luxury real estate for sale Old Greenwich, United States

Hamptons-Inspired Elegance in Waterfront Lucas Point Experience the ease of coastal living just one hour from New York City in the coveted private waterfront association of Lucas Point in Old Greenwich. Residents enjoy an exceptional lifestyle anchored by a private sandy beach, dock, and boat storage, while the neighborhood's charming privet-lined lanes foster a true sense of community--where neighbors gather on their porches to share conversation and watch the evening sunset. A ''Coastal Shingle Style Residence'', 2016 HOBI Award winning home, designed by noted Greenwich Architect Steven Mueller, sits atop one of the highest elevations in Lucas Point, on one of the neighborhood's largest properties. The level half-acre parcel lies outside the flood zone and offers dual access from Shore Road and tranquil Middle Way. Thoughtfully positioned to embrace its surroundings, nearly 2000 square feet of multiple covered porches capture spectacular sunrises over Long Island Sound from the front of the home, while western-facing porches provide beautiful sunset views in the evening. Arrive beneath the porte-cochere and enter a dramatic foyer where a sweeping staircase rises beneath a third-floor coved ceiling. Designed around this central architectural feature, the home is filled with natural light, while French doors across both the front and rear create effortless indoor-outdoor living and entertaining. The open-concept gourmet kitchen flows seamlessly into the family room, creating the heart of the home. A gracious coffered-ceiling living room is complemented by an inviting study with a fireplace and custom built-ins, offering a sophisticated retreat for work or relaxation. The luxurious primary suite enjoys its own private porch with water views, two walk-in closets, and an oversized marble bath appointed with Waterworks vanities and fixtures. Three additional en-suite bedrooms with custom built-ins and a spacious laundry room complete the second floor. The third floor offers one of the home's most remarkable spaces. Overlooking the dramatic foyer below, it opens to an elevated porch with sweeping panoramic views of Long Island Sound and the ever-changing boating activity. Whether hosting dinner with friends or enjoying a quiet morning coffee, this elevated retreat feels worlds away. A rare offering within Lucas Point, the expansive lower-level features high ceilings and includes an oversized entertainment room, fitness room, fifth en-suite bedroom, finished storage with shelving, and flexible space ideal for a home office, yoga studio, or playroom. Professionally landscaped grounds are framed by mature privet hedges and vibrant hydrangeas, creating exceptional privacy while preserving abundant level lawn with ample room for a future pool. An established organic garden with multiple raised beds provides fresh vegetables and flowers throughout the growing season. Just steps away, Tod's Point offers miles of waterfront trails, beaches, and breathtaking views stretching across Long Island Sound to the Manhattan skyline. A rare opportunity to own an architecturally significant home in one of Old Greenwich's most cherished waterfront communities--where every day feels like a vacation.

Turn-key townhouse-style living in the heart of Old Greenwich. This rare 3/4-bedroom, 4-bath triplex offers 2,900± SF of sun-filled living with exceptional scale and versatility. The main level features a chef's kitchen with center island opening to the family room, gracious formal living and dining areas, and private terrace. The serene en-suite primary bedroom features a dramatic double-height sitting area, private balcony and generous closets. Two additional bedrooms and flexible bonus space accommodate guests or a home office. In-unit laundry and one garage space add everyday convenience. Amenities include a heated pool, fitness center, squash court and recreation room. An exceptional offering just moments from Old Greenwich Village, Metro-North, Binney Park and Tod's Point.

Experience unparalleled luxury in this brand-new, just-completed masterpiece by Braydan Construction. Located in the exclusive Lucas Point association, this stunning 4-bedroom, 4.5-bath home offers coveted access to a neighborhood beach and private pier. Defined by a ''coastal chic'' aesthetic, natural light pours through the home, highlighting exquisite hand-sewn oak beams, top-of-the-line fixtures, and flawless finishes throughout. Step outside to a private backyard oasis featuring a pristine heated pool perfectly framed by sophisticated landscaping. This turn-key property seamlessly blends masterful craftsmanship with an elite waterfront lifestyle. Your dream coastal retreat awaits.

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.

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.

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.

Owner occupied for the past 50+ years. Front and rear entry for both units. Large eat in kitchens and large living rooms in both units. Kitchens each have access to covered decks with steps to the rear yard. First floor unit is owner occupied and has 2 bedrooms and one bath. Second floor unit has been occupied by the same tenant for 30+ years and has two bedrooms and one bath. Full basement with hatchway door. Baseboard and radiators fueled by oil, one boiler with two zones, one HWH, two electrical meters. Gas line to house for gas stove in first floor unit only. Long driveway and carport for good off street parking in rear of house. Level rear yard.

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.

The perfect waterfront pied--terre with deeded 40' boat slip. The Residences at RowAmerica Greenwich is a twelve-unit boutique modern luxury condo development on Cos Cob Harbor. Unit 304 is a light-filled, top-floor, 1,088 SF 1BR + den/1.5BA with river views. The den functions as a home office or full second bedroom via a rotating Resource Furniture Murphy bed that doubles as a library wall. The open kitchen and living area feel loft-like, with an oversized private waterfront terrace accessed through a pair of insulated and screened French doors. Interior finishes include extensive custom millwork, marble baths, wide-plank oak floors, in-unit laundry, and a chef's kitchen with Wolf, Sub-Zero, and Miele appliances. Building amenities: furnished rooftop terrace with grill, two covered parking spaces, and access to the RowAmerica fitness facility and event space (separate membership). The adjacent boat slip sits on a private marina on the Mianus River with easy access to Long Island Sound. The Greenwich Water Club next door offers pool, dining, and additional amenities via membership. A furnished sale option is also available. A rare, turnkey waterfront lifestyle opportunity in Greenwich.

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.

Filled with natural light, this inviting two-bedroom, two-and-a-half-bath townhouse offers comfortable living and exciting potential. The compact, thoughtfully arranged kitchen keeps everything conveniently within reach, while the bright living spaces create a warm and airy atmosphere. An unfinished attic presents an exceptional opportunity to add approximately 400 square feet of finished living space--ideal for a home office, den, gym or guest retreat. Enjoy the ease of townhouse living along with a beautiful community pool, perfect for summer relaxation.

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 appointed 2BR, 3BA condo offers 1,428 SF of low-maintenance living with 9' ceilings in the desirable Cos Cob neighborhood of Greenwich, CT. The gourmet kitchen features abundant cabinetry, high-end stainless appliances, stone countertops, breakfast bar, and built-in desk. The expansive open-concept living room has room to dine and a freestanding gas stove nestled in the corner. A versatile lower-level family room provides space for relaxing, entertaining, or a home office. Both bedrooms are ensuite with custom closets, while 2nd-floor laundry adds convenience. Ideally located less than 5 minutes from Cos Cob's shops, restaurants, waterfront, parks, schools and Metro-North train station, this exceptional condo combines comfort, convenience & the best of the Cos Cob lifestyle.

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.

Beautifully designed and thoughtfully finished, this exceptional New home blends sophisticated style with modern comfort and effortless everyday living. From the moment you enter, wide-plank French oak floors, 9-foot ceilings, Andersen windows, and curated designer details create a warm yet elevated atmosphere. The dining room and office make a statement with rich color-drenched finishes, while custom lighting, polished chrome hardware, and refined millwork carry a cohesive aesthetic throughout. At the heart of the home, the kitchen is both striking and functional, featuring quartz countertops and backsplash, soft-close cabinetry, under-cabinet lighting, and high-end Thermador appliances with separate refrigerator and freezer towers. Antique brass accents add warmth to the space, which flows naturally into the inviting family room centered around a large fireplace perfect for both relaxed evenings and entertaining. Upstairs, the serene primary suite offers two spacious custom-fitted closets and a beautifully designed bath with designer stone tile, Kohler fixtures, and a Kohler smart toilet. Custom closet systems throughout the home, blackout shades in every bedroom, and privacy shades on the remaining windows and sliders add thoughtful finishing touches. A generous mudroom with custom built-in cabinetry makes everyday arrivals and departures beautifully organized. The living space continues well beyond the main floors. A finished lower level with 9-foot ceilings and a full bath creates an ideal setting for guests, recreation, or additional living space, while the fully finished attic offers even more flexibility for a home gym, guest area, or private retreat. Designed with modern living in mind, the home is equipped with four-zone HVAC, Bluetooth thermostats, a remotely accessible alarm and sprinkler system, Ring cameras and lighting. The large two-car garage features ultra-quiet side-mounted door motors and a Tesla charger. Outside, custom stonework and Belgian block accents complement a bluestone front patio, while thoughtfully designed landscaping and new tree plantings create a sense of privacy. An expansive rear deck overlooks the fully fenced backyard and side yards, offering plenty of room to relax, gather, and enjoy the outdoors. Ideally located with exceptionally easy access to the highway and train, this beautifully appointed home brings together sophisticated design, modern amenities, and effortless convenience.

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.

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

Experience luxury living in the heart of downtown Stamford from this beautifully appointed 14th-floor residence. Offering approximately 1,600 square feet of living space, Unit 14G features two spacious bedrooms, two-and-a-half baths, floor-to-ceiling windows with motorized shades, and a private balcony showcasing stunning city views. As a special offering, the seller is providing a professionally curated color consultation in collaboration with The Little Greene, giving the next owner the opportunity to personalize the kitchen by selecting a paint color for the cabinetry and island, professionally completed and paid for by the seller. Buyers will also have the opportunity to select a color option for the primary bath, creating a space that feels uniquely their own from day one. Additional features include a private storage unit included in the deed, 24-hour concierge service, and access to exceptional amenities including a fitness center, indoor pool, resident lounge, and shared rooftop terrace.

1716 Shippan Avenue represents a rare opportunity to own a legacy estate on 1.01 acres in Stamford's sought-after Shippan neighborhood. This distinguished Tudor home is comprised of approximately 6,000 square feet of timeless architectural character, sophisticated modern updates, and a thoughtfully designed 2016 renovation by Granoff Architects. With 5 bedrooms, 3 full and 2 half baths, the home is rich in detail, including original stained glass, oak paneling, unique solid oak arched interior doors, and three wood-burning fireplaces. Custom millwork, a Vermont slate roof, and new Marvin windows throughout further showcase the home's exceptional craftsmanship. The beautifully updated second-floor bathrooms feature custom cabinetry, bookmatched marble showers and countertops, and heated floors. In addition to generous living and entertaining spaces, the home also includes a finished lower level, a third-floor loft with water views (currently used as a home gym), and a charming attached greenhouse. Outside, a 40' x 20' gunite pool and spa, expansive patio, and mature gardenscape create a picturesque private oasis. Exceptionally private, the expansive grounds made up of 2 parcels provide an idyllic backdrop for sun-filled summer days, evenings spent poolside, and memorable gatherings with family and friends. Enjoy Shippan's waterfront community minutes away from the Stamford Yacht Club, local dining, and the express train to Manhattan.

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.

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