luxury real estate for sale Old Greenwich, United States

Some homes are built for the market. Others are built for a legacy. Set directly on the waterfront in Old Greenwich, this newly constructed residence is a masterclass in design, engineering, and execution, where every material, finish, and feature was selected without compromise. Beyond a long, privately gated drive, sweeping cove views unfold, leading to a façade clad in premium Thermory wood siding beneath a Spanish slate roof, an exterior that feels both grounded and enduring. Walls of Aluprof glass dissolve the boundary between interior and Long Island Sound, drawing light deep into nearly every principal room. The result is a seamless connection to the water, with unobstructed views that are impossible to replicate. Inside, large-scale radiant-heated Porcelanosa tiles grace the main and lower levels, setting a warm, modern foundation. At the heart of the home, a statement kitchen delivers both performance and presence, featuring custom Vimora cabinetry, top-of-the-line Gaggenau appliances, and a fully equipped secondary prep kitchen designed for effortless entertaining at scale. Upstairs, European white oak introduces warmth, while radiant heat continues throughout all main spaces and baths, reinforcing a consistent commitment to comfort and precision. The primary suite is conceived as a private retreat, oriented entirely toward the water. A fireplace anchors the space, while a private deck leads directly to the heated pool below. The bath offers a spa-like experience, featuring a sculptural soaking tub positioned toward the view and a separate steam shower. Custom Italian wardrobes complete the suite, incorporating bespoke detailing, opaque glass, and integrated features throughout. Additional bedrooms on this level are all en suite, each perfectly positioned to capture water views. The lower level opens into a fully realized entertaining environment featuring a wine room, fitness center with sauna, guest accommodations, and a dramatic lounge anchored by an illuminated marble bar and a 162-inch screen. A concealed underground car gallery, accessed by hydraulic lift, offers a discreet and highly engineered space designed for discerning collectors. Outdoors, an expansive terrace and heated waterfront pool overlook the cove, creating a setting defined by privacy and open water. Minutes from Tod's Point, Metro North, and the village of Old Greenwich, the property occupies that rare overlap of seclusion and convenience. With five bedrooms, five baths, and two powder rooms, every element has been resolved with intention. This is a rare chance to own a crown jewel waterfront property that stands in a league of its own. A defining waterfront residence where design, setting, and permanence align at the highest level.

You don't look at your home...you look out from it. Set directly on the waterfront in Old Greenwich, this newly constructed residence is a masterclass in design, engineering and execution where every material, finish and feature was selected without compromise. Beyond a long, privately gated drive, sweeping cove views unfold, leading to a faade clad in premium Thermory wood siding beneath a Spanish slate roof an exterior that feels both grounded and enduring..Walls of Aluprof glass dissolve the boundary between interior and Long Island Sound, drawing light deep into nearly every principal room. The result is a seamless connection to the water, with unobstructed views that are impossible to replicate. Inside, large-scale radiant-heated Porcelanosa tiles grace the main and lower levels, setting a warm, modern foundation. At the heart of the home, a statement kitchen delivers both performance and presence; featuring custom Vimora cabinetry, top-of-the-line Gaggenau appliances and a fully equipped secondary prep kitchen designed for effortless entertaining at scale.Upstairs, European white oak introduce warmth, while radiant heat continues throughout all main spaces and baths reinforcing a consistent commitment to comfort and precision. The primary suite is conceived as a private retreat, oriented entirely toward the water. A fireplace anchors the space, while a private deck leads directly to the heated pool below. The bath offers a spa-like experience, featuring a sculptural soaking tub positioned toward the view and a separate steam shower. Custom Italian wardrobes complete the suite, incorporating bespoke detailing, opaque glass, and integrated features throughout. Additional bedrooms on this level are all ensuite, each perfectly positioned to capture water views.nThe lower level opens into a fully realized entertaining environment featuring a wine room, fitness center with sauna, guest accommodations, and a dramatic lounge anchored by an illuminated marble bar and a 162-inch screen.nA concealed underground car gallery, accessed by hydraulic lift, offers a discreet and highly engineered space designed for discerning collectors. Outdoors, an expansive terrace and heated waterfront pool overlook the cove, creating a setting defined by privacy and open water. Minutes from Tod's Point, Metro North, and the village of Old Greenwich, the property occupies that rare overlap of seclusion and convenience. With five bedrooms, five baths, and two powder rooms, every element has been resolved with intention. This is a rare chance to own a crown jewel waterfront property that stands in a league of its own. A defining waterfront residence where design, setting, and permanence align at the highest level.

Unlock the potential of this diamond in the rough in this PRIME Riverside location! Spacious and sun-filled 4 bedroom home overlooking Binney Park. Living room with fireplace, eat-in-kitchen, large family room adjacent to kitchen. Sun-room overlooks the generous slate patio and fenced-in yard. Three bedrooms on the first floor, with Primary suite on the second floor. Huge family room in the walkout lower level with fireplace and bathroom. Close to everything....schools, train, stores and Perot Library. The plot is .38 of an acre, 16,553 square feet- which offers an approximate FAR of 5,269 square feet. R-12 zoning . Due diligence at the discretion of the buyer. Home being sold as-is.

Well-built classic w/ a fresh, dramatic addition and renovation completed in 2006. This sun-filled home features a formal living room w/ fireplace, generous formal dining room, and a fabulous family room w/ double height ceiling, adjacent to the large, bright eat-in kitchen. Spectacular primary bedroom suite w/ great closets & bath. Four additional bedrooms and 3 baths. Oversized 2-car garage enters into a mudroom/pantry with generous built-ins. Partially finished basement w/bath offers great opportunity for additional recreation space. A large, level backyard with stone wall and terrace provides lovely, private entertaining space. Top it off with a full-house generator, central location near Binney Park, train stations, Riverside and Eastern Middle Schools, this is a true gem for a family

Welcome to waterfront living at its finest in sought-after Dolphin Cove. Perfectly positioned on the Long Island Sound, this beautifully renovated 4-bedroom, 3.5-bath residence offers a rare blend of coastal elegance, modern luxury, and resort-style amenities. Extensively updated throughout, the home features a stunning custom kitchen with Sub-Zero, Wolf, Bosch, and Thermador appliances, custom cabinetry, designer finishes, and an open-concept layout ideal for entertaining. The first floor has been completely reimagined with new flooring, custom millwork, a bespoke bar with wine refrigeration, updated lighting, a redesigned fireplace feature wall, and enhanced sight-lines capturing water views from the moment you enter. The luxurious primary suite was fully renovated and includes a s inspired bath, custom closets, tray ceiling with lighting, marble shower, designer tilework, and refined finishes throughout. Additional improvements include new HVAC, interior and exterior paint, updated bathrooms, upgraded electrical systems, new front entry, landscaping enhancements, sprinkler system upgrades, and countless thoughtful upgrades throughout the home.

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

Located in one of the most sought-after Riverside locations, this classic expandedfour-bedroom Cape offers a stone terrace and private backyard on a manicured .30 acre near shops, schools, trains, park and beach. Inviting 3,342 sq. ft. interior boasts plenty of space for everyday comfort and entertaining. Expansive living room with wood-burning fireplace, built-in bookcases and side yard access; formal dining room, bright kitchen with doors to patio, sundrenched breakfast room, spacious family room with built-in cabinetry, full bath, mudroom and laundry room comprise main level. Second floor features a primary suite with two walk-in closets; three bedrooms, office/homework room with built-in desk, storage and two full baths. With attached garage. Enjoy as is or make it your own!

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.

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. Listed as land with a house, GMLS# 124609. Also listed for rent, GMLS#125258, $16,000 per month

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

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.

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.

Unparalleled water views and boater's dream. Quality renovation, includes 30' boat slip, 16 units at River Landing. Channel access to Long Island Sound. Common fees include private dock. Updated eat-in kitchen w/Bosch SS appliances. Dining room features river views. Relax by the fireplace in LR or step through sliders onto your scenic deck. Primary suite w/completely updated bath, Waterworks fixtures, marble countertop, has private balcony overlooking expansive lawns and the water. Large 2d bedroom with deep closet. Potential for finishing insulated attic space for additional living space on 4th floor. Ground-level office/gym/playroom. Generous storage, community garden, storage for kayaks/boards. Oversized attached garage, 1 outdoor parking, close to train, I-95. www.115riverrd3.com. Hallway powder room has also been updated with Waterworks fixtures and marble countertop. There are sidewalks from River Landing to the Greenwich Water Club, Cos Cob train station, shopping and restaurants. Square footage: entry level 645 sq.ft. (office 264, foyer 99, garage 285). 1st floor 645 sq.ft. 2nd floor 617 sq.ft.

Surrounded by the Long Island Sound on three sides, this extraordinary waterfront compound has defined the southern tip of Shippan Point for more than a century. Set on a private peninsula, it offers the rare privilege of watching the sun rise over the Sound and set back into the water with the Manhattan skyline shimmering in the distance. Designed by Hunt & Hunt Architects and completed in 1914 for inventor Thomas Robins, the main residence has been thoughtfully renovated and modernized throughout, including new electrical and plumbing systems, an expanded eat-in chef's kitchen, and beautifully reimagined open living and dining spaces designed for both grand entertaining and everyday living. Exceptional fixtures, finishes, and craftsmanship complement the home's historic pedigree, while every room is carefully oriented to capture sweeping panoramic water views. The main level is further enhanced by a stunning solarium with fireplace, offering a year-round retreat immersed in the surrounding waterfront landscape. The second floor is anchored by a newly improved primary suite featuring a private balcony with panoramic views across the gardens and Long Island Sound, a luxurious spa-inspired bath, and an expansive dressing room. Three additional bedrooms, a private office, and a versatile bonus room complete this level, providing exceptional flexibility for family living, guests, and work-from-home needs. A charming gatehouse with guest quarters above welcomes guests to the gated and professionally landscaped 1.67± acre property, where prominent rock outcroppings, manicured lawns, walking paths, and specimen trees create a spectacular waterfront setting. Private waterfront access accommodates kayaks and paddleboards, while a staircase on the opposite side of the property leads directly into the Long Island Sound, offering an exceptional setting for open-water swimming. Resort-inspired outdoor amenities are equally inviting, centered around a saltwater pool, pool bath, and a waterfront spa positioned to capture sweeping views in every direction. This remarkable estate offers an unparalleled lifestyle and endless opportunities for recreation, entertaining, and enjoying one of the most extraordinary settings on the Connecticut coastline.

We are requesting that all offers be presented by 5pm, Sunday, July 26. Exceptional Opportunity in Old Greenwich! Rarely does a flat, build-ready lot with mature landscaping become available in one of Old Greenwich's most sought-after neighborhoods. Whether you choose to renovate, expand, or build a spectacular custom home, this exceptional property offers endless possibilities. The existing 3-bedroom, 2-bath Ranch is set on a beautifully level .41-acre lot in the R-12 zone, offering a rare opportunity to create your dream home in a premier location. Set within the highly desirable North Mianus School District and just minutes from schools, parks, Old Greenwich Village, Metro-North, shopping, dining, and Tod's Point.

Experience the perfect blend of luxury, convenience, and resort-style amenities in Palmer Hill, a premier gated community nestled on the Greenwich/Stamford border. This beautifully updated second-floor midrise home offers effortless single-level living. Flooded with natural light, walls of windows in every room showcase serene, park-like views of the courtyard's flowering trees. Flexible living with 3 bedrooms (or 2 bedrooms plus a private den/office) and a spacious open-concept living and dining area centered around a cozy gas fireplace. Two private balcony terraces provide the perfect spots for your morning coffee or evening relaxation. Fully refreshed with brand-new flooring, plush carpeting, and professional paint throughout. Equipped with modern cabinetry, granite countertops, and premium finishes. Enjoy secure elevator access directly from the underground parking garage. This home includes two parking spaces, a large private storage cage, a bicycle room, and convenient in-building mail and parcel pickup. Palmer Hill's award-winning amenities feel like a year-round retreat: A recently renovated clubhouse featuring a community/party room and meeting space. A fully equipped, state-of-the-art gym and yoga studio. An expansive heated pool, hot tub, and immaculately manicured, park-like grounds. You are just 5 to 10 minutes from downtown Stamford, Old Greenwich, and the Metro-North/Amtrak stations. Shopping and shores just a short distance away.

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

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