An allée of majestic magnolia trees underplanted with sculpted boxwoods lines a white-pebble drive leading to one of Greenwich's most iconic Great Estates. Inspired by the grandeur of Newport's Gilded Age mansions and transformed through an extensive four-year renovation, this exceptional residence masterfully balances historic character with modern functionality. The result is a rare offering where architectural significance, luxurious comfort, and enchanting surroundings converge. Interiors designed by Mar Silver allow for entertaining on a grand scale or intimate family gatherings alike. Each room has been thoughtfully curated, revealing a new delight around every corner. The estate grounds, designed by renowned landscape architect, James Doyle, feature his signature European-inspired gardens, as well as a 3-bedroom guest house, and oversized swimming pool creating a private compound of extraordinary beauty and distinction. This remarkable property is located on prestigious Round Hill Road, only 10 mins to downtown Greenwich and 45 mins to Manhattan.
This timeless estate, situated in an exclusive private association moments from town, masterfully blends turn-of-the-century grandeur with 21st-century luxury. The main house was extensively renovated and expanded in 2006 by award-winning architects Austin Patterson Disston. It showcases grand-scale rooms, soaring ceilings, and impeccable millwork. In 2016 the current owners made it their own by adding a wine cellar and renovating the primary suite to the same outstanding standards. The main house features six ensuite bedrooms and 7.3 baths. The expansive primary suite is a true sanctuary, complete with private office, custom walk-in dressing room, and a large balcony overlooking the grounds. Outside, the property is an entertainer's dream, featuring lush gardens, mature flowering trees, stunning 2019 Shoreline over-sized pool with an integrated spa and automatic cover, extensive landscape lighting and built-in grill. Further updates in 2024 include repaved driveway, new roof on main house, and a chip and putt area. A charming carriage house adds nearly 800 square feet of versatile space, offering four-car garaging and a private one-bedroom apartment--perfect for guests or staff.
A rare opportunity in one of Greenwich's most coveted in-town settings, 21 Calhoun Drive combines the timeless presence and character of a classic Greenwich estate with exceptional privacy, generous scale and remarkable potential. Set amid mature landscaping on approximately 1.8 acres in a one-acre zone, the property offers nearly twice the typical lot size while remaining just moments from the heart of Greenwich. Inside, gracious entertaining rooms, comfortable everyday living spaces and distinctive architectural details create a home with warmth, character and a sense of permanence rarely replicated today. A newly renovated kitchen brings a fresh, modern sensibility to the residence and serves as a beautiful centerpiece for daily living and entertaining. A private wellness retreat, complete with an indoor pool and dedicated fitness space, brings resort-style amenities into the comfort and privacy of home. Beyond the main residence, the expansive grounds offer an exceptional opportunity to further enhance the estate. Fully permitted plans provide the option to add a Cottage, along with the potential for a pickleball or tennis court an increasingly rare offering this close to town. With its substantial acreage, established landscaping, private wellness amenities and extraordinary flexibility for the future, this is a unique opportunity to enjoy a private estate setting without sacrificing the convenience of in-town Greenwich living.
A rare opportunity to own an authentic Mid-Century Modern home set on 2 picturesque, private acres in a quiet sought-after neighborhood of Cos Cob. This contemporary residence presents endless possibilities--move right in or create your dream estate. One-level living showcases the timeless appeal with oak floors throughout, featuring soaring ceilings, expansive windows, and sun-drenched living spaces that seamlessly connect with the surrounding landscape. Nestled in complete privacy, this architectural gem is designed to bring the outdoors in. The dramatic living room is anchored by a wood-burning fireplace and opens to an expansive deck overlooking the tranquil backyard perfect for a pool! A truly special setting offering privacy.
A rare Shorehame Association lot with unobstructed Long Island Sound sight lines offered as an amazing opportunity to build new or reimagine the existing residence in one of Old Greenwich's most sought after waterfront settings. The .28 acre property sits within a private association that includes sandy beach access, a boat launch ramp for paddle boarding, kayaking and boating and a large communal waterfront lawn. The current home features a large living room with direct Sound views, a formal dining room, a kitchen and family room opening to a stone patio facing Long Island Sound, and a primary bedroom suite with private bath. Three additional bedrooms and full bath occupy the upper level, sharing the same water views. Gas heating, central air conditioning and an attached 2-car garage are in place. A beautiful and serene location in a private waterfront association, Long Island Sound views and steps to Tod's Point - all within minutes of the Old Greenwich train station, Old Greenwich shops and dining and schools.
Prime Park Avenue location - blending in town and mid country living! This 4-story elevated custom English Cotswold inspired home, designed with incredible thoughtfulness by GGArchitect, using superb materials that combine traditional construction and quality with a more modern open aesthetic. Spanning 9270 of beautiful finished space. Light filled interiors opening to a flat and expansive west exposure rear yard and Gunite heated pool. Large stylish open plan kitchen connects to family area with soaring ceiling height and dramatic fireplace. Exceptional custom millwork throughout combined with excellent coordinated choices on stone, hardware, wide plank oak engineered flooring, and high-end appliances by SubZero, Wolff and Miele. All stone floors are radiant heated through the entire house. Elegant stairway leads to the second floor featuring an exceptional primary suite and 3 further guest / family suites, plus bonus space for an office / kids or future bedroom already roughed out for an ensuite bathroom. Finished third floor has 5th bed / bath and flexible space for work / play or another bedroom option. Lower level with extra ceiling height features a rec room, 6th bedroom suite, gym with infrared sauna, wine room, pre-wired media / golf sim room plus bonus room for future second laundry / spa or project room Generator, auto pool cover and heated 3 car garage, HEPA Air filtering - see spec sheet for list. Discover why Park Ave is a coveted place to call home with close proximity to Greenwich Ave, restaurants, public and private schools, while enjoying the peace and quiet of mid country. This is the custom home that will save you 2+ years of planning and execution.
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. 61 CENTER DRIVE IS ACTIVE AND AVAILABLE. THE UNDER CONTRACT STATUS DISPLAYED BRIEFLY WAS AN ADMINISTRATIVE ERROR. PLEASE REACH OUT FOR SHOWINGS.
The best of brand-new living! Set on 1.4+ beautifully level acres in Greenwich's coveted Bailiwick Association, this 5,400+ SF custom transitional Colonial offers exceptional craftsmanship, extraordinary natural light and the ease of move-in-ready living. A welcoming front porch opens to a dramatic double-height foyer, while elegant living and dining rooms feature custom millwork, soaring ceilings and walls of sliding glass doors leading to expansive decks and patios. At the heart of the home, a stunning chef's kitchen with double islands, Sub-Zero and Wolf appliances, and a butler's pantry opens to a sun-filled vaulted breakfast area and family room. A first-floor ensuite bedroom with deck access, mudroom and two powder rooms complete the main level. Upstairs, the luxurious primary suite features vaulted ceilings, a gas fireplace, two walk-in closets and a marble bath with double vanities and an oversized rainfall shower. Four additional bedrooms, three full baths, an office, sitting area and laundry complete the second floor and the oversized three-car garage with room for lifts and additional parking. Minutes from Glenville and approximately 10 minutes to Greenwich Avenue and the train, this is a rare opportunity to enjoy brand-new living in a sought-after community!
AVENUE TERRACE -- Sophisticated downtown Greenwich living in a private six-home enclave just minutes from Greenwich Avenue and Metro-North. 25B Woodland Drive blends modern farmhouse character with refined contemporary style in a bright, beautifully designed townhouse residence. Southern exposure and abundant windows fill the open-concept main level with natural light. Hardwood floors, a welcoming fireplace and custom oak stair railings add warmth and architectural character throughout. The luxurious primary suite encompasses the entire second floor, creating an exceptional private retreat with an expansive walk-in closet/dressing room, separate sitting room or home office, and sumptuous primary bath. The third level offers a bedroom, office or guest suite with en-suite bath. The finished lower level provides additional flexible bedroom, guest or work-from-home space with its own full bath. A private fenced terrace creates a peaceful outdoor retreat in the heart of downtown Greenwich. Enjoy the rare combination of privacy and in-town convenience - a four minute's stroll to Greenwich Avenue's shopping, dining and Metro-North, with direct service to New York.
Reimagined and fully renovated light-filled top floor pied-à-terre offers an unparalleled atmosphere of effortless luxury and tranquil living. Defined by an uncompromising eye for detail, the turnkey interior embodies understated elegance with long plank white oak floors, custom millwork, handcrafted hardware, and designer touches. Bespoke chef's kitchen with Viking, Miele, and Fisher & Paykel appliances. Quartz-clad waterfall island with ample seating opens into dining room and spacious living room, ideal for entertaining. Home office alcove can be reimagined as a guest space. Serene primary suite boasts two custom closets and deluxe full bath with radiant floors. Near Greenwich Ave. with private balcony, 24/7 concierge, and deeded garage parking in prestigious Town & Country.
Completely reimagined and expanded to nearly twice its original footprint, this exceptional Riverside residence is the result of a meticulous gut renovation by Abode Interiors NYC, where sophisticated design meets effortless modern living. Graceful arches, soaring 9- and 10-foot cathedral ceilings, wide-plank Brazilian oak floors and a marble fireplace establish a refined architectural language, while all-new windows bathe the interiors in natural light. At the heart of the home, an Architectural Digest-worthy custom kitchen pairs Calacatta Gold marble, quartz countertops, Bosch appliances and bespoke millwork with an expansive eat-in peninsula. The adjoining dining area opens through dramatic 12-foot sliding doors to an oversized deck, creating a seamless connection between indoor and outdoor entertaining. A light-filled, lofted family room offers a striking second living space, while the privately positioned primary suite is a serene retreat with a custom-designed dressing room and spa-inspired bath featuring a freestanding soaking tub, oversized shower and double vanity. Five bedrooms thoughtfully arranged across separate levels provide exceptional privacy and flexibility.
Brand new construction in Cos Cob features four finished levels and an abundance of natural light. The main level offers an inviting open-concept kitchen, breakfast area, and family room, leading to a private deck and backyard, extending the living space outdoors. Glass walls along the staircase create a striking architectural detail while allowing light to flow through the home. The luxurious primary suite features a spa-like bath and custom walk-in closet with beautifully designed built-ins. Two additional bedrooms and a full bath complete the second level, with an optional connection for a stackable washer and dryer in the hall closet. The third floor offers a spacious bedroom, full bath, and versatile bonus space ideal for a playroom or office. The finished lower level provides a private office with custom cabinetry, second family room with wet bar, and full bath. Finished carport accommodates one car and would make a great party room. Set on a residential street, the property offers an ideal balance of privacy and convenience, with an easy route to North Mianus and Eastern schools, local shops, restaurants, parks, and the train station.
Beautifully positioned within the sought-after Greenwich Hills community, this elegant townhouse offers a rare combination of privacy, space and effortless Greenwich living. Light-filled interiors unfold through graciously scaled living and entertaining spaces, complemented by two bedrooms and a seamless connection to the outdoors. Thoughtfully designed for both comfort and ease, the residence enjoys a tranquil setting within an established enclave just moments from downtown Greenwich, exceptional dining, shopping, schools and transportation. A sophisticated opportunity offering the ease of townhouse living in one of Greenwich's most desirable locations. HOA $598 Greenwich Hills Association common charges per month and $256 Greenwich Hills Tax District per month.
Rich with classic character this 1918 Colonial sits on one of the most coveted streets in Old Greenwich. With an expansive 3,670 square feet, this charm filled home pairs timeless architectural details. A quintessential wide wraparound front porch greets you, opening into a spacious entry hall that connects the formal living room with high ceilings and into the warm flexible layout., coffered ceiling in the dining room and inviting family room with elevated half cathedral ceiling and skylights. At the center of the home, the family kitchen offers informal dining, a built in family office space and casual seating area, all flowing effortlessly onto an expansive back deck and stone patio. The Perfect private space for indoor-outdoor entertaining and to escape the day. The second floor hosts four light-filled bedrooms and a full bath, while the third level provides a private fifth bedroom suite with its own bath. Set on a .3 acre lot backing up to the scenic grounds of Innis Arden Golf Club, the property offers exceptional privacy. Unbeatable coastal lifestyle offering. Work in NYC? it's a 7 minute walk to the Old Greenwich Train Station or 2 minute drive. Effortless stroll to the village, local favorite King's Market, Binney Park and the seasonal outdoor concert series, living at 14 Highview, including short 9 minute bike ride to Tod's Point beach. Location is everything, start your next chapter of your story here in the heart of Old Greenwich at 14 Highview Avenue!
Welcome home to this beautifully refreshed, 2-bedroom corner townhouse condo nestled in a highly sought-after, well-maintained complex. Boasting low common charges and an unbeatable location, this townhouse condo offers the perfect blend of coastal living and commuter convenience. Features an extra office/den, easily customizable as a possible 3rd bedroom or remote workspace. Anchor your evenings around the warm, inviting fireplace. Enjoy enhanced privacy and extra windows that flood the home with natural light. Bonus rear private deck. Located just moments from Byram Park, granting you easy access to a sandy beach, sparkling community pool, marina, boat club, and playground.
A Greenwich classic, this distinguished five-bedroom residence combines timeless architecture, exceptional craftsmanship, and grand-scale rooms designed for both entertaining and everyday living. Perched high above sweeping, beautifully landscaped grounds, the home enjoys a commanding setting with privacy, mature plantings, and expansive westerly views across the property. A slate roof, custom millwork, multiple fireplaces, and graciously proportioned interiors further reflect the home's enduring character. Elegant formal living and dining rooms are complemented by a Christopher Peacock kitchen with adjoining breakfast room, a comfortable family room, and a library or private office. Upstairs, the spacious primary suite is joined by three additional bedrooms, two of which are en suite. A fifth bedroom and flexible living space on the lower level provide additional accommodations. Expansive terraces extend the living spaces outdoors, overlooking the sweeping grounds and putting green, while a circular drive creates an impressive approach. A rare combination of scale, privacy, and setting, just minutes from central Greenwich.
Chilston Court, offering two-bedroom homes to penthouses. Designed by Robert A.M. Stern Architects with interiors by Bryan O'Sullivan Studio. Amenities include 24/7 Concierge, landscaped courtyard, indoor parking, full wellness area, and multiple resident lounges. Occupancy anticipated to start 11/2028. Taxes estimated and projected for the first year of operation. Floor plans and renderings are artists' conceptions and are not intended to be an actual depiction of the home. All photos shown are renderings and not actual photography. Dimensions and plans are approximate and are subject to variation. This is not an offer. The offering terms are in the Purchase Agreement, Public Offering Statement and Community Documents that will be available from the Declarant, Mason Street Partners LLC
Chilston Court, offering two-bedroom homes to penthouses. Designed by Robert A.M. Stern Architects with interiors by Bryan O'Sullivan Studio. Amenities include 24/7 Concierge, landscaped courtyard, indoor parking, full wellness area, and multiple resident lounges. Occupancy anticipated to start 11/2028. Taxes estimated and projected for the first year of operation. Floor plans and renderings are artists' conceptions and are not intended to be an actual depiction of the home. All photos shown are renderings and not actual photography. Dimensions and plans are approximate and are subject to variation. This is not an offer. The offering terms are in the Purchase Agreement, Public Offering Statement and Community Documents that will be available from the Declarant, Mason Street Partners LLC
Beautifully renovated 3-bedroom, 2½-bath townhouse close to downtown Greenwich, completely updated during 2025/2026. The thoughtfully renovated interior features a new kitchen, updated baths, new windows and doors, custom cabinetry and closets, refinished hardwood floors, new carpeting, updated lighting, new A/C systems, and fresh paint throughout. Enjoy a private courtyard and patio, perfect for outdoor entertaining and relaxation. Heat, hot water, and property taxes are included in the HOA fee. Move-in ready and ideally located near Greenwich's shops, restaurants, train station, and amenities.
Thoughtfully constructed 2BR, 3BA condo offering 1,428 sf of low-maintenance living with 9' ceilings in the desirable Cos Cob neighborhood of Greenwich, CT. The well-appointed kitchen features stainless-steel appliances, stone countertops, breakfast bar and adjacent dining area. The inviting living room with gas fireplace opens to a balcony. Both bedrooms are en-suite; the Primary suite features a separate shower, whirlpool tub and balcony. Fabulous custom closets provide exceptional storage, while 2nd-floor laundry adds everyday convenience. A true highlight is the expansive mahogany deck with built-in benches, ideal for dining, entertaining or simply enjoying the outdoors. Less than 5 minutes to Cos Cob's shops, restaurants, waterfront, parks, schools and Metro-North train station.
Beautifully renovated and move-in ready. This turnkey 3-bedroom, 2.5-bath home is set in a desirable Cos Cob neighborhood and offers four finished levels of comfortable, flexible living space. Updates include an all-new kitchen, renovated bathrooms, new appliances, and new heating and cooling systems. The home also features a 1-car garage, fenced-in yard, patio, and additional outdoor space for relaxing and entertaining. Conveniently located close to Bible Street Park and Montgomery Pinetum Park, with Cos Cob Elementary School, Central Middle School, and downtown Cos Cob all within walking distance. A thoughtfully updated home offering modern finishes, great outdoor space, and an excellent Cos Cob location.
Experience luxury living in this beautifully appointed townhouse offering nearly 3,000 square feet across four finished levels. The main level features 9-foot ceilings, hardwood floors, custom wainscoting and a spacious living room with gas fireplace. The high-end chef's kitchen features custom white cabinetry, quartzite countertops, Thermador appliances including a 6-burner dual-fuel range, refrigerator, wine cooler and microwave, plus an oversized island with seating for 3-4. Sliders open to the yard and bluestone patio for easy indoor/outdoor living. Upstairs, the primary suite features a walk-in closet and luxurious Carrera marble bath with radiant heated floors, freestanding soaking tub, double vanity and oversized shower. Two additional bedrooms, a full bath with heated floors and LG washer and dryer complete the second level. The third floor offers two additional rooms and a half bath, ideal for a home office, playroom or den. The finished lower level provides even more flexible living space with a full bath with radiant heated floors and additional storage. Additional features include Lutron lighting, separate climate zones on each floor, Ring alarm system, hardwood floors throughout the first three levels, an attached one-car garage and one assigned parking space and low common fees. A beautifully designed home offering exceptional space, high-end finishes and flexible living in a truly move-in-ready package.
Condo Alernative This home has old world charm updated in 2017. Mini split units in every room cooling and heat. Home is heated with gas. Arch doorways that add fine detail. Crown molding in dining and living room. Updated kitchen adjacent to dining area. Powder room with washer and dryer. Second level boast 2 bedrooms and 2 full bathrooms. Spacious 3rd floor bedroom. Hardwood flooring throughout home. Full size basement. Front porch for outdoor enjoyment.
A rare opportunity to create your own private retreat, this beautifully reimagined 6-bedroom, 4 full and 1 half bath home offers nearly 3,000 square feet of versatile living on a peaceful, private 0.33-acre lot in desirable Greenwich. A standout feature is the exceptionally large, fully renovated attic, offering expansive bonus space ideal for a home office, studio, gym, playroom, media room, or additional living area. Outside, the generous yard space alongside the driveway offers exciting potential for a swimming pool, outdoor kitchen, or expanded entertaining area. Thoughtfully expanded and extensively updated, the home blends modern comfort with timeless appeal. The main level features 4 bedrooms, 2.5 baths, a welcoming living room, and a spacious family room with vaulted ceilings and exposed beams. The luxurious primary bath includes a jetted soaking tub, heated floors, and solar-powered skylight. The walkout lower level adds exceptional flexibility with 2 additional bedrooms, 2 full baths, a large recreation room, and mudroom-ideal for an in-law suite, au pair, guest quarters, home office, or multi-generational living. With abundant space, a remarkable renovated attic, private grounds, and exciting outdoor potential, this move-in-ready home offers flexibility and the opportunity to make it truly your own.
Ready to Build YOUR Dream Home with YOUR design ideas & permits in Greenwich's Golden Triangle. This 2.3-acre property/land for a discerning buyer who values beauty, time and predictability. Shovel-Ready with custom architectural work by award-winning Saniee Architects. Full municipal approvals in place for your 10,000 square-foot residence -- save a year typically spent navigating architectural development, design review, and the uncertainty of the approval process- NO ARCHITECTURAL RESTRICTIONS. Spectacular privacy currently hidden by existing house. Architectural design freedom -- no style restrictions, no compromises in approved footprint - bring YOUR design vision to life without regulatory uncertainty, nor delay. Top, prestigious, beautiful land in one of Greenwich's top locations.
Greenwich is located in Connecticut. Greenwich, Connecticut has a population of 63,455. Greenwich is more family-centric than the surrounding county with 40.75% of the households containing married families with children. The county average for households married with children is 34.39%.
The median household income in Greenwich, Connecticut is $180,447. The median household income for the surrounding county is $101,194 compared to the national median of $69,021. The median age of people living in Greenwich is 42.9 years.
The average high temperature in July is 83.9 degrees, with an average low temperature in January of 21.2 degrees. The average rainfall is approximately 50.9 inches per year, with 29.8 inches of snow per year.
