luxury real estate for sale Old Wagon Road, United States

Sought after Chester model, 4 BRS with 4.1 baths including1st floor primary BR in a wonderful location. Generously scaled LR with fireplace and DR opens to a lovely patio overlooking a gorgeous meadow. Upstairs are 2 large and sunny ensuite BRs and an open study /home office with built ins. The Lower Level is a dream - Home theatre, billiard or exercise area 4th bedroom full bath and family room. Association offers exercise room, pool and spa, and firepit. Additional 4 off street parking spaces in the driveway.

Classic 1960 split-level home offering comfortable living spaces and a versatile floor plan. The sun-filled living room features a charming bay window, while the generously sized kitchen with dining area opens directly to an outdoor terrace, ideal for dining and entertaining. Four bedrooms, two full baths and a spacious family room provide flexibility for today's lifestyle. Set on a .20-acre property in the R-7 zone, this home presents a wonderful opportunity to move right in, renovate or build new, with exciting possibilities for expansion, subject to town approvals. The property is being sold 'As Is''.

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.

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.

Walk to town, the train, Binney Park and the beach. Come home to a private gated yard. The major work is already done. Located on a quiet lane in Old Greenwich, this recently renovated 5 bedroom residence situated far back off road on a .32 acre level lot was recently updated with 3 1/2 new bathrooms. Main Level: Living room, Dining room, Powder room and Eat-in Kitchen with updated appliances. 2nd Level: Primary Bedroom w/new Luxury bath and 3 additional Bedrooms with Hall Bath. Walkout Garden Level: large family room w/fireplace, a 5th bedroom w/new bath, new laundry room, gym, storage room and access to garage w/ electric car charger. Fenced in backyard is totally redesigned w/level lawn, specimen trees boarding perimenter for privacy and large terrace for outdoor enjoyment.

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.

Experience modern luxury in this meticulously renovated retreat set on 2.3 private acres, moments from Greenwich amenities. This architectural home offers a brand new gourmet kitchen with Wolf and Sub-Zero appliances, elegant open-plan living, custom built-ins and multiple fireplaces. The main level primary suite boasts a sitting area/office, spa bath with heated floors and dual walk-in closets. The second level features all en-suite bedrooms, including an additional primary suite option. New Marvin windows and doors showcase serene private views and an expansive deck that creates seamless indoor-outdoor living. The fully finished basement offers spacious living space and an option for a play room, fitness room, or additional work space. Sophisticated and thoughtful design at its finest.

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.

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.

Rare opportunity to own one of the premier combined penthouse residences at the prestigious Park Tower. Spanning over 2,000 sq. ft. of sophisticated living space, Penthouse 28EF is a stunning sun-drenched two-bedroom, two-and-a-half-bath sanctuary offering sweeping panoramic views of the city skyline and Long Island Sound through expansive floor-to-ceiling windows. Step into a gracious entry foyer featuring custom marble-inlaid tile, flowing seamlessly into a vast open-concept living and dining area. The chef's kitchen is appointed with white cabinetry, granite countertops, a center island with seating, and stainless steel appliances. The thoughtful layout includes a private outdoor balcony, a dedicated home office, and an expansive primary suite complete with a custom walk-in closet and a spa-inspired en-suite bath. Residents enjoy world-class building amenities including 24-hour security, full concierge service, a year-round indoor pool, a fully equipped fitness center, resident lounge, and a stunning rooftop deck with panoramic views. For ultimate commuting ease, the building provides a private weekday shuttle service directly to the Stamford train station. Perfectly situated just steps from Stamford's premier dining, shopping, and Metro-North, offering the absolute peak of luxury and convenience.

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.

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.

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.

Welcome home to the prestigious, gated Chesterfield community, where classic townhouse charm meets modern convenience in central Stamford! This beautifully maintained residence features a spacious multi-level layout designed for both quiet relaxation and effortless entertaining. Upstairs, dual en-suite bedrooms each feature their own dedicated full bath, offering exceptional privacy for guests as well as primary suite setup. The main level opens to a light-filled living room with access to your own private deck, while the finished walk-out lower level features glass sliders leading outside-perfect for a home office, media room, gym, or rec space. Storage challenges are solved with an enormous pull-down attic, a rare and valuable feature in condo living. Complete with an attached 1-car garage and access to resort-style amenities, this home offers top-tier security and easy living in an unbeatable Stamford location.

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.

A Rare Westover Opportunity: Two Lots Offered Together -- Set on three private acres in sought-after Westover, this five-bedroom residence offers privacy, generous living spaces, and expansive water views. The property includes two lots being sold together, creating an exceptional opportunity for added space and possibilities. Enjoy desirable main-level living with expansive glass walls framing pond views and welcoming southern light. The formal living and dining rooms feature hardwood floors and a stone fireplace. The skylit kitchen offers granite countertops, while the family room features Spanish tile flooring, a second fireplace, and sliders to the deck and pool. The main-level primary suite features water views, dual bathrooms, generous closets, and a sauna. Two additional main-level bedrooms provide flexibility, along with a wood-paneled office with custom built-ins. Upstairs, two more bedrooms and a bonus room offer additional possibilities. Outdoor features include a stone patio, in-ground pool, and detached pool house with changing rooms, a full bath, kitchen facilities, and a seating area overlooking the grounds. The adjoining lot offers additional space for outdoor enjoyment, gardens, or future possibilities. A generator and abundant storage complete this distinctive offering, combining a special natural setting and versatile living spaces. House is being sold as-is.

It's all here, in the heart of downtown Stamford! This sparkling one-bedroom unit is located in The Biltmore, a community known for its luxury amenities, including a 24-hour concierge, fitness center, and short distance to Metro-North. Beautifully maintained, this sunny unit features hardwood floors and an in-unit washer/dryer. The spacious living/dining area overlooks a pretty courtyard, while the kitchen and full bath have been nicely updated. Parking garage space available for $118 per month. Freshly painted, this welcoming, turn key home is ready for immediate occupancy! $300 move in/move out fee,

Discover the timeless appeal of Old Greenwich in this beautifully restored 1910 barn, tucked away off West End Ave in this incredibly convenient and private location. Soaring ceilings, wide-plank floors, and light-filled interiors create a fresh and original space. In the country kitchen a fabulous Aga oven anchors the space truly creating the heart of the home. Multi-access to a large wrap-around deck, overlooking beautifully landscaped gardens and level yard. An oversized one-car detached garage with extra storage and ample courtyard parking. This lovely tucked away gem is moments from the village, train station, schools, shops, restaurants and the popular Tod's Point Beach. A rare offering that captures the charm of Old Greenwich while enjoying the best of outdoor coastal living.

Mid-City Luxury! Entry Foyer welcomes you to this one of a kind, open & airy corner condo with lovely sunset views. in one of Stamford's premier luxury, 24 hour doorman buildings. Spacious Living Room with Hardwood Floors and decorative sliders open to Dining Room. Kitchen has loads of storage, stainless appliances & granite counters plus breakfast bar open to Dining Room. Here's the "WOW" - generous En-Suite Primary Bedroom with newer wall to wall carpet, large Walk-In Closet and spacious Primary Bath with double shower, double sinks and walk-in linen closet. An additional well proportioned Bedroom, Full Hall Bath, in-unit Laundry and bonus Walk-In Hall Closet. Building features heated in-ground pool, grass courtyard, 2 gyms & library. Building updates include outside facade, walkways, windows, refurbished hallways, pool deck, enhanced landscaping, front entrance and more!! 1 reserved Garage spot (#79 on G2) and Storage Bin. Located in the heart of downtown close to restaurants, shopping theatres, commuting, train & houses of worship. Extras include electric shades, newer refrigerator, dishwasher, washer & dryer.

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.

Direct waterfront with dock. This is one of the most stunning water views in Greenwich. a rare combination of both south and western exposures that provides views all the way to Long Island but also fabulous afternoon light and evening sunsets. Add to that, the property is completely out of the flood-zone and has a highly functional dock. The house is a classic antique ''Captain's house'', which can be renovated/expanded or build new. Lot size = 24,402 sq.ft. so FAR calculation suggests around 5,500 sq.ft., plus additional 3rd floor square footage and full-basement square footage. Includes separate garage building. Wonderful neighborhood, off the beaten path, but extremely close to schools, train, and Yacht Club.

Completely reimagined and expanded to nearly twice its original footprint, this exceptional Riverside residence is the result of a meticulous gut renovation by Abode Interiors NYC, where sophisticated design meets effortless modern living. Graceful arches, soaring 9- and 10-foot cathedral ceilings, wide-plank Brazilian oak floors and a marble fireplace establish a refined architectural language, while all-new windows bathe the interiors in natural light. At the heart of the home, an Architectural Digest-worthy custom kitchen pairs Calacatta Gold marble, quartz countertops, Bosch appliances and bespoke millwork with an expansive eat-in peninsula. The adjoining dining area opens through dramatic 12-foot sliding doors to an oversized deck, creating a seamless connection between indoor and outdoor entertaining. A light-filled, lofted family room offers a striking second living space, while the privately positioned primary suite is a serene retreat with a custom-designed dressing room and spa-inspired bath featuring a freestanding soaking tub, oversized shower and double vanity. Five bedrooms thoughtfully arranged across separate levels provide exceptional privacy and flexibility. Outside, the expansive, level backyard is framed by mature lilacs, irises and hydrangeas, with established flower beds, a charming brick shed and generous deck for dining and entertaining. Virtually every element has been renewed, including Hardie siding, expanded paver driveway, dual-zone HVAC with Google Nest, tankless hot water, upgraded electrical, soundproofing, new systems and structural improvements, delivering truly turnkey living with the character and craftsmanship of a custom home. Ideally situated in coveted Riverside, just minutes from parks, shopping, dining and the charm of Old Greenwich.

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.