luxury houses with terrace for sale Old Greenwich, United States

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

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.

Surrounded by the Long Island Sound on three sides, this extraordinary waterfront compound has defined the southern tip of Shippan Point for more than a century. Set on a private peninsula, it offers the rare privilege of watching the sun rise over the Sound and set back into the water with the Manhattan skyline shimmering in the distance. Designed by Hunt & Hunt Architects and completed in 1914 for inventor Thomas Robins, the main residence has been thoughtfully renovated and modernized throughout, including new electrical and plumbing systems, an expanded eat-in chef's kitchen, and beautifully reimagined open living and dining spaces designed for both grand entertaining and everyday living. Exceptional fixtures, finishes, and craftsmanship complement the home's historic pedigree, while every room is carefully oriented to capture sweeping panoramic water views. The main level is further enhanced by a stunning solarium with fireplace, offering a year-round retreat immersed in the surrounding waterfront landscape. The second floor is anchored by a newly improved primary suite featuring a private balcony with panoramic views across the gardens and Long Island Sound, a luxurious spa-inspired bath, and an expansive dressing room. Three additional bedrooms, a private office, and a versatile bonus room complete this level, providing exceptional flexibility for family living, guests, and work-from-home needs. A charming gatehouse with guest quarters above welcomes guests to the gated and professionally landscaped 1.67± acre property, where prominent rock outcroppings, manicured lawns, walking paths, and specimen trees create a spectacular waterfront setting. Private waterfront access accommodates kayaks and paddleboards, while a staircase on the opposite side of the property leads directly into the Long Island Sound, offering an exceptional setting for open-water swimming. Resort-inspired outdoor amenities are equally inviting, centered around a saltwater pool, pool bath, and a waterfront spa positioned to capture sweeping views in every direction. This remarkable estate offers an unparalleled lifestyle and endless opportunities for recreation, entertaining, and enjoying one of the most extraordinary settings on the Connecticut coastline.

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.

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.

Tucked within the secluded Indian Point Association, this 1.55 acre waterfront sanctuary in coveted Riverside invites you to imagine the lifestyle that you have always waned. From its sweeping southwestern vantage point, the property opens to mesmerizing views of Long island Sound-a living canvas that shifts with every season, every tide, every change of light. A charming 1949 built house sits on the site: 5 beds/3.1 baths, 4,324 sq ft with abundant light throughout. New elevation certificate and survey marking septic and wetlands. First floor bed/bath and family room are actually up about 6 steps from the first floor, off the kitchen. Mudroom/laundry room and garage are about 6 steps down from the kitchen. Also listed for land.

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.

We are requesting that all offers be presented by 5pm, Sunday, July 26. Exceptional Opportunity in Old Greenwich! Rarely does a flat, build-ready lot with mature landscaping become available in one of Old Greenwich's most sought-after neighborhoods. Whether you choose to renovate, expand, or build a spectacular custom home, this exceptional property offers endless possibilities. The existing 3-bedroom, 2-bath Ranch is set on a beautifully level .41-acre lot in the R-12 zone, offering a rare opportunity to create your dream home in a premier location. Set within the highly desirable North Mianus School District and just minutes from schools, parks, Old Greenwich Village, Metro-North, shopping, dining, and Tod's Point.

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.

Beautifully maintained colonial. Nestled quietly along a cherished & highly sought after peaceful in-town cul de sac between Sachem Lane Nature Preserve & Loughlin Park - a commuter's dream.

An extraordinary opportunity to build new, update, or fully restore. Set in an exceptionally desirable, central Greenwich neighborhood, this property rests on a quiet, safe, no-through lane. This is a rare verdant street set in a serene backdrop with a nature preserve directly across the property. Loughlin Park around the corner, Cos Cob Park down the street and Bruce Park nearby. Location offers unmatched convenience--less than two blocks to the train, shops, local dining, and other amenities. Built in 1970, it has had a single owner. Two tiered wood deck and outdoor brick fireplace. 2 car garage. Public gas is connected. This versatile offering is also cross-listed as land. Allowable Floor Area Ratio +/- 3,294 SF

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.

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 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.

Featured in House Beautiful (Feb '22), this home in the private Milbrook Association showcases the exceptional work of renowned interior designer Jamie Drake set amidst the beautifully curated grounds by Janice Parker. Elegant open-concept layout with 10-ft ceilings perfectly suited for both grand entertaining and quiet escape. Luxurious owner's suite with fireplace, morning kitchen, spa bath, dual walk-in closets and balcony overlooking backyard. Three additional en-suite bedrooms upstairs. Lower level with office/5th bedroom, gym and rec room. Highlights include 3-floor elevator, attached 2-car garage, Sonos/Savant smart home system, fiber-optic internet, electronic window shades. Terrace with covered seating area, outdoor fireplace and barbecue. Opportunity to buy home fully furnished.

Rich in history is this sidewalk and tree lined neighborhood of homes oozing with architectural character. A cheerful 1929 colonial gem with a darling vestibule entry and many unspoiled period details, has been freshly painted both inside and out. Wonderful first floor living space with oversized sunroom, living room and dining room each with windows that frame a quaint neighborhood picture. The bright skylit kitchen has shaker cabinets, garden window and granite counters with under cabinet lighting. The upper level comfortably accommodates 3 bedrooms that share an oversized bath. A walk up attic with full height at its center point can be finished for a multitude of uses. Clean and bright unfinished basement with ample storage and options for use. Walk to Glenbrook village and Metro North. This neighborhood jewel is move in ready.

Incredibly bright and spacious 3 bdrm corner apartment with fabulous western exposure is waiting for it's next creative owner. The layout works well for entertaining while offering a private primary suite location plus 2 additional bedrooms in a separate wing all with wonderful oversized closets and gleaming hardwood floors. The spacious entrance foyer with 2 large closets leads to the living room and dining area . While the bedroom ''wing'' could easily accommodate an office/den/laundry etc. Although livable in it's current freshly painted state, the apartment is being offered ''as is''. Enjoy the feeling of living in a tree house! (.5% capital assessment paid at closing. Taxes included in monthly association fee.)

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.

107 Maple Avenue represents a rare achievement: a historic Greenwich home whose original spirit has been respected and enhanced. Beautifully restored, comprehensively modernized, it offers the character of an earlier era with virtually every comfort of contemporary living--a timeless house, thoughtfully prepared for its next steward. Set along one of Greenwich's most historic residential avenues, the house enjoys the increasingly rare combination of historic character, sophisticated design, extensive amenities, and extraordinary convenience. Greenwich Avenue's shops, restaurants and train station are steps away, while Greenwich Academy and Brunswick School are nearby. The restoration was approached with remarkable attention to detail. Working with Quindico Builders and noted architects Brooks & Falotico, the residence has been renewed from the inside out. New Norwood windows, new roof and new siding, spray-foam insulation, new mechanical systems with six-zone HVAC bring contemporary efficiency and comfort to the historic structure. All town utilities, a generator-ready system and a heated pool. Inside, beautifully proportioned rooms retain the sense of permanence and craftsmanship that distinguishes an important older home, now complemented by a fresh, refined aesthetic. The main level is defined by 10-foot ceilings, wide engineered white-oak floors and handsome 8'6" doors with concealed hinges. At the heart of the house, a spectacular eat-in kitchen combines generous scale with exceptional functionality. An oversized island anchors the room, accompanied by a walk-in pantry with microwave, large refrigerator and freezer, professional range and dedicated beverage center. The kitchen flows naturally to an open dining area and a spacious living room with fireplace, creating a relaxed center for everyday life and entertaining. French doors open seamlessly to the deck and covered porch, extending the living spaces outdoors. A private office with its own beverage center and powder room provides a discreet place to work from home, while a formal powder room and custom outfitted mudroom complete the first floor. The second floor is devoted to beautifully appointed private spaces, with 9-foot ceilings and light filled rooms. The primary suite is conceived as a serene retreat with a private balcony, two dressing rooms and a luxurious bathroom with heated floors, dual sinks, an expansive rain shower and soaking tub. Two additional en-suite bedrooms occupy this level, together with a sitting room and dedicated laundry room. The third floor provides still greater flexibility, offering two additional en-suite bedrooms and a generous playroom. Far more than a traditional basement, the beautifully finished lower level expands the possibilities of the home. Heated floors run throughout, complemented by a gym, full bathroom, powder room, cedar closet, mudroom and laundry room. A kitchenette with dishwasher makes the space particularly well suited for entertaining pool side. The grounds have been considered with the same attention as the interiors. A refurbished Gunite pool with new automatic cover and new pool heater creates a private setting for summer entertaining, while an outdoor shower adds to the relaxed resort-like experience. A large heated two-car garage and separate gate-to-garage driveway complete the property. As a distinguished piece of Greenwich history, 107 Maple Avenue has been comprehensively renovated and restored to an exceptional standard, preserving the grace and architectural integrity of the original residence while creating a home perfectly suited to modern life.