luxury houses for sale Greenwich, United States

Set on 5 quiet private acres, this exceptional 2027 new construction customizable through July 2026, offers four finished levels of thoughtfully designed living space, blending timeless architecture with modern functionality. With six bedrooms and eight full and two half baths, the home is designed for both everyday living and elevated entertaining, complete with an elevator servicing all floors, outdoor terrace with ghost screens and an oversized pool.The main level unfolds with a gracious double height foyer, formal and informal spaces and indoor outdoor flow. A seamless open floor plan connects the kitchen, breakfast room, and family room with fireplace, creating a warm and inviting central gathering space. Additional highlights include a double height entry, private office, two powder rooms, and a well-designed mudroom leading to a three-car garage with electric charging stations. Upstairs, the primary suite offers a luxurious retreat with separate his-and-her walk-in closets, including a dedicated dressing and wellness room, and a spa-like bath with dual water closets. A private deck extends the suite outdoors. Four additional bedrooms are all en suite, complemented by a spacious laundry room and a flexible homework and play area.The third floor provides additional living space with a large recreation room, private office, full bath, and mechanical storage.On the fully finished lower level living spaces are designed for recreation and relaxation, featuring a spacious rec room, golf simulator, wine cellar, gym, sauna, and a changing room with full bath. An additional bedroom with full bath, second laundry room, and ample storage complete this level.Outdoor living is equally compelling, set against expansive, private grounds that offer private serenity. A large pool is the centerpiece of the backyard, complemented by generous lawn space ideal for recreation, entertaining, or future amenities. Thoughtfully designed terraces create multiple outdoor living areas, including a fully equipped outdoor kitchen and dining space, along with a fireplace and fire pit for year-round enjoyment. The setting provides a seamless extension of the home, with ample room for gatherings both large and intimate.A rare offering combining scale, amenities, and privacy, with a pool and expansive grounds designed for a true lifestyle experience.

Beautifully refreshed, this inviting 4-bedroom home blends classic character with modern comfort just moments from downtown Greenwich. As one of only two homes in a Planned Unit Development, this charming home features an updated kitchen that opens to a comfortable family room, along with a welcoming living room and formal dining room - ideal for both everyday living and entertaining. The second floor hosts a lovely primary bedroom suite, 2 additional bedrooms, a full bath and a spacious laundry room. The third floor bedroom with it's own full bath provides a perfect retreat for guests or flexible bonus space. With a detached garage and parking, plus a prime location minutes from Metro-North, local restaurants, and shops, this home offers the best of Greenwich living.

Wonderfully updated family Colonial in private King Merritt, set on 1.39 acres in Greenwich. Offering nearly 5,300 square feet of living space, this 4-bedroom, 4-full-bath home features a spacious, light-filled layout with multiple living areas ideal for everyday living and entertaining. The updated kitchen serves as the heart of the home, while a large private office with beautiful custom built-ins provides an impressive work-from-home setting. Generously proportioned rooms, multiple fireplaces and a three-car garage add to the home's appeal, while the beautifully situated property offers exceptional privacy. Convenient to Glenville, schools, shopping, dining and major commuting routes. First and second floor +/- 3,935 square ft. Lower level +/- 1,327 square ft of finished space. Does not include garage

Set high on two exceptional acres in the coveted Golden Triangle, this custom-built home offers a great lifestyle just minutes from town and schools. The sun-filled six-bedroom residence features 10-foot ceilings and is designed for effortless indoor-outdoor living. Elegant formal rooms, casual living spaces, a gourmet eat-in kitchen, and family room open to an expansive terrace with an outdoor fireplace and built-in grill. The beautiful pool overlooks magnificent grounds designed for recreation and entertaining. A vaulted second family room, first-floor office, and separate au pair suite provide flexibility, while the third-floor playroom and walk-out lower level with cabana bath, wine room, gym, two laundry rooms, and new roof complete this remarkable Round Hill property.

Set on 1.21 acres, this beautifully maintained home has exceptional indoor and outdoor living designed for entertaining. Home was completely taken down to the studs in 2017. The freshly painted interior offers top-of-the-line finishes and a flexible floor plan. The main level features a private office with Murphy bed, dining room with soaring ceilings, and a cozy living room with wet bar and fireplace. Open-plan gourmet kitchen, breakfast area, and family room flow seamlessly to an expansive terrace with multiple seating areas, an outdoor kitchen, and fire pit, creating an ideal setting for gatherings throughout the year. The gorgeous primary suite features a spa bath with sauna, walk-in closet, and floor-to-ceiling windows overlooking the property. Two additional bedrooms share a full bath, while two versatile bonus rooms can be customized to fit your needs. They would make a great nursery, playroom, second office, or gym. Other highlights include an outdoor shower, space for a climbing frame and golf net, and an attached two-car garage. This property provides privacy and convenience to everything Greenwich has to offer.

Coming Soon - Great opportunity to live on coveted Steamboat Road. Walking distance to Bruce Museum, Bruce Park, Delamar Hotel, Island Beach ferry, train station and stores and restaurants along Greenwich Avenue. Beautiful third floor residence with hardwood floors and coffered ceiling - balcony off living room and master bedroom. Amenities include one assigned garage parking space and basement storage - possible boat slip rental, based on availability. Full time live-in superintendent. Washer/dryer can be added in unit based on board approval. ELEGANT LIVING IN PRIME LOCATION!

Introducing ''The Ledges,'' a timeless 1924 Colonial gracefully set on an extraordinary 2.37-acre park-like property in the R-12 zone! Possible subdivision. Encompassing approximately 5,924 sq. ft., this absolutely charming residence is rich in character with exceptional ceiling height, elegant architectural details, and beautifully scaled public rooms designed for both grand entertaining and comfortable living. Featuring 7 bedrooms, 5 full and 2 half baths, and 6 fireplaces, the home blends classic elegance with warmth and charm throughout. A warm, paneled family room/study was thoughtfully added for former U.S. presidential candidate Wendell Willkie. Magnificently sited amid sweeping lawns and mature landscaping, ''The Ledges'' presents a rare opportunity to create a true legacy estate

Spacious 2 bedroom, 2 bath corner unit with lots of light and a large oversized terrace. Enjoy the comforts of one level living in a building with a newer heating system and roof. Terrific location in central Greenwich close to shops, restaurants, and library. Garage parking is available for $85/month. One small pet allowed. Buyer pays a one time capital assessment of .5% of sale price at closing. Putnam Hill with an on site superintendent combines comfort and convenience.

Investment Opportunity. Updated 2 family home in a convenient location. Unit 1 large living room and updated eat in kitchen with access to the back yard. 2 bedrooms and 1 updated bath. Axccess to unfinished lower level with WD hookup, plenty of storage and access to 1 car garage. Unit 2 has similar floor plan and room sizes with own WD and access to full pull down attic. Great storage and central AC throughout. Seperate meters and hot water heaters

Sport Lovers Dream - Set at end of a quiet cul-de-sac on Stillman Lane, this custom-built 2013 residence offers 4 finished levels of thoughtfully designed living space on 1.2 level acres w putting green. 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. Upstairs, find a primary suite with spa-inspired bath with heated floors, whirlpool tub + steam shower plus 4 en-suite bedrooms. The walkout LL is centered around recreation + wellness w gym, golf simulator, indoor putting area, glice for skating on, rec room + wine rooms. Professionally designed landscaping by James Doyle, expansive flat lawn + outdoor kitchen complete the property.

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+/-

Presenting a rare Riverside home, this SBP Homes masterpiece, custom-built in 2009, is now on the market for the first time. Designed to capture breathtaking water views and stunning sunsets. Situated in a peaceful private association within the desirable 1-acre zone off Indian Head Road. Manhattan skyline in the distance, regular Summer firework displays can be seen from Rye Playland as the perfect dinner or outside fireplace back drop. Egrets, herons and duck will share your view year round! The main level boasts a spacious eat-in kitchen and family room, leading to a butler's pantry, dining room, and light filled formal living room. A beautifully appointed oak-paneled office with Long Island Sound views adds a touch of sophistication. Upstairs, the primary suite offers panoramic view accompanied by three family bedrooms and a convenient laundry room. The third floor features an additional office, guest space, and a full bathroom. The finished basement includes a wine room, playroom/bunk room, gym, full bath, and sports storage, all with no flood history. Additionally, this home includes a 2-car garage and a generator, making this Riverside residence a perfect blend of luxury and functionality. Conte and Conte designed landscaping and hardscaping enhances the gardens and entertaining areas.

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. Also listed for rent, $16,000 per month, GMLS# 125258

Welcome to this quintessential Greenwich home, fabulously refurbished and sited on a generous and private .91 acre in central Greenwich. Within an easy reach to schools, train stations and all of the amenities the town has to offer, this 4 bedroom home is move-in ready. The formality of the living and dining room is complemented by the open eat-in kitchen and family room. There are several home ''offices'' from which to chose! Perfect for the summer months, the heated pool is naturally shaped and acts as the centerpiece to the mature and landscaped garden. Two car garage is a benefit.

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.

Dramatic views of Long Island Sound extend from this spectacular 1.50-acre property with 185 ft of direct water frontage, an 80-ft dock, a sandy boat launch and a 528 sq.ft. antique cottage. Walls of glass in the current 5-bedroom residence open to a spectacular deck with pool and panoramic views. Once part of the 43-acre Edgar Marston estate, the property includes c.1885 Queen Anne-style cottage with sleeping loft, kitchenette, and full bath -the only remaining structure from one of Greenwich's Great Estates. Tremendous potential to build new 10,584 sq.ft. house offering unparalleled waterfront living. Close proximity to Byram Park with a public pool, beach, marina and boat launch for Greenwich residents. Easy access to downtown Greenwich as well as Manhattan.

LOCATION ,LOCATION, LOCATION! Striking, sophisticated, & contemporary w/a true WOW factor. This exceptional residence is tucked within the celebrated Golden Triangle, surrounded by some of Greenwich's most prominent estates. A rare blend of timeless modern sensibility, the home showcases stunning interiors, refined elegance, & impeccable craftmanship. Designed for today's lifestyle, the layout balances grand entertaining spaces w/ intimate, inviting rms. High ceilings, sun-filled interiors, & seamless indoor/outdoor flow create an atmosphere of effortless luxury. Every detail has curated to elevate daily living. Sited on 3 pvt acres across 2 sep. deeded lots, framed by lush landscaping, specimen trees, & vibrant seasonal gardens creating a one-of-a-kind paradise. Do not miss the apiary! Summer magic is unmatched. A delightful screeded porch ideal for lingering with the Sunday paper, a sparking pool, and al fresco dining at its best. A charming cottage offers exceptional flexibility for a guest retreat, home office, art studio, or fitness space. Capture your future memories in this dream that can come true!

HERONRY HOUSE A truly enchanting farm building conversion, offers the perfect romantic retreat, blending historic character w/timeless elegance. Once a part of the renowned Jennings Estate, this exceptional English Cottage is rich in heritage & charm, providing a rare opportunity to own a home of remarkable distinction. Tucked away on a picturesque cul-de-sac, you will enjoy a peaceful & private setting while remaining conveniently close to everyday amenities. The prop. has been lovingly maintained & cherished over the yrs, preserving its unique warmth & welcoming atmosphere. Mature luscious specimen plantings & anchored by a magnificent 300+yr-old tree, the grounds create a setting of extraordinary beauty & tranquility. Enduring appeal, this is special! Surrounded by expensive homes. Family traditions begin, and life's most treasured moments unfold. Very rare. Simply unforgettable. Light & Bright!

A gated drive opens to this elegant six-bedroom Mid-Country Manor overlooking tranquil views of Horseneck Brook. A stone courtyard introduces the dramatic four-story residence with elegant foyer, where sweeping butterfly staircases and limestone floors create a striking architectural welcome. From the gracious gallery hall, beautifully proportioned formal and informal rooms unfold-including generous living and dining rooms, a family room, chef's kitchen with breakfast room and a private paneled library-all distinguished by hardwood floors, bespoke detailing, and soaring ceilings. A gracious ground floor guest suite completes this level. The serene primary suite offers a spacious retreat with fireplace, luxurious bathrooms, generous dressing rooms and complemented by an elegant sitting room with its own fireplace. Four additional en-suite bedrooms are located on the second floor. The third level offers versatile living space, including a custom home office, playroom, and full bathroom. The walk-out lower level is thoughtfully designed with a pool cabana, sauna and pool bathroom, wine cellar, gym, game room, mudroom, and direct access to the three-car garage. Outdoors, a pool, spa, and outdoor kitchen overlook the gently flowing brook and beautifully landscaped grounds. Ideally situated in the heart of Greenwich, this exceptional residence seamlessly blends privacy, architectural character, and convenience.

Set on a beautifully landscaped property with a coveted Riverside address, 23 Riverside Lane offers 5 bedrooms, 4.1 baths, and approximately 4,300 square feet of thoughtfully designed living space. Built in 2011 & meticulously maintained & updated, the home features a modern, highly functional floorplan with high ceilings, bright and well-proportioned rooms, and an easy flow for everyday living and entertaining. The kitchen includes an incredible walk-in pantry, while the finished lower level provides flexible space for recreation, work, fitness, & guests. Stunning gardens create a private and serene setting, all in an exceptionally convenient Riverside location.