luxury houses for sale Greenwich, United States (page 3)

Nestled on a peaceful cul-de-sac in a desirable Cos Cob neighborhood, this beautifully crafted 2003 traditional offers approximately 4,800 sq. ft. on 1.25 private acres. Thoughtfully designed for comfortable living and entertaining, the home is being offered for the first time since being built and features four spacious bedrooms, five full baths, and three fireplaces that add warmth and character throughout. Generously scaled living spaces, quality craftsmanship, and timeless architectural details create an inviting atmosphere. The finished lower level had a great exercise rm, billiard rm and family rm. Enjoy the tranquility of the setting with the convenience of nearby schools, parks, shopping, and transportation. Located North Street Elementary and Central Middle School districts.

Rare. Exceptional. Timeless. Hidden away on a private two-acre cul-de-sac where Westover meets Greenwich, this Mid-Century Modern estate is a masterclass in light, height, and form. Designed for an inspired lifestyle, the main residence boasts five spacious bedrooms and four-and-a-half baths, defined by sweeping architectural lines and massive expanses of glass that look out over the Mianus River. A true compound for creatives and entertainers alike, the property features a spectacular detached pool house complete with a kitchen, lofted bedroom, and full bath-perfect for multigenerational living or an ultra-private guest suite. A vintage greenhouse, detached two-car garage, and a storied history of artistic residents complete this unparalleled sanctuary. Live where nature and iconic design completely converge.

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...

Experience refined luxury in this expansive Westover home, discreetly nestled at the end of a tranquil driveway just moments from schools, highways, transportation, and Stamford and Greenwich amenities. The property is enveloped by lush mature landscaping and offers access to the sprawling beauty of Mianus River Park. Designed for both grand entertaining and effortless everyday living, this move-in-ready home exudes timeless sophistication. The gourmet chef's kitchen, complete with an elegant butler's pantry, flows seamlessly into gracious open-concept living spaces. French doors throughout the main level open onto an expansive west-facing deck, perfectly positioned to capture breathtaking sunset views, while a sun-drenched patio just off the kitchen creates an exceptional indoor-outdoor lifestyle. The serene main-level primary suite is a luxurious and expansive space, featuring dual walk-in closets and a spa-inspired bath with a Jacuzzi tub. The second level offers four generously proportioned bedrooms, including two en-suite bedrooms and two with a shared bath. Bathed in natural light, the home also features an extraordinary walk-out lower level with a private en-suite guest suite, a spacious office, and an expansive recreation room anchored by a dramatic stone fireplace. Every detail of this exceptional residence has been thoughtfully curated to offer unparalleled comfort, elegance, and privacy.

Experience refined luxury in this expansive Westover home, discreetly nestled at the end of a tranquil driveway just moments from schools, highways, transportation, and Stamford and Greenwich amenities. The property is enveloped by lush mature landscaping and offers access to the sprawling beauty of Mianus River Park. Designed for both grand entertaining and effortless everyday living, this move-in ready home exudes timeless sophistication. The gourmet chef's kitchen, complete with an elegant butler's pantry, flows seamlessly into gracious open-concept living spaces. French doors throughout the main level open onto an expansive west-facing deck, perfectly positioned to capture breathtaking sunset views, while a sun-drenched patio just off the kitchen creates an exceptional indoor-outdoor lifestyle. The serene main-level primary suite is a luxurious and expansive, featuring dual walk-in closets and a spa-inspired bath with a Jacuzzi tub. The second level offers four generously proportioned bedrooms, including two en-suite bedrooms and two with a shared bath. Bathed in natural light, the home also features an extraordinary walk-out lower level with a private en-suite guest suite, spacious office, and an expansive recreation room anchored by a dramatic stone fireplace. Every detail of this exceptional residence has been thoughtfully curated to offer unparalleled comfort, elegance, and privacy.

Exceptional property offering space, versatility, and resort-style living. Set on a beautifully landscaped lot, this impressive residence combines comfort, functionality, and outstanding outdoor amenities. The main home features 5 spacious bedrooms with generous living space throughout, ideal for both everyday living and entertaining. A fully finished basement provides additional flexible space perfect for a media room, gym, playroom, or home office. The attached garage offers convenience and ample storage. Step outside to enjoy your own private backyard retreat, complete with a stunning pool and expansive outdoor space perfect for entertaining, relaxing, or enjoying summer gatherings. A standout feature of this property is the detached cottage located in the rear of the property, offering 2 bedrooms and 1 full bathroom. This separate living space is ideal for guests, rental income, or a private home office setup. Main house sqft 5699, basement 1689. Cottage sqft is 948.

Offering a warm blend of 19th-cent character & modern updts, this 1860 Greek Revival Col showcases truly distinctive features. Despite its expansive 5,358sf, the home feels inviting & intimate, highlighted by rustic design elements incl brick hallways & accents. Orig rich random width pumpkin pine plank flrs recently refin 10' clgs thru-out & 5FPs. Set on 1.22 lvl acres w/specimen trees, this special property offers a peaceful, prvt setting in desirable Westover-just moments from city amenities. The orig residence, believed to be the orig area farmhse, feat a gracious LR & DR both w/FPs, Kit w/access to charming Bkfst Rm, Full Bth & unique brick hallway w/sunlit nooks ideal for reading, gardening & relaxing. An award-winning late 1960s addition recognized for architectural accuracy of design & craftsmnshp, enhances the home w/stunning FR feat a wall of blt-ins & spacious Den-both w/FPs & wonderful windows flooding the space w/natural light. Upstairs you'll find a priv & spacious PBR w/FP & en-suite Full Bth. 4 add'l BRs, 3rd Full Bth w/Laundry, & a framed space ready for an add'l bth, +a bright, airy Bonus Rm. Dramatic walls of floor-to-clg windows overlook the brick patio & beautifully landscaped grounds. The lvl, fenced yard w/mature plantings provides a serene outdoor retreat perfect for relaxation and entertaining. This wonderful home features brand new mech sys incl C/A, Furnace, Wtr Htr, Boiler & Well Purification sys.

A truly exceptional Greenwich estate combining privacy, sophistication in a coveted backcountry setting. Set on four secluded acres, this classic European-inspired residence offers timeless elegance and exceptional living spaces. The main level features a gourmet chef's kitchen,charming family room with fireplace, formal dining room, dramatic beamed living room with stone fireplace,and double bedroom with full bath. Upstairs are a primary suite and three additional bedrooms. French doors open to wonderful outdoor entertaining space which is adorned by a gunite pool and spa. Formal gardens and expansive grounds complete this spectacular outdoor space. The finished lower level offers a spacious game room with a stone fireplace, extensive office space, with a private entrance.

Tucked at the end of a private road in Cos Cob, this newly built (2025) Louis Contadino-designed home offers a layout rarely available in central Greenwich at this price point: sophisticated single-level main-floor living over a fully finished walk-out lower level, all on a private 0.34-acre setting. The main floor delivers four bedrooms -- three with private en-suite full baths, including a primary suite with soaking tub, double vanity, and heated floors. The chef's kitchen features Sub-Zero and Wolf appliances, custom cabinetry, marble counters and backsplash, a white oak island, and a walk-in pantry, all opening to a light-filled great room and formal dining. Wide-plank white oak flooring runs throughout. Below, a generous family room with full bath and direct yard access expands the home for guests, entertaining, or future flexibility. Approximately 3,500 square feet of finished living space in total, with available FAR for roughly 1,000 square feet of additional expansion if desired. Outside, extensive stonework frames the entry, terrace, and grounds, with four-zone HVAC and EV charging completing a thoughtful modern build. Set high above a quiet private road yet minutes from the village, train, and I-95, the property offers the privacy of an estate in a location that keeps you fully connected to Greenwich. Vision, design, and execution complete -- a finished home, ready to move into.

Idyllic 1.03-acre luxury oasis. Four bedroom home blends elegant design with seamless indoor-outdoor living. Sun-drenched great room boasts vaulted beamed ceilings, arched windows & French doors to expansive decks. Chef's kitchen features premium Wolf/Sub-Zero appliances, granite counters, island & breakfast bar. Formal living room/library offers custom built-ins. Primary suite features walk-in closet, private balcony & spa bath with jacuzzi/rain shower & radiant flooring. Walk-out lower level with gym, office, fireplace, bedroom space/au pair suite, full bath, wet bar, pool kitchenette & mud room/laundry. Resort-style backyard features perennial gardens, gunite pool, waterfall, gazebo & outdoor grill. 2-car garage with Belgian block driveway.

You've stumbled upon a romantic country retreat steeped in celebrity. The original petite structure with fireplace built in 1900 was once the studio of Arthur Bugs Baer, a famous cartoonist and later to steate a otonate to time Asidence or wee tadle for the sue tul beyer, ded decades, the main level living space opens up and spills out in front of you. The second floor main bedroom suite with full bath, dressing room and a windowed wall. From your patio, enjoy tranquil distant pond views that are separated by lush lawns that sweep down to the waters edge. A country pied-a-terre.

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.

Privately nestled on 1.76 exceptional acres in a coveted Westover setting, 450 Westover Road is a sophisticated retreat offering remarkable privacy, scale, and timeless appeal. Surrounded by mature landscaping and serene natural beauty, the property's expansive grounds create a rare sense of seclusion while remaining just moments from town, schools, and commuting routes. Sunlit interiors, expansive entertaining spaces, and oversized windows create an airy elegance throughout, while refined architectural details add warmth and character at every turn. The stunning primary suite is a true sanctuary, featuring soaring vaulted ceilings and dramatic arched windows that flood the space with natural light while overlooking the picturesque surroundings. Generously scaled bedrooms, renovated baths, and flexible living areas offer both comfort and versatility for today's lifestyle. Complementing the main residence is a separate accessory structure with rich wood interiors and entertaining space, perfectly suited as a private studio, wellness retreat, home office, or guest escape. An exceptional offering combining privacy, sophistication, and extraordinary land in one of the area's most sought-after locations.

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 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

80 East Ridge Road - Deerfield Estate, Stamford, CT. Nestled in a prestigious North Stamford enclave, this residence sits on 1.16 landscaped acres, offering an extraordinary blend of architectural grandeur, absolute privacy, and effortless access to NYC. From the moment you arrive, the transformation is striking. 20 newly planted trees frame a re-landscaped garden - a lush sanctuary crossed by a serene private stream visible from inside the home. Step outside to 2 generous decks, a jacuzzi, a flower and vegetable garden, and an outdoor fireplace for gatherings. A four-season solarium completes this outdoor paradise. Inside, soaring ceilings, skylights, and oversized new windows flood every room with extraordinary natural light. The spectacular see-through fireplace anchors both the living room and family room, creating a warm, convivial heart to the home. The chef's kitchen features premium granite countertops, top appliances, and floor-to-ceiling sliders opening directly onto the deck. The primary suite is a true spa retreat: radiant heated flooring, an oversized walk-in shower, and double sinks. Three additional bedrooms and a fully finished basement - Murphy bed included, ideal as guest room or home office - complete the picture. 2-car garage with an EV outlet for your electric car, ample parking, full furniture package available. 5 minutes to Whole Foods and restaurants. 50 minutes to Manhattan by train or Merritt Prkwy. Turnkey. Luminous. Exceptional.

Sophisticated Living in Sought-After Heatherwood. Enjoy luxury, comfort, and privacy in this exceptional home in the highly desirable Heatherwood community. Surrounded by peaceful woodlands and featuring a clubhouse, pool, and tennis court, this residence offers a resort-style lifestyle in a convenient location. A dramatic two-story entry welcomes you with soaring ceilings, skylights, and walls of glass that fill the home with natural light. The spacious living room with fireplace and wet bar flows seamlessly into the formal dining room and four-season sunroom, where tranquil wooded views create a relaxing retreat. The custom kitchen features granite countertops, premium appliances, and a sunny breakfast area, perfect for enloying morning coffee. The main-level primary suite offers two walk-in closets, a private deck, and a beautifully renovated bath with dual vanities, soaking tub, separate shower, and private water closet. A den with custom built-ins and its own deck completes the first floor. Upstairs, two generous bedrooms share a Jack-and-Jill bath, while an expansive loft provides ideal space for a home office, library, or sitting area. A private deck leads to additional storage above the attached two-car garage. The walk-out lower level includes a spacious family room, fitness area, half bath, and abundant storage. Exterior maintenance is included, with shopping, dining, and commuter routes just minutes away.

Discover this distinctive Colonial, gracefully positioned on a quiet cul-de-sac with 2 acres of stunning natural beauty. From the moment you arrive, timeless elegance and thoughtful design welcome you home. Sun-filled grand rooms flow seamlessly throughout. The impressive living room captivates with a fireplace, gleaming hardwood floors, and a wall of windows. The gourmet kitchen is a true showpiece - granite counters, premium stainless appliances, and an oversized island perfect for entertaining. Step through French doors to your private deck and sparkling heated in-ground pool - outdoor living at its absolute finest. The primary suite is a sanctuary of its own - a private wing complete with a fireplace, personal gym, steam shower, jetted tub, and two oversized walk-in closets. Four generous upstairs bedrooms, including an en-suite second primary, accommodate family and guests beautifully. A main-level office and two powder rooms add everyday convenience. The finished lower level offers a mud room playroom, cedar closet, and exceptional storage - ideal for hobbies or a private workspace. A whole-house generator and EV charging hookup deliver the ultimate in modern luxury and peace of mind. Exceptional space. Exquisite details. Extraordinary value. This is the one you've been waiting for.

Exceptional custom-built 4 to 5 bedroom Colonial in desirable North Stamford! This impressive 4,644-square-foot residence welcomes you with a dramatic two-story entry hall and offers sophisticated living on a beautifully landscaped 1.1-acre lot. Four generous bedrooms and four full baths plus one half bath provide ample space for family and guests. A versatile bonus in-law suite over the three-car garage features convenient back stair access, perfect for multi-generational living or au pair accommodations. Plus 2200 square foot lower level with high ceilings is just waiting to be finished. Outdoor living is a dream with a level yard, expansive wood deck and patio with a heated in-ground pool-ideal for entertaining throughout the seasons. The prime North Stamford location offers tranquility and privacy while remaining just minutes from the Merritt Parkway for easy commuting. Experience the perfect balance of luxury, functionality, and location in this distinguished home.

Sun-Drenched Colonial on a Premier Cul-de-Sac - Move-In Ready & Beautifully Updated. Welcome home to this sun-filled retreat, thoughtfully updated with style and quality that today's discerning buyers demand. Tucked near the end of a quiet cul-de-sac in one of Stamford's most desirable neighborhoods, this home delivers the perfect blend of privacy, comfort, and convenience. Step inside to a gracious living room with rich hardwood floors and elegant crown molding, flowing seamlessly into an expansive dining room ideal for entertaining. Slide open the glass door to your private deck, overlooking a lush, level lawn framed by a charming stone wall. At the heart of it all is a stunning, newly renovated kitchen featuring crisp white cabinetry, luxurious quartzite countertops, and stainless steel appliances. A picture window frames serene views of the backyard, making everyday living feel like a retreat. The adjoining family room offers flexible space - now a playroom, but easily a media room, office, or den. Upstairs, you'll find four generously sized bedrooms and two beautifully renovated baths, including a spacious primary suite with a private bath. The finished lower level adds even more flexible living space, perfect for a playroom, home gym, or hobby studio. This meticulously maintained home checks every box - hardwood floors throughout, central air, city water and sewer, and abundant storage. Homes like this rarely last.

Beautifully designed & maintained, this stylish home is tucked away on a quiet street in Old Greenwich. An inviting front porch welcomes you into well appointed interiors featuring soaring 12 foot ceilings in the living/dining rooms, a fireplace, custom built-ins, and abundant natural light. A gourmet chef's kitchen outfitted with high-end appliances, quartz countertops & a generous center island. The family room/playroom just off the kitchen creates the perfect setting for everyday living. Upstairs offers a primary BR along with 3 additional BRs & 2 full baths. Enjoy entertaining on the back deck or around the stone fire pit all surrounded by mature landscaping. Fenced yard & finished garage. Ideally located close to town, beach & schools. Move right in & enjoy the best of Old Greenwich!

A rare opportunity in Greenwich to create your dream home on this .40-acre parcel ideally situated on a quiet cul-de-sac in a sought-after neighborhood. The property offers the ability to build a custom residence of just over 5,000 square feet and is being offered with full architectural plans and an approved demolition permit already in place, providing a streamlined path to construction. Residents enjoy access to the Millbrook Club grounds while benefiting from a location that offers both privacy and convenience, just moments from transportation, shopping, dining, and top-rated schools.

Experience luxury and easy effortless in this spectacular, masterfully updated home located in the highly desirable BelleFair community! Featuring a welcoming front porch and a dramatic two-story entry, this home shines with refinished hardwood floors across the first level and stairs. A stunning kitchen renovation boasts pristine marble countertops and ultra-luxury appliances (Sub-Zero fridge/wine cooler, Wolf cooktop/oven/microwave, Cove dishwasher). The sophisticated layout offers a seamless flow into the livingroom area, complete with a fireplace and soaring high ceilings. The main floor also features a convenient powder room and a sought-after first-floor primary suite. Renovated bathrooms on both floors are equipped with luxury Toto bidet toilets. The second floor offers 2 spacious bedrooms and a large livingroom/possible 4th bedroom. The fully finished walk-out lower level is an entertainer's dream with elegant marble floors, custom built-ins, a full bath, and a separate entrance. Outside, relax on the beautifully renovated deck. Enjoy total peace of mind with a newer roof (2024). Parking is incredibly convenient with a 2-car attached garage, 2-car driveway, and nearby guest parking. Experience resort-style living every day with BelleFair's indoor/outdoor pools, fitness center, indoor basketball court, playground, and dedicated train station shuttle! Enjoy luxury maintenance-free living! This is a Maintenance Included Home. HOA services include lawn care, snow removal, siding and roof repairs, clogged drains, shutter replacement, and painting of front door and garage trim. The property is vacant. Photos featuring furniture are virtually staged to help buyers envision the home's full potential.

This spectacular limestone French Manor estate sits on 10+ acres on Converse Lake with 100'+ of lakefront in exclusive Conyers Farm, a guard gated community and private security. Custom designed for the current owners by architect James Davis, this meticulous home features impressive attention to detail. The main & garden level of the home are ideal for entertaining with an oversized great room, music room, formal living and dining room with double-sided fireplace. Many rooms open onto the terraces overlooking the lake and pool. The master bedroom suite is comprised of 4 rooms; sleeping room, 2 sitting rooms with a balcony and luxurious onyx bath. The four finished floors of living space feature 8 bedrooms, 11 full baths, 2 powder rooms, a full gym, indoor half basketball court with NBA 3-point line, a steam room, home theatre and every modern amenity. The grounds include a heated pool & spa, golf green & playground. There is a separate pool kitchen with dining area and changing rooms.