Sotheby's International Realty - Greenwich Brokerage
One Pickwick Plaza, 06830 Greenwich (United States)
Listings of the agency
Listings for sale: 1 to 20 / 63
- 29
House Greenwich (United States)
Tucked within the secluded Indian Point Association, this 1.55-acre waterfront sanctuary in coveted Riverside invites you to imagine the lifestyle that you have always wanted. From its sweeping southwestern vantage point, the property opens to mesmerizing views of Long Island Sound-a living canvas that shifts with every season, every tide, every change of light. A charming 1949 built house sits on the site: 5 beds/3.1 baths, 4,324 sq ft renovated in 2013, with abundant light throughout. New elevation certificate and survey marking septic and wetlands. First floor bed/bath and family room are actually up about 6 steps from the first floor, off the kitchen. Mudroom/laundry room and garage are about 6 steps down from the kitchen. Or you can build the home that you have always dreamed of!
…$5,600,0005bedrooms4bathroomsland 6,273m²By Sotheby's International Realty - Greenwich Brokerage
- 8
Land Greenwich (United States)
Tucked within the secluded Indian Point Association, this 1.55-acre waterfront sanctuary in coveted Riverside invites you to imagine the home you've always wanted. From its sweeping southwestern vantage point, the property opens to mesmerizing views of long Island Sound- a living canvas that shifts with every season, every tide, every change of light. A 4,324 sq ft home sits on the site. New elevation certificate and survey marking wetlands and septic is attached. Buyers need to do their due diligence.
…$5,600,0006,273m²By Sotheby's International Realty - Greenwich Brokerage
- 32Video
House with pool Greenwich (United States)
Welcome to one of Round Hill's most treasured historic properties. Originally established in 1795 as the community's first schoolhouse and later transformed into a picturesque mid-19th century center hall Colonial, this remarkable home is located within the Round Hill Historic District. Perched high on 4.6 fully fenced acres, the property enjoys broad western exposures and magnificent sunsets. The 5-bedroom main residence blends period character with modern comfort and is complemented by a separate garage cottage. Wide plank floors, sweeping lawns, mature landscaping, vegetable and flower gardens, a swimming pool, and enduring architectural details create a quintessential Greenwich country setting and a rare opportunity to own an authentic piece of local history.
…$4,595,0005bedrooms4bathroomsland 1.9haBy Sotheby's International Realty - Greenwich Brokerage
- 22
House Old Greenwich (United States)
Positioned along the crest of the hill to capture southern exposure and serene treetop views, this mid-century residence was thoughtfully designed by noted architect Walther Prokosch as his family home. Prokosch is perhaps best known as one of the architects behind the iconic JFK Pan Am Terminal, and his vision is evident throughout this distinctive property. The vaulted living and dining room is wrapped in walls of glass, flooding the interiors with natural light and creating a seamless connection to the surrounding landscape.The updated galley kitchen features modern appliances, a built-in banquet and sliders opening to a bluestone terrace, providing effortless indoor-outdoor living and entertaining. A private first-floor primary suite opens directly to the gardens, while additional first-floor rooms, ideal as bedrooms or home offices, share a full bath. The second floor offers two spacious double bedrooms and an additional full bath, creating a private retreat for family or guests. Mature natural gardens frame the property, enhancing the sense of privacy and tranquility. Set on an oversized .41-acre lot in an R-7 zone and only steps to Old Greenwich's parks, library, train, and village amenities. A rare opportunity to own an architecturally significant Mid-Century Modern home in one of Old Greenwich's most coveted neighborhoods.
…$1,895,0004bedrooms3bathroomsland 1,659m²By Sotheby's International Realty - Greenwich Brokerage
- 43Video
House with pool Westport (United States)
Panoramic vistas of Long Island Sound extend from this gated, resort-style estate. Designed to maximize its spectacular waterfront setting, the east-facing main house takes in the coastal views from walls of windows, French doors, and private balconies. Effortless indoor-outdoor flow defines the main level, where a charming screened-in porch and awning-covered veranda overlook a Gunite pool with spa. Perfect for summer entertaining, the backyard terrace offers a bar with built-in barbecue and a sitting area with firepit by the pool. Beyond the manicured lawn, the 168-ft seawall leads to an 80-ft pier and 20-ft private dock. Secluded outdoor shower with exterior access powder room. Separate 2-bedroom guest cottage with kitchen, laundry and one-car attached garage. Full house generator.
…$14,900,0005bedrooms8bathroomsland 5,463m²By Sotheby's International Realty - Greenwich Brokerage
- 7
House with pool and terrace Greenwich (United States)
DEER PARK WOODSIDE: This distinguished 1930's brick Georgian is set on a serene, oversized lot within Deer Park Association, embodying the timeless architectural presence of a classic pre-war brick manor. Originally designed as an elegant six-bedroom, six-bath residence, the home offers an exciting opportunity to be reimagined for its next chapter. The exceptional grounds unfold across expansive, manicured lawns with desirable western exposure, framed by stone walls, mature trees, and a pool. Completing the estate is a three-bedroom cottage, providing additional flexibility. Ideally serviced by public gas, water, and sewer allowing for ease of development. Perfectly positioned near schools, clubs, houses of worship, and Greenwich Avenue. Lot is 2.02 acres in RA-1. FAR = 11,878+/-
…$9,350,0006bedrooms8bathroomsland 8,175m²By Sotheby's International Realty - Greenwich Brokerage
- Contract pending47Video
House with pool Cos Cob (United States)
Picture-perfect and impeccably maintained, this stunning 5-bedroom, 3.5-bath home offers exceptional flow, generous scale, and timeless appeal in one of the area's most sought-after neighborhoods. Sun-filled interiors feature spacious living and entertaining rooms, an inviting layout, guest room and private office. The finished lower level provides excellent additional space for recreation, fitness, media, or play. Set on a spectacular level property, the private backyard is a true retreat with a sparkling pool and expansive lawn for entertaining and outdoor enjoyment. Ideally located in the coveted North Mianus and Eastern school districts and just minutes from Country Day School, this is a rare opportunity to enjoy comfort, style, and convenience in an outstanding location.
…$3,125,0005bedrooms5bathroomsland 4,087m²By Sotheby's International Realty - Greenwich Brokerage
- 50Video
House with pool and terrace Greenwich (United States)
Coming Soon - Privately tucked away at the end of a tranquil lane in prestigious Mid-Country Greenwich, this custom-built stone manor is a rare offering of timeless architecture, exceptional craftsmanship, and resort-like amenities. Encompassing more than 11,373 square feet and set upon 3.2 exquisitely landscaped level acres, the estate is surrounded by sweeping lawns, mature specimen plantings, and beautifully curated gardens that create an atmosphere of complete serenity and privacy. Designed for both grand-scale entertaining and comfortable family living, the residence features six bedrooms, eight bathrooms, and elegant interiors defined by high ceilings, abundant natural light, and refined architectural detailing. The main level boasts impressive 11-foot ceilings, gracious formal and informal rooms, a gourmet kitchen and oversized windows framing picturesque views of the grounds, pool, pool house and cottage with kitchen. The second floor, with 10-foot ceilings, is highlighted by an extraordinary primary suite offering a private sitting room, dual spa-inspired bathrooms, and two generous walk-in dressing rooms and a home office. Four additional en-suite bedrooms and a spacious laundry room complete this level. The thoughtfully designed lower level provides exceptional recreational and lifestyle spaces, including a guest bedroom and bathroom, family room, media room, fitness center, powder room, and additional space perfectly suited for the creation of a world-class wine cellar. The estate's outdoor amenities rival those of a private resort. A charming stone pool house with soaring ceilings, a fireplace, inviting living and dining areas, a kitchenette, changing room, and a full bathroom overlooks the spectacular 30' x 60' swimming pool and spa. Completing the compound is a beautifully appointed 1,500-square-foot guest house with two bedrooms, one full and one half bathroom, living room with fireplace, dining area, kitchen, office and an attached two-car garage, providing luxurious accommodations for extended family and guests. Offering an unparalleled combination of privacy, scale, and sophistication in one of Greenwich's most coveted locations, this exceptional estate represents the very best of country estate living just moments from town, schools, and commuter access.
…$13,495,0006bedrooms10bathroomsland 1.3haBy Sotheby's International Realty - Greenwich Brokerage
- Contract pending28
House Old Greenwich (United States)
Charming stone-front Shore Colonial ideally located south of Old Greenwich Village and on a quiet corner lot along desirable Ballwood Rd. This classically designed home offers 3 levels of relaxed, coastal living, featuring an open-concept kitchen and family room with expansive windows and doors that lead to a level, fenced backyard.Enjoy seamless indoor-outdoor entertaining with a large stone terrace and deck. The flexible floor plan includes options for a playroom or home office, a formal dining room, and an oversized living room with a fireplace.With 5 bdrms and 4.5 baths, there is ample space for family and guests. A detached two-car garage includes stairs to a full second floor space (390+ sq ft) ready to be finished to suit a variety of needs. Steps to the beach, schools and train.
…$4,175,0005bedrooms5bathroomsland 1,174m²By Sotheby's International Realty - Greenwich Brokerage
- 37Video
House with pool and garden Greenwich (United States)
Beautifully picturesque, a long, shared drive leads to the 1920 stone manor sitting high on park-like grounds bordered by 29 acres of wooded conservation land. Renovated and expanded, this warmly inviting residence offers 10,664± square feet with six bedrooms, six full and two half baths, plus eight fireplaces. Above the three-bay detached garage is a renovated two-bedroom, 903-square-foot apartment with full kitchen and laundry. Leafy views from every room overlook the enchanting landscape. There is a pool with spa, fenced vegetable garden and fenced chicken coop. With so many aspects of special distinction, this is a wonderfully unique compound that captures the feel of the English countryside in a tranquil mid-country location. Includes legally permitted medical office.
…$9,750,0006bedrooms8bathroomsland 1.2haBy Sotheby's International Realty - Greenwich Brokerage
- 37
House with pool and terrace Greenwich (United States)
An approximately 8,000 SF Connecticut Colonial on more than seven acres in mid-country Greenwich, on one of the town's most established addresses. Seven bedrooms, eight fireplaces, a formal dining room, and a slate-tile roof -- a 1923 residence with period character on a scale of grounds increasingly rare in mid-country. A long private drive rises from the road, with the land revealing itself gradually: a nearly one-acre pond at the back of the property, a swimming pool, tennis court, two-bedroom guest cottage, and a detached three-car garage. The amenity stack -- pond, pool, tennis, cottage, garage -- is essentially irreplaceable on a single Greenwich parcel and reflects six decades of stewardship by one family. This is part of the four-parcel Spring Farms at Round Hill assemblage, brought to market for the after sixty years in one family. For buyers also considering renovation, expansion, or longer-term redevelopment, Workshop/APD -- leading architecture and interior design firm -- and Davis Chase Homes are available to design and build on the buyer's timeline. See the full Spring Farms at Round Hill brochure for context on the broader collection: https://issuu.com/workshopapd/docs/rhg_marketing_brochure
…$13,950,0007bedrooms7bathroomsland 2.9haBy Sotheby's International Realty - Greenwich Brokerage
- 14
House with pool Cos Cob (United States)
Tucked away in the heart of Cos Cob, this spacious 3-bedroom, 2-bath home offers an incredible opportunity to enjoy convenience, comfort, and potential in one of Greenwich's most desirable neighborhoods. Featuring approximately 2,400 sq ft of living space, this 1966 built residence is ideally located within close distance to schools, shops, and metro-north for an easy commute to New York City. Inside, the home offers generously sized rooms throughout, including a large eat-in kitchen with access to the oversize deck, expansive living and dining rooms, and a substantial lower-level family room, with fireplace, perfect for entertaining, recreation or flexible living space. Step outside to enjoy the inground pool and private backyard setting - ideal for summer enjoyment. Being sold as-is, this property presents a wonderful opportunity to update, customize or simply enjoy as it is a prime Cos Cob location.
…$1,495,0003bedrooms2bathroomsland 769m²By Sotheby's International Realty - Greenwich Brokerage
- 5
Land Greenwich (United States)
Three-plus acres — a two-plus-acre homesite in a proper clearing with an additional private wooded acre beyond, giving the property a genuine sense of privacy and retreat. Woodland borders rather than encloses, with a gently moving creek running along the back and a private trail through the trees. Complete feasibility studies in hand — septic, perc, drainage, setbacks, and house siting — with town water and town electrical at the street. The conceptual vision is an 8,000–10,000 SF residence with 6–7 bedrooms, 7–8 bathrooms, swimming pool, and a full wellness suite — sauna, steam, cold plunge, gym — composed around the land's quiet nature. Workshop/APD — leading architecture and interior design firm — available to evolve the conceptual direction into your custom home. Davis Chase Homes, developer of the parcel, available as builder. Part of Spring Farms at Round Hill — four parcels, sixty years in one family, available individually or in combination. View the full brochure: https://issuu.com/workshopapd/docs/rhg_marketing_brochure
…$5,950,00012,667m²By Sotheby's International Realty - Greenwich Brokerage
- 5
Land Greenwich (United States)
A two-plus-acre parcel at the corner of Sheffield Way and Lismore Lane, on an especially quiet stretch of mid-country Greenwich - a street where it is easy to enjoy the outdoors. Old stone walls and a root cellar on the land are enduring features that tie the parcel to its own history. Complete feasibility studies in hand -septic, perc, drainage, setbacks, and house siting - with town water and town electrical at the street. The conceptual vision is an 8,000-10,000 SF residence with 6-7 bedrooms, 7-8 bathrooms, built around daily family rhythm: an oversized kitchen island as the daily center, an outdoor kitchen, and a covered porch opening to the yard and pool. Workshop/APD - leading architecture and interior design firm - available to evolve the conceptual direction into your custom home. Davis Chase Homes, developer of the parcel, available as builder. Part of Spring Farms at Round Hill -- four parcels, sixty years in one family, available individually or in combination. View the full brochure: https://issuu.com/workshopapd/docs/rhg_marketing_brochure
…$4,950,0008,539m²By Sotheby's International Realty - Greenwich Brokerage
- 5
Land Greenwich (United States)
A nearly two-and-a-half-acre parcel occupying the former gardens of the original Round Hill estate — elevated, set back from the street, with a gently moving creek along the back and a generous flat building envelope. Pecksland is a distinguished Greenwich address, and the parcel's history as the estate's former gardens gives the site a cultivated character before a new home is even built. Complete feasibility studies in hand — septic, perc, drainage, setbacks, and house siting — with town water and town electrical at the street. The conceptual vision is an 8,000–10,000 SF residence with 6–7 bedrooms, 7–8 bathrooms, and a swimming pool — classical in composition, modern in execution. Workshop/APD — leading architecture and interior design firm — available to evolve the conceptual direction into your custom home. Davis Chase Homes, developer of the parcel, available as builder. Part of Spring Farms at Round Hill — four parcels, sixty years in one family, available individually or in combination. Particularly compelling paired with 122 Round Hill Road for a nearly ten-acre holding with a dedicated secondary residence. View the full brochure: https://issuu.com/workshopapd/docs/rhg_marketing_brochure
…$5,450,0009,996m²By Sotheby's International Realty - Greenwich Brokerage
- 15
Land Greenwich (United States)
Seven-plus acres on Round Hill Road, brought to market after six decades in one family. An existing approximately 8,000 SF Connecticut Colonial sits on the parcel -- livable today and easily occupied during the planning and entitlement phase. Additional improvements include a nearly one-acre pond at the back of the property, a resort-style pool, tennis court, two-bedroom guest cottage, and detached three-car garage - an amenity base most large parcels never have. Complete feasibility studies in hand - septic, perc, drainage, setbacks, and house siting - with town water and town electrical at the street. The conceptual vision is a pavilion-style Greenwich compound of 12,000-14,000 SF, 7-9 bedrooms, and 9-12 bathrooms -main residence, pool pavilion, guest cottage, and garage sited across the parcel, rather than a single monolithic house. A long private drive rises from the road, the land revealing itself gradually. Workshop/APD -- leading architecture and interior design firm -- available to evolve the conceptual direction into your custom home. Davis Chase Homes, developer of the parcel, available as builder. This is the flagship of Spring Farms at Round Hill -- four parcels available individually or in combination. Particularly compelling paired with 1 Pecksland Road for a nearly ten-acre holding with a dedicated secondary residence, or with 6 Sheffield Way for a generational estate with the pond as a shared central feature. View the full brochure: https://issuu.com/workshopapd/docs/rhg_marketing_brochure
…$13,950,00029,137m²By Sotheby's International Realty - Greenwich Brokerage
- 34Video
House with pool Greenwich (United States)
Privately set on more than 6 extraordinary acres within the prestigious Khakum Wood Association, this award-winning estate offers distinction, privacy, and architectural excellence in an A+ location. Clad in limestone, fieldstone, and stucco and crowned by a graduated slate roof, the residence is defined by timeless elegance and exceptional quality. Bright interiors feature soaring ceilings, imported natural materials, and superb craftsmanship throughout, while a modern floor plan is designed for both entertaining and daily living. Stone terraces on every level overlook sweeping level lawns. Complete with a separate apartment for guests or staff, 7 garage bays, pool, and bocce court, this is unlike anything else on the market.
…$17,995,0007bedrooms10bathroomsland 2.5haBy Sotheby's International Realty - Greenwich Brokerage
- 22
House Greenwich (United States)
Serene & Private Escape. With a trending modern sensibility, this light-filled residence showcases oversized windows and doors, and soaring ceilings throughout the home. Designed for one-level living, the layout features 3 bedrooms, 2.5 baths with more potential, and a generous primary overlooking tranquil woodland views. A fireplace anchors the living room, while a sun-drenched south-facing kitchen and dining room, along with a gracious reception hall, create a nice open flow for living and entertaining. Set along a private lane just minutes from schools, shops, downtown Greenwich, and NYC express trains. Extras: Central AC, town water, and a 2-car garage. The owner is working on obtaining the 4-bedroom septic approval.
…$2,149,0003bedrooms3bathroomsland 4,330m²By Sotheby's International Realty - Greenwich Brokerage
- 50Video
House with pool and garden Riverside (United States)
Perched in timeless elegance atop an expansive 2.91-acre gated peninsula, with best-in-class views of the Manhattan skyline and the shimmering Long Island Sound, Cedar Cliff is a Mediterranean villa of unrivaled pedigree and commanding presence. Privately situated along a secluded road within Riverside’s prestigious Indian Head Association, this storied property occupies the historic grounds of railroad magnate Henry Francis Shoemaker’s former compound—a Gilded Age legacy that later served as the backdrop for the iconic Cedar Cliff Beach Club of the 1920s. The estate bears the name Shoemaker originally gave his villa, ‘Cedar Cliff’—a designation that eventually defined the very road on which it stands today. Elevated high above the flood zone and offering 1,250 +/- feet of direct water frontage, the property unfolds with extraordinary scale and privacy. A sweeping, manicured lawn rolls gracefully toward the shoreline, creating a striking foreground to the panoramic coastal vistas and an exceptional setting for grand-scale entertaining. Each of the eight oversized bedrooms is oriented to capture breathtaking water views, while interiors blend the romance of pre-war craftsmanship with modern refinement—soaring ceilings, intricate millwork, antique wood floors, a three-level elevator and a professional recording studio. The East Wing, constructed in the early 2000s, introduces a new dimension of contemporary luxury, anchored by a sophisticated primary suite and complemented by a custom office, wine cellar, and private theater capable of accommodating up to twenty guests. The grounds rival those of a world-class private resort. A substantial stone pier and deep-water dock provide immediate access to open water, while a seaside tennis court with pergola and lighting offers championship-level play. At the water’s edge, a pool and spa are paired with a fully realized cabana featuring a fitness center, kitchenette, full bathroom and changing rooms. Sculpted into the eastern landscape, a series of stone terraces with a bluestone bar directly overlook Greenwich Cove and the vast protected expanse of Greenwich Point Park. Meticulously maintained and thoughtfully enhanced, the estate includes a newly installed Ludowici terra cotta roof, rebuilt sun decks, custom East Wing windows, and a full-property generator—ensuring seamless comfort and continuity. With access to a private beach and watercraft facilities, and located less than an hour from Manhattan and minutes from Westchester County Airport, the property offers a rare convergence of seclusion, scale, and global accessibility. Cedar Cliff is a singular offering for the most discerning buyer—an incomparable experience of refined luxury, inviting residents and their guests to revel in the natural beauty of one of the finest estates on the East Coast of the United States.
…$100,000,0008bedrooms14bathroomsland 1.2haBy Sotheby's International Realty - Greenwich Brokerage
- 31Video
House with pool and terrace Greenwich (United States)
Exquisite custom Georgian manor perfectly situated on over 2 acres of park-like grounds in a gated Association. The manor boasts beautifully proportioned, light-filled rooms with high ceilings, stunning architectural details, and impeccable craftsmanship. Residence offers both sophisticated formal areas and comfortable family spaces, striking a unique balance for easy enjoyment. Magnificently scaled rooms include a mahogany library, and a spectacular Christopher Peacock kitchen with Calcutta marble double islands and an oversized breakfast room. Features include seven en-suite bedrooms, lounge & bar, wine cellar, gym and home theater. Property features stunning verandas overlooking gardens, fountains, terraces, and a pool with spa and waterfall. Square Footage is for 1st and 2nd levels. Lower Level: 2,262.58
…$7,495,0007bedrooms12bathroomsland 9,186m²By Sotheby's International Realty - Greenwich Brokerage
Contact the agency
By confirming this form, I agree to the General Usage Terms & Conditions of Figaro Properties.
The data entered into this form is required to allow our partner Sotheby’s International Realty to respond to your contact request by email/SMS concerning this real estate advertisement and, if necessary, to allow Figaro Classifieds and the companies belonging to its parent Group to provide you with the services to which you have subscribed, e.g. creating and managing your account, sending you similar real estate advertisements by email, proposing services and advice related to your real estate project.