luxury real estate for sale Old Wagon Road, United States

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.

Beautifully designed & maintained, this stylish home is tucked away on a quiet street in Old Greenwich. An inviting front porch welcomes you into well appointed interiors featuring soaring 12 foot ceilings in the living/dining rooms, a fireplace, custom built-ins, and abundant natural light. A gourmet chef's kitchen outfitted with high-end appliances, quartz countertops & a generous center island. The family room/playroom just off the kitchen creates the perfect setting for everyday living. Upstairs offers a primary BR along with 3 additional BRs & 2 full baths. Enjoy entertaining on the back deck or around the stone fire pit all surrounded by mature landscaping. Fenced yard & finished garage. Ideally located close to town, beach & schools. Move right in & enjoy the best of Old Greenwich!

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.

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.

Privately nestled on 1.76 exceptional acres in a coveted Westover setting, 450 Westover Road is a sophisticated retreat offering remarkable privacy, scale, and timeless appeal. Surrounded by mature landscaping and serene natural beauty, the property's expansive grounds create a rare sense of seclusion while remaining just moments from town, schools, and commuting routes. Sunlit interiors, expansive entertaining spaces, and oversized windows create an airy elegance throughout, while refined architectural details add warmth and character at every turn. The stunning primary suite is a true sanctuary, featuring soaring vaulted ceilings and dramatic arched windows that flood the space with natural light while overlooking the picturesque surroundings. Generously scaled bedrooms, renovated baths, and flexible living areas offer both comfort and versatility for today's lifestyle. Complementing the main residence is a separate accessory structure with rich wood interiors and entertaining space, perfectly suited as a private studio, wellness retreat, home office, or guest escape. An exceptional offering combining privacy, sophistication, and extraordinary land in one of the area's most sought-after locations.

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.

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.

Enjoy this move-in condition Townhome. The primary Bedroom and Bath plus a Powder Room are on the main floor. The 2nd Bedroom and full Bath are on the Second Floor. Eat-in Kitchen, Dining area and Living Room with Fireplace open through sliding glass doors leading to the private Balcony. There are hardwood floors throughout and all rooms have been recently painted. The separate laundry room is adjacent to the Primary Bathroom. Also included is a reserved Garage space and a Storage unit. The complex has a heated pool, a clubhouse with a squash court, sauna and fitness center. It is convenient to the nearby charming Old Greenwich shopping center with restaurants, Metro North train, Civic Center, Binney Park, Perrot Library and Greenwich Point Beach.

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

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.

This corner-lot building at 1845 Summer Street offers four total units in a prime, high-visibility Stamford location. Three units are residential/income-producing, and one unit is currently configured and used as office space, providing valuable mixed-use potential. The property sits on a manageable lot that maximizes street exposure while keeping maintenance efficient for an investor. The roof was replaced this year, giving a major capital improvement already completed and reducing near-term operating risk. Located along Summer Street, the building enjoys strong traffic, easy access to downtown Stamford, and proximity to shopping, and public transit. The corner position enhances signage, visibility, and accessibility for both residential tenants and office users. This asset is well-suited for investors looking for stable cash flow with upside through leasing, repositioning, or optimizing the office component. The combination of a newly updated roof, mixed-use layout, and prime corner location makes it an attractive long-term hold in a growing market.

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.

Enjoy the distinctive coastal lifestyle of Stamford's sought-after Shippan neighborhood in this distinguished Tudor home, offering 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. Beautifully renovated second-floor bathrooms feature custom cabinetry, marble showers and countertops, and heated floors. In addition to the 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 an attached greenhouse that adds to the home's classic charm. Outside, a 40' x 20' gunite pool and spa, expansive patio, and mature garden create a picturesque private oasis. Beautifully landscaped and exceptionally private, the grounds provide an idyllic backdrop for sun-filled summer days, evenings spent poolside and memorable gatherings with family and friends. An exceptional Shippan offering with remarkable space, character and versatility. ** Also available for purchase with the adjacent lot at 1688 Shippan Avenue (MLS 24189415). Properties may be purchased separately

Quiet oasis with Mid-City convenience! Welcome to this spacious, airy 2-bedroom, 2.5-bath townhome in the coveted, gated Chesterfield II community-where comfort, convenience, and lifestyle meet seamlessly. Designed for everyday living and entertaining, the open-concept layout features a dining room and living room with a cozy fireplace and sliders to a private deck surrounded by mature trees - both rooms showcase beautiful hardwood floors. The refreshed kitchen, is complete with granite countertops, great storage, and updated stainless steel appliances. Upstairs, the primary bedroom is a true standout, boasting a dramatic vaulted ceiling with a skylight and ceiling fan, plus a private en-suite bath with marble tile, a jetted tub, a separate shower, and a double granite vanity. The second spacious bedroom offers 2 deep closets and convenient dual entry to the full bath from both the bedroom and hallway. Just above, a versatile, freshly carpeted loft offers the flexibility to serve as a third sleeping area, home office, or creative space. The finished lower level features new, durable laminated wood floors, adding prime livable space perfect for a family room, home gym, or media lounge. Additional features include a private garage plus 2 additional parking spaces, security guard, clubhouse, and 2 in-ground pools. Minutes from shopping, dining, commuter routes, and both the Downtown & Harbor Point entertainment districts. Truly a home not to be missed!

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.

Nestled on a peaceful cul-de-sac in a desirable Cos Cob neighborhood, this beautifully crafted 2003 traditional offers approximately 4,800 sq. ft. on 1.25 private acres. Thoughtfully designed for comfortable living and entertaining, the home is being offered for the first time since being built and features four spacious bedrooms, five full baths, and three fireplaces that add warmth and character throughout. Generously scaled living spaces, quality craftsmanship, and timeless architectural details create an inviting atmosphere. The finished lower level had a great exercise rm, billiard rm and family rm. Enjoy the tranquility of the setting with the convenience of nearby schools, parks, shopping, and transportation. Located North Street Elementary and Central Middle School districts.

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.

Inviting four-bedroom Tudor enjoys a beautiful, private backyard elevated by bluestone patioand lush, mature plantings on a desirable road near schools, shops and trains. Spacious interior blends exquisite details with modern amenities including wood floors, four updated full baths and new windows. Welcoming front porch leads into living room with wood stove; dining room, chef's kitchen, with Bertazzoni range, patio access; family room, full bath and wonderful sunroom/office with sliders to patio. Primary suite with dressing room and fabulous bath with tub, shower and balcony; bedroom with loft, bedroom and full hall bath comprise second floor. Lower level provides bedroom suite with own entrance, ideal for au-pair/in-laws, laundry/mudroom and attached garage. *Also available for rent*

Welcome to effortless one-level living at Manor North Condominium! This inviting ground-floor ranch-style unit offers the perfect blend of comfort and convenience. Featuring two generous bedrooms and one full bath, the primary suite boasts a large walk-in closet for ample storage. The open-concept kitchen, family room, and dining area create an ideal space for both everyday living and entertaining, with slider doors opening to your private patio overlooking the expansive lawn. Enjoy the convenience of in-unit laundry and the unbeatable location just moments from downtown shopping and train service for easy commuting. Experience low-maintenance condo living at its finest!

Exceptional opportunity in the heart of Old Greenwich! A rare opportunity to own a flat, build-ready lot in the heart of Old Greenwich, offering the perfect setting to expand the existing home or create a stunning new custom residence. Set on a level lot in a highly sought-after neighborhood, this spacious 4-bedroom, 2.1-bath Colonial offers over 2,346 square feet of living space with generously sized rooms. The main level features a welcoming foyer, large living room with fireplace, formal dining room, expansive sunroom, and a spacious family room. The eat-in kitchen provides ample workspace and storage, with a conveniently located half bath nearby. Upstairs offers four generously sized bedrooms, two full baths, multiple walk-in closets, and additional closet space throughout. The home's functional layout, oversized rooms, and abundance of living space provide excellent flexibility for everyday living and entertaining.

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.

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.