic layout and solid bones, ready for your personal touch and updates. Outdoor features include multiple patios surrounding an enclosed patio. Conveniently located near shopping, highways, and more. A must-see for multi-generational living or investment potential!

Welcome to 93 Downs Avenue! Located in the idyllic waterfront community of Shippan Point. This absolutely turnkey & captivating home is ready to make a lasting impression. With 3 spacious bedrooms and 2 full bathrooms, it's designed with comfort and convenience in mind. Step inside and be greeted by a warm and inviting living space, perfect for relaxing or entertaining. The classic floor plan seamlessly connects the living room, dining area, eat-in kitchen, family room, creating a harmonious flow throughout the home. The kitchen comes equipped with stainless appliances, and a full pantry providing a delightful space for culinary creativity. The primary bedroom is a true retreat. The two additional bedrooms are equally impressive, offering flexibility for use as guest rooms, home offices, or whatever suits your lifestyle. But the charm of this home doesn't stop at the interior. The exterior of this property is equally captivating, with a well-maintained front yard and fenced back yard with a 3-season porch, deck, AND patio. Moments from its own PRIVATE COMMUNITY BEACH. Located in the heart of Shippan Point this home is surrounded by the vibrant community of Stamford moments from parks and a plethora of dining and shopping, there's something for everyone. This home is more than just a place to live, it's a lifestyle. It's about enjoying the comfort of your own space while being part of a thriving water and beach community. So why wait!

Live the Shippan Point lifestyle in the waterfront community of Palmer Landing. This bright end-unit offers sparkling water views and a well-designed layout with custom built-ins, detailed millwork, and gleaming hardwood floors. The updated kitchen features granite countertops and stainless steel appliances, while the spacious dining area flows into a living room with a fireplace. Step outside to a large deck overlooking the marina - perfect for relaxing or entertaining. The primary suite boasts a walk-in closet, a spa-inspired bath, and a private balcony with sweeping harbor views. Two additional bedrooms and updated baths provide ample space, while an upper-level laundry room and cedar closet add convenience. Community amenities include a garage, pool, and clubhouse, with the cc's covering heat and water. Minutes from Stamford's beaches, parks, downtown, and Metro-North. Ask about available boat slips!

Welcome to this exquisite 5-bedroom residence in the desirable heart of Cos Cob, offering luxurious living at its finest. This beautifully renovated and expanded home boasts an inviting kitchen and living space, perfect for modern family living and entertaining. Ideally located near schools and scenic parks, it provides the perfect balance of convenience and tranquility. Unwind on your private terrace surrounded by lush greenery, perfect for relaxing afternoons. The primary bedroom suite is a retreat of comfort and elegance, featuring a beautifully updated bathroom with a triple-head shower and a deep soaking tub. The second level includes a sun-drenched office. Home has a spacious 3-car garage with ample storage space. Don't miss this extraordinary opportunity.

LOCATION~ LOCATION~ LOCATION!!! Wonderful opportunity to live in the beautiful Shippan area of Stamford. Walking distance to Stamford Yacht Club. Owner has lived in this home for 45 years. This home has been beautifully maintained with newer roof, gutters & skylights (2020), A/C (2019), Hot Water Heater (11/2024). Open Kitchen/Dining/Living Room area. This home is filled with bright light, skylights and sliding doors leading to large deck. Three bedrooms upstairs with 1 full bath. 2 bedrooms downstairs (or office/flex rooms), with living space and 1 bathroom. Downstairs is perfect for in-laws or anyone needing their separate space. Agent related to Owner. Home being sold as is.

This stunning, sparkling condo provides an unparalleled blend of luxury and convenience. Enjoy your NYC living experience in downtown Stamford. Elegant Corner unit dazzles with amazing views of Mill River Park, LI Sound & NYC skyline, all from your private terrace. Completely redone from top to bottom this 2 bedroom, 2.5 bath has a modern aesthetic and flair, featuring exquisitely curated finishes & floor-to-ceiling window walls. Custom alabaster hardwood floors throughout the open concept kitchen, living & dining space, which is drenched in natural light, for beautiful views during all seasons. The chef-ready Kitchen focal point is the gorgeous leathered Quartzile backsplash & countertops with sleek SS appliances. Primary BR suite boasts WIC & custom-built storage. En suite primary bath is the epitome of sophisticated elegance: frameless glass enclosed shower & dual sink vanity, with walls & floor done in beautiful Porcelanosa panels for lasting beauty & durability. 2nd BR has full bath & a must-see custom-built Murphy bed, maximizing versatility. Semi-private alcove off Living Room is perfect for office or reading room. Easily accessible 7th floor features heated pool, fitness room, sauna, billiards room & lounge. Other amenities include Concierge, door/elevator service, 24/7 security, rooftop deck with grills & shuttle to train station. Park Tower's enviable location puts shopping, dining, attractions, business, parks & schools just steps away. Park Tower is luxury living!

Great 1BR 1BTh Unit w/Good size Entry Area w/Closet, LR w/Wall Built-ins, White Kitchen w/Stainless. Breakfast Nook and Window. Updated Bath w/Large Shower Stall, and Built-ins. Bedroom has two Closets. Good size Linen Closet in Hall. Park like setting, Close to Shopping, Downtown Stamford, and Scalzi Park.

Trimmed with intricate stonework, window boxes, and lush plantings, this Cos Cob treasure feels worlds away. With updated elements and a freshly painted interior, charm abounds inside and out. The open-plan main level features a gourmet kitchen, seamlessly extending into a large living area with a fireplace for flexible arrangements. Upstairs, French doors open to a private backyard with terraces, gardens, and stately trees. Two bedrooms and a renovated main bath complete this level. The grade-level family room doubles as a guest suite with its own bath. A garden studio, currently finished with a Smart Playrooms installation, offers a creative space for workouts or an ideal home office. A real retreat seconds from town. The future is perfect for starting out or scaling down!

Step into luxury in this chic and modern, newly constructed townhouse in beautiful Shippan Point. A one of a kind home with gorgeous features & high-end finishes. The open concept is masterful with the Living Room being seamless to the gourmet Kitchen and eating area. The Kitchen was custom designed with a Signature Kitchen Suite Appliance package including a 36" gas range and high performance Zephyr Range Hood. Calacatta Quartz countertops, and marble herringbone backsplash. You will love the oversized island with plentiful counter seating. Also on the main level is a half bath and private Office, perfect for working from home. There are 3 well-sized Bedrooms, all en-suite. The 3 Full and 2 Half Bathrooms have upgraded porcelain tile and marble floor tile, and granite & quartz countertops. The Primary Bedroom is on its own level with 2 walk-in closets and an amazing spa-like Bathroom with oversized shower and separate vanities. The Lower Level has the huge Family Room with wet bar featuring quartz countertop, wine refrigerator, and imported designer wall tile. The flooring is porcelain tile in a wood look. And, another half bath on this level - so convenient. The outside living is just as special - there is a garden patio with lighting and professional landscaping. The rear patio is more private and near the 1 car garage. Some other features are Irrigation System, Security System and new fencing. There are only 4 units in this complex, so very easy to manage and maintain.

Nestled on an oversized lot adjoining Sachem Preserve, this spacious and updated home boasts modern amenities and a large stone patio with an inground heated pool, perfect for relaxation and entertaining in a private evergreen oasis. Discover a graceful haven with 4 spacious bedrooms plus a versatile office/den that could be transformed into a 5th bedroom. The residence features 3 thoughtfully designed full baths. The chef's kitchen features marble countertops, high-end stainless steel appliances, oversized island, generous pantry, and breakfast area with full views of an expansive backyard sanctuary. A formal living room highlighted by a wood-burning fireplace and a separate dining room provide inviting spaces for gathering family and friends. The luxurious primary suite boasts two separate walk-in closets with a full designer bath. Two large bedrooms round out the second floor along with an updated full bath. The fourth bedroom, a separate office/den, and a full bath provide versatility on the first floor. A huge basement-currently used as a rec room, laundry, and gym-adds tremendous potential. All bedrooms feature generous closets with additional storage in the attic. Extra features which include large built-in window seating that overlooks the secluded yard and numerous recent updates make this home move-in ready. This home resides close to schools, Metro-North, and 2 scenic parks, with convenient access to the highway and all that Greenwich has to offer.