luxury houses for sale Old Wagon Road, United States

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.

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.

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.

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.

Wow! This, to-be-built home in Riverside by Little London Collective will be state-of-the-art. The plans call for five bedrooms and five-and-a-half bathrooms over 5,529 square feet. Upstairs find the primary suite in its own wing with a large walk-in closet, luxury bath and a coffee bar to enjoy on the private balcony overlooking the swimming pool. There will be three additional en-suite bedrooms on this floor with another in the lower level where you will also find a gym, additional family room and recreation room. It is not too late to customize to your taste and make this the home of your dreams.

Tucked along a quiet residential street, 47 Crane Road offers an inviting combination of character, space and thoughtful updates. Hardwood floors flow throughout much of the main level, which features two bedrooms and a full bath, dining area with built-ins, an updated kitchen with stainless steel appliances, and a light-filled family room with vaulted ceiling, fireplace and sliders opening to the expansive rear deck. The recently renovated second-floor primary suite is a true retreat, offering exceptional space, two generous walk-in closets and a beautifully appointed bath with heated floors, double vanity and oversized shower. The finished lower level adds valuable flexibility for a rec room, home office, gym, playroom or media space. Outdoors, the large deck overlooks a peaceful backyard surrounded by mature trees and established gardens that welcome butterflies, songbirds and hummingbirds throughout the seasons. A detached garage adds parking and storage. Comfortable, versatile and filled with natural light, this special Stamford home offers room to live, work, entertain and unwind.

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 facade 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 Soundbeach to shore rd

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.

Sophisticated and designed for effortless living, this exceptional four-level residence with approximately 5,000 sq ft of thoughtfully connected spaces offers the lifestyle today's buyers desire. With the feel of new construction, the recently refreshed home retains the character and craftsmanship of its extensive millwork, complemented by 9-foot ceilings, hardwood floors and well proportion rooms throughout. An inviting open-concept floor plan creates a seamless flow between the principal rooms and sets the tone for what's to come. The highlight is a spectacular gourmet kitchen featuring Carrara marble countertops, high-end appliances, and a 2-tier island with seating. The kitchen opens to the spacious family room anchored by a striking stone fireplace and framed by an incredible west- facing deck ideal for indoor/outdoor entertaining as it captures sunsets and picturesque views of Loughlin Park. The expansive primary suite is a private sanctuary, complete with a gas fireplace, balcony, walk-in closet and luxurious Carrara marble bath. Three family bedrooms, two baths and laundry room complete the second floor. The finished attic space has been converted into a playroom/ gym complete with a climbing wall. The substantial lower level is valuable additional space offering a guest bedroom, large family room, and mudroom with access to the outfitted two-car garage and flat backyard. Ideally situated in the heart of Cos Cob, the property is moments from village shops and restaurants, Metro-North, Loughlin and Cos Cob Parks, the Bush-Holley House, and scenic Cos Cob Harbor- offering an unparalleled combination of refined living, convenience and setting. Elevator shaft in place.