luxury real estate for sale Greenwich, United States (page 3)

A unique opportunity awaits the new owner to put their own footprint on this lovely 1911 home. This house is beautifully sited on 2.27 acres in one acre zoning and cannot be subdivided. One can make a family compound here. High ceilings throughout, lovely sunroom which opens to the terrace and spacious yard with mature gardens. Magnificent alee of the most spectacular sycamore trees. Truly special property just a short distance to Greenwich High, YWCA and downtown. Two additional rooms on the third floor are presently used for storage.

Located minutes from schools, parks, and shopping in the North Mianus school district, this home delivers on both location and livability. The open floor plan centers around a vaulted-ceiling living room, with hardwood flooring flowing throughout and a kitchen outfitted with brand-new stainless steel appliances. Three bedrooms plus a flexible office/nursery and a family room make for room to spread out. Outside, an oversized deck overlooking a lush, expansive yard is tailor-made for entertaining -- and with .35 acres, the potential for expansion is very real.

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 sunroom, 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.

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. Merrit to Round Hill Road

Set on 4.1 beautifully landscaped acres at the corner of Locust Road and Carpenters Brook, this exceptional Greenwich estate blends timeless elegance, privacy, and resort-style living. A sweeping circular driveway leads to the approximately 8,300-square-foot main residence, surrounded by mature trees, flowering gardens, stone walls, and expansive lawns designed by Wesley Stout Landscape Architects. Sun-filled formal and informal spaces feature coffered ceilings, antique oak floors, a dramatic double-height family room, chef's kitchen, and four fireplaces. The home offers six bedrooms, including a luxurious primary suite with spa-like bath, gym, walk-in closet, and private balcony. The finished lower level includes a wine cellar, home theater, recreation room, craft room, and cabana area. Outdoors, enjoy a heated gunite pool, vine-covered pergola, stone fireplace, multiple entertaining terraces, and a private par-three golf hole. A separate guest house with full bath and private driveway provides flexibility for guests, extended family, or a home office, all conveniently located to town, schools, dining, and transportation.

Classic four bedroom Colonial in a convenient Riverside location has been thoughtfully renovated and expanded over the years. Entertain in the spacious living room with fireplace and the sun-filled dining room leading to the open plan kitchen, breakfast area, and family room. Step out from both main rooms through French doors to the beautiful covered deck with fireplace and flagstone surround leading out to the professionally landscaped English country grounds. Primary suite with walk-in closet, large bath, gas fireplace, and expansive windows. Three additional bedrooms, three additional full baths, and laundry room complete the second level. Special features include new Marvin windows and exterior doors throughout, new chimney, noise reduction exterior walls, and updated electrical and plumbing. Exterior painting of the house and oversized two-car garage completed in 2025.

Custom designed and built to exacting standards, this phenomenal backcountry lakefront compound was built to exacting standards, offering fabulous privacy and flexibility for families, guests, and staff. A prominent local design-build firm created a masterpiece that combines pre-war elegance with substantial entertaining and modern lifestyle amenities. Multiple structures, including a large pool house/sep guest house and a renovated original stone house set on Topping Pond-a perfect getaway. Gated driveway opens to mature landscaping and classic New England exterior elevations. The first floor features a generous, light-filled kitchen and informal/formal dining, his and hers offices, a large mudroom with a pet area and a traditional flower 'cutting' room, a 4-car garage, and separate stairs to a 2-bed/2-bath guest area with a sitting room. The second floor contains a primary suite with a balcony, a generous WIC, laundry, and 2/3 further family bedrooms. Finished the 3rd floor with a bed/bath/yoga room. Enormous lower level with triple-height basketball court, gym, entertaining area, and staff suite. The guest house includes a generous bed/bath and living area along with a pool house/bar/changing area and laundry. Last but not least is the private and charming lakefront cottage as a flexible 'escape from it all' den/office or entertaining/further guest area. Superbly decorated and maintained, this unique home has to be seen!

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. Merrit to Round Hill Road

Modern planning, superior craftsmanship and bespoke details define this extraordinary newly built Transitional home by visionary leaders Christopher Pagliaro Architects, East Coast Structures and M&N Development. Private 1.64 acres showcase resort style amenities indoors and out. Brick and cast stone facade home offers 10,573 sq. ft. on four customized levels with oversized European Klar windows, white oak floors and exquisite finishes throughout. Stylish interior boasts six en-suite bedrooms including deluxe primary with deck, sitting room; fabulous gathering spaces with double height chef's kitchen; jewel box scullery; and walkout lower level game room, bar, ready-to-go golf simulator, gym with sauna and steam shower. With pool, spa, covered porch, outdoor shower and grill.

Charming center hall colonial at the end of a quiet mid country cul-de-sac. The location is convenient yet offers wonderful seclusion. Set on a park-like, level 2.3 acres, this property is abuts conservation land and exudes privacy. This 4 bedroom and 3+ bath home has an updated kitchen with Bosch appliances, a finished lower level with a sauna as well a generous living room with wood burning fireplace. The oversized covered deck located off the back of the house overlooks the expanse of the property and multiple entertaining venues. New owner has the option to enjoy or expand...

Luxury waterfront living in Greenwich's premier gated community The Harbor. This exceptional 3-bedroom townhouse-style condo with sweeping views of Smith Cove and the Long Island Sound was designed for effortless entertaining and easy everyday living offering a rare combination of high-end craftsmanship, modern design, and an unbeatable location just 45 minutes from NYC. Built with an exceptional level of quality and attention to detail, the home features 10-foot ceilings, wide-plank white oak floors, expansive windows, custom millwork, premium finishes, and a private elevator servicing every level. The open-concept main floor is bright, airy and inviting with a gourmet kitchen flowing seamlessly into expansive living and dining areas designed to maximize both light and waterviews.The primary suite feels like a private retreat featuring walls of glass doors that open to a spectacular terrace, along with two walk-in closets and a luxurious spa-like bath. A nearby second bedroom easily functions as a guest suite or private studyThe finished lower level includes a third en-suite bedroom, full bath, and oversized flex space perfect for a gym or additional storage.One of the home's true highlights is the spectacular rooftop terrace - among the best in Fairfield County. Designed for entertaining and relaxing alike, it features multiple seating and lounge areas, a fireplace, outdoor tv & kitchen, spa and incredible water views. Whether hosting friends, watching the game or simply enjoying the breeze off the Sound, this space feels like an ideal escape.All just moments from the train, parks, restaurants, boutiques, and everything downtown Greenwich has to offer. Additional features include a 2-car garage, generator, and beautifully landscaped grounds. Low-maintenance, turn-key, this is the lifestyle you have been waiting for.

Discover the luxury of waterfront living in the heart of Greenwich, with view across Smith Cove and the Long Island Sound. This renovated freestanding townhouse features 2,676sq feet plus a 143 Sq ft loft area, 2 Gas fireplaces , 3 bedrooms and 3 1/2 baths., offer two attached garages 3, guest parking spaces. With exclusive green space on the water edge. A private elevator to all floors, each level feature tall windows And door to its own outdoor deck. An association dock to be completed in 2026, will offer kayaking, canoeing for outdoor nature on the water. Ideally located just moments from town ferry, Metro-North station, and the premier boutique shopping and dining enjoyment on the Ave., this residence offers a rare experience, comfort, elegance and coastal charm.

Take advantage of one of the most desirable locations in Greenwich. This home, with 3800 square feet of living space, is perched up high off Hillside Dr. and is ready to be re-imagined on its three-quarters of an acre setting. The property offers an abundance of privacy while being in the heart of Greenwich and just minutes from private and public schools, the train and Greenwich Avenue. Keep searching for your dream home or create it - right here.

Sport lovers dream - Set on a quiet cul-de-sac within Sherwood Farms, this custom-built 2013 residence offers four finished levels of thoughtfully designed living space paired with exceptional recreational and lifestyle amenities. High ceilings, abundant natural light and seamless flow define the main level, where formal living and dining rooms connect effortlessly to an expansive open-concept kitchen and family room with fireplace. A private office, mudroom and multiple flexible work-from-home spaces enhance the homes functionality for modern living.Upstairs, the primary suite serves as a luxurious retreat complete with a gas fireplace and spa-inspired bath featuring heated floors, whirlpool tub and steam shower. Four additional en suite bedrooms, sitting room and a spacious laundry room complete the second level. The walkout lower level introduces an entirely different dimension of living centered around recreation and wellness. Highlights include a fully equipped gym with high ceilings, golf simulator, indoor putting area, temperature-controlled wine cellar and a playroom for kids including glice for skating. Outdoor spaces are equally impressive. Professionally designed landscaping and retaining walls by James Doyle create a private, park-like setting that fully blooms throughout the spring and summer months. The expansive flat yard is ideally suited for sports and recreation while the outdoor kitchen with grill and dual under-counter refrigerators is designed for effortless entertaining. For the golf enthusiast, an outdoor putting green is positioned off of the walkout lower level. Elevated positioning provides excellent light and privacy and enhances the homes sense of privacy and quiet surroundings.A distinctive offering that combines privacy, recreation and timeless comfort in one of Greenwichs most desirable residential settings.

On sought-after Belle Haven peninsula near town, this 2008 expanded 5 bed, 3.2 bath home boasts breathtaking Greenwich Harbor views. Perfectly designed for harborside living & entertaining, the sunlit gourmet chef's kitchen & great room boast an expansive island, custom cabinetry and a wall of windows overlooking harbor & park. The spacious living room, complete with wood burning fireplace & copious built-in shelves, adds to the home's charm. The elegant dining room, with an adjacent butler's pantry and second dishwasher, is ideal for hosting gatherings. The upper level includes a primary suite along with three additional bedrooms, while the lower level features a private guest suite with separate entrance, large living area, and bedroom with a full bath/shower. Perennial gardens and stone walls enhance landscaping.

A rare waterfront estate of true scale and presence, this reimagined coastal masterpiece commands 1.6 acres on the Long Island Sound with sweeping, unobstructed horizon views. Rebuilt from the foundation up, the home delivers level beachfront living with powerful architectural lines, floor-to-ceiling glass, and a seamless connection to the water at every turn. The approach opens to a 19-foot entry and a 21-foot great room that presents the Sound as a moving canvas of light and color. Terraces, manicured grounds, and a heated Gunite pool extend the living space outdoors, creating a private resort environment ideal for year-round enjoyment. Six ensuite bedrooms and two half baths include a serene primary wing with balcony, steam shower, and sauna. Savant smart-home systems geothermal efficiency, and refined materials anchor the residence in modern comfort and longevity. A sandy private beach, deep-water dock, and protected cove support boating, paddleboarding, kayaking, swimming, and quiet waterfront mornings. This is coastal living without compromise. Infinity by the Sea. A legacy property where luxury meets the horizon.

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.

Nestled within the prestigious Belle Haven, Fairholme Estate is a magnificent English Manor that exudes timeless elegance and grandeur. Set on 2.74 beautifully landscaped acres, this seven-bedroom masterpiece features a spectacular pool, gracious wraparound porch, formal gardens, and expansive lawns, complemented by a charming coachman's cottage. Meticulously preserved to honor its historic character, the residence has been thoughtfully updated for modern living with a stunning, Alexa Hampton-designed interior that seamlessly blends classic sophistication with contemporary comfort. Fairholme Estate includes a separate 5,800 square foot Guest House.

Elegant Regency style single-level living in a fabulous Greenwich location. This beautifully designed four-bedroom, five-and-one-half bath Home offers approximately 5,100 square feet of sun-filled living space with refined finishes and gracious proportions throughout. Expansive living and entertaining rooms, a stunning dining room, and a beautifully appointed kitchen create an effortless flow for both everyday living and hosting. The private bedroom wing includes a luxurious primary suite and spacious secondary bedrooms. Set on landscaped grounds and ideally located close to town, schools, and transportation.

This exceptional contemporary home on a quiet cul-de-sac has been transformed with a complete meticulous custom renovation. The dramatic yet highly functional home is being offered fully furnished with Roche Bobois furniture in addition to Barovier and Toso Venetian light fixtures throughout the home. The beautiful parklike grounds encompass 4 acres including a tennis court, pool with spa and large yard area. The border to the north abuts the 300-acre Babcock Preserve with 7 miles of trails. The interior space extends to 7,700 sq.ft. on 3 levels with 6 ensuite bedrooms all with custom walk-in closets. The luxurious primary suite is highlighted by a limestone fireplace, an office loft, private balcony and glistening bathroom featuring Blue Macuba marble. Truly a peaceful and private oasis.

Unrivaled in its beauty, design, build and landscape, this unparalleled Mid-Country estate showcases an extensive 4 year restoration and renovation by leading industry visionaries Sam Mitchell and Nordic Builders. This stunning eight-bedroom English Manor sits at the end of a long, gated driveway on Round Hill Road with spectacular European-inspired gardens, sparkling pool and three bed/three bath guest house on 4.17 private acres. The interior was designed by Mar Silver and spans over 17,000 square feet featuring 2026 painting and carpeting refresh, striking architectural details, vaulted beamed ceilings and luxurious finishes. Grounds designed by renowned landscape architect James Doyle. Whether entertaining on a grand scale or simply enjoying a country weekend at home, this one-of-a-kind property offers something for everyone.

Spectacular home offering a great lifestyle - this custom built handsome Colonial is set up high on 2 exceptional acres in the coveted Golden Triangle and just minutes from town and schools. This sun-filled 6-bedroom home with 10' ceilings is designed for seamless indoor-outdoor living. Gracious formal and informal rooms, a gourmet eat-in kitchen, and family room open to an expansive terrace with outdoor fireplace and built-in grill. The beautiful pool overlooks magnificent property ideal for recreation and entertaining. A vaulted second family room, first floor office and separate au pair suite offer flexibility, while the third-floor playroom and walk-out lower level with cabana bath, wine room, gym, two laundries, and new roof complete this exceptional offering on coveted Round Hill.

Stunning 6-bedroom Colonial in Mid-Country currently underway (Summer '26 completion). Designed to impress by the renowned Alex Kaali-Nagy Architect AIA with a traditional exterior look, quintessential Greenwich, but a transitional interior with 4 finished levels and thoughtful design touches throughout, including extensive millwork. Exceptional primary suite with walk-in dressing rooms, plus 5 additional ensuite bedrooms. Option for a 7th in the finished lower level. The gourmet kitchen, with breakfast room, flows seamlessly into the spacious family room with fireplace. French doors open to a covered, wraparound poolside terrace, blending indoor and outdoor living. Professionally landscaped with grand entry, Belgian block lined driveway with parking court, huge backyard and pool with spa