luxury houses 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.

Modern Sophistication Meets Suburban Serenity in Westover - Tucked away on a tranquil cul-de-sac, this recently built architectural gem offers a masterclass in modern living, blending refined elegance with the vibrant energy of nearby downtown Stamford. The residence unfolds through a dramatic two-story foyer into a sun-drenched, open-concept sanctuary, where a chef-inspired kitchen-adorned with pristine white cabinetry and expansive granite surfaces-flows effortlessly into a fireside living room and adjacent sunroom with French doors leading outside. The outdoor experience is truly peerless, featuring a resort-style saltwater pool with waterfall, a professional-grade basketball/sports court, and a sprawling bluestone patio framed by artisanal rock walls and secure perimeter fencing. With a high-efficiency infrastructure, vast expansion potential in the walk-out basement, and a commute to Manhattan in under an hour, this property represents a rare opportunity to enjoy like-new luxury and a private backyard oasis without the wait.

A backyard worthy of a luxury resort, thoughtfully renovated interiors, and one of Westover's most desirable addresses...this is the home buyers have been waiting for. This exceptional five-bedroom home blends timeless architecture with sophisticated modern updates and an extraordinary backyard designed for everyday living and unforgettable entertaining. Minutes from downtown, Metro North and highways, you'll enjoy the rare combination of neighborhood charm, walkable streets, and generous property. Thoughtfully renovated from top to bottom, the floor plan offers effortless flow and abundant natural light. Easy entertaining in elegant living and dining rooms, home office, and a stunning chef's kitchen that serves as the heart of the home. Designed for both everyday living and entertaining, the kitchen features an oversized island, stainless steel appliances, quartz counters, and abundant cabinetry. Upstairs, the spacious primary suite offers a peaceful retreat with two walk-in closets and a luxurious spa-inspired bath. Four additional bedrooms and two full baths provide flexibility for family, guests, or work-from-home needs. The backyard is truly exceptional, with a heated saltwater pool and spa, complemented by an expansive deck, professionally designed landscaping, putting green, vegetable garden, and expansive lawn for recreation-- all fully fenced--offering beauty and privacy. This is a rare opportunity to enjoy luxury, comfort, and a luxury lifestyle.

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.

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.

A rare opportunity to own an authentic Mid-Century Modern home set on 2 picturesque, private acres in a quiet sought-after neighborhood of Cos Cob. This contemporary residence presents endless possibilities--move right in, or expand the existing home to create your dream estate. One-level living showcases the timeless appeal with oak floors throughout, featuring soaring ceilings, expansive windows, and sun-drenched living spaces that seamlessly connect with the surrounding landscape. Nestled in complete privacy, this architectural gem is designed to bring the outdoors in. The dramatic living room is anchored by a wood-burning fireplace and opens to an expansive deck overlooking the tranquil backyard perfect for a pool! A truly special setting offering privacy.

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.

Brand new construction in Cos Cob features four finished levels and an abundance of natural light. The main level offers an inviting open-concept kitchen, breakfast area, and family room, leading to a private deck and backyard, extending the living space outdoors. Glass walls along the staircase create a striking architectural detail while allowing light to flow through the home. The luxurious primary suite features a spa-like bath and custom walk-in closet with beautifully designed built-ins. Two additional bedrooms and a full bath complete the second level, with an optional connection for a stackable washer and dryer in the hall closet. The third floor offers a spacious bedroom, full bath, and versatile bonus space ideal for a playroom or office. The finished lower level provides a private office with custom cabinetry, second family room with wet bar, and full bath. Finished carport accommodates one car and would make a great party room. Set on a residential street, the property offers an ideal balance of privacy and convenience, with an easy route to North Mianus and Eastern schools, local shops, restaurants, parks, and the train station.

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.

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.

Set on over an acre in Mid-Country Greenwich, this classic four-bedroom Colonial offers generous living space and a versatile, well-designed floor plan. The main level features an open kitchen with a breakfast nook that opens to the family room, where a cathedral ceiling and wood-burning fireplace add warmth and character. Two distinct work-from-home spaces include a spacious wood-paneled library and a separate office, while the light-filled living room features a second wood-burning fireplace. The main living spaces are oriented toward the rear deck and yard, creating an easy connection to the outdoors for everyday living and entertaining. Beyond the listed square footage, the lower level provides additional finished living space for recreation, fitness or play, along with a substantial unfinished storage area with further potential. Offering privacy, flexibility and proximity to downtown Greenwich and the train, this is a compelling opportunity to make the property your own.

Pristine and thoughtfully updated home in the heart of Old Greenwich, around the corner from town, train, schools and beach, yet privately set overlooking the golf course. 9+ ft ceilings and oversized windows create a light-filled, spacious feel throughout. A gourmet eat-in kitchen flows seamlessly to the dining and living rooms with wood-burning fireplace and out to a new Trex deck. The 1st-floor Primary suite with cathedral ceiling and beautiful bathroom opens to the deck as well. The ground floor offers 3 bedrooms, gorgeous baths and a sun-filled Familyrm opening to the 2nd oversized deck. Great outdoor living and entertaining with a spacious backyard framed by mature plantings and stone walls; a serene green oasis. The 2-car garage with addtl storage completes this move-in-ready home!

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.

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.

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.

Great value and opportunity in this spacious five-bedroom Old Greenwich home! Set South of the Post Road with a flat fenced-in backyard in a wonderful neighborhood. Expansive interior perfect for effortless living and entertaining. Main level features living room, eat-in kitchen, and dining room. Primary bedroom and bath, three additional spacious bedrooms and full hall bath comprise the upper level. Walkout lower level is anchored by a generous family room with backyard access; bedroom and full bath. Complete with attached two-car garage. Enjoy the ultimate convenience of village living, just moments from Binney Park, library, schools, shops, restaurants, train, and beach. With a thoughtful layout, large yard and neighborhood setting it is the perfect place to make your home.

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.

GREAT INVESTMENT OPPORTUNITY- Bellavista is a 16,000+sf estate designed by architect Anthony Minichetti, comprised of 9 bedrooms, 9 full baths, and 4 half baths, set on 2.93 private elevated acres within Greenwich's elite Golden Triangle. Commanding panoramic views over one of Greenwich's historic Country Club golf courses, plus Long Island Sound views from the 2nd and 3rd floors, A truly sophisticated modern lifestyle.The residence is distinguished by its extensive integration of advanced technology systems, seamlessly embedded throughout the home. Smart-home infrastructure (lighting, climate, security,and entertainment).State-of-the-art environmental and wellness technologies (air, water, energy efficiency,and comfort). Attached 2 car garage + 5 car carriage house w lifts. 45'x20' pool Features: Full house generator. Venetian plaster walls, bleached white oak and porcelain floors throughout, radiant heated floors (including garage), self cleaning glass beaded stucco exterior with composite slate roof, imported windows/doors and stone, and expansive property for sports and entertaining. Pet grooming room with separate laundry. Chef's kitchen and additional family kitchen. Separate staff quarters. Plans available for an additional indoor pool and underground parking garage for 8 more vehicles with a car elevator.

INVESTMENT OPPORTUNITY WITH IMMEDIATE CASH FLOW! Legal non-conforming two-family property offering an excellent opportunity for investors seeking strong income. Immediate cash flow from day one with potential for much more. The property features two separate residential units, plus a partially finished walk-out basement, offering additional rentable space in conjunction with the 1st floor. Currently not being utilized. Some general maintenance and updating may be desired, providing an opportunity for the next owner to make improvements over time while benefiting from the property's existing income. Convenient Stamford location with easy access to shopping, transportation, major roadways and area amenities. Property is being sold AS IS. A solid opportunity to add an income-producing property to your investment portfolio. Minimum 24-hour notice required for all showings.

Beautifully picturesque, a long, shared drive leads to the 1920 stone manor sitting high on park-like grounds bordered by 29 acres of wooded conservation land. Renovated and expanded, this warmly inviting residence offers 10,664± square feet with six bedrooms, six full and two half baths, plus eight fireplaces. Above the three-bay detached garage is a renovated two-bedroom, 903-square-foot apartment with full kitchen and laundry. Leafy views from every room overlook the enchanting landscape. There is a pool with spa, fenced vegetable garden and fenced chicken coop. With so many aspects of special distinction, this is a wonderfully unique compound that captures the feel of the English countryside in a tranquil mid-country location. Includes legally permitted medical office.

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 refined luxury in this expansive Westover home, discreetly nestled at the end of a tranquil driveway just moments from schools, highways, transportation, and Stamford and Greenwich amenities. The property is enveloped by lush mature landscaping and offers access to the sprawling beauty of Mianus River Park. Designed for both grand entertaining and effortless everyday living, this move-in-ready home exudes timeless sophistication. The gourmet chef's kitchen, complete with an elegant butler's pantry, flows seamlessly into gracious open-concept living spaces. French doors throughout the main level open onto an expansive west-facing deck, perfectly positioned to capture breathtaking sunset views, while a sun-drenched patio just off the kitchen creates an exceptional indoor-outdoor lifestyle. The serene main-level primary suite is a luxurious and expansive space, featuring dual walk-in closets and a spa-inspired bath with a Jacuzzi tub. The second level offers four generously proportioned bedrooms, including two en-suite bedrooms and two with a shared bath. Bathed in natural light, the home also features an extraordinary walk-out lower level with a private en-suite guest suite, a spacious office, and an expansive recreation room anchored by a dramatic stone fireplace. Every detail of this exceptional residence has been thoughtfully curated to offer unparalleled comfort, elegance, and privacy.

Welcome to this first-floor end-unit condo in Stamford, offering two bedrooms and one full bathroom. This move-in-ready home features a spacious living room, hardwood floors throughout, and new windows that provide abundant natural light. The functional layout is designed for comfortable living. Additional conveniences include an in-unit laundry, an on-site coin-operated laundry facility, and two parking spaces. The property is ideally located near major commuting routes, shopping, dining, local parks, and public transportation, offering easy access to everyday amenities. This well-maintained condo is an excellent opportunity whether you are looking for a primary residence or a property to add to a rental portfolio.