luxury houses with terrace for sale Greenwich, United States

Designed by award-winning Paul Stephan Marchese & Associates and built by highly regarded Hobbs, Inc., this exceptional custom Georgian Colonial is beautifully sited on 14 glorious acres just two miles from Greenwich Avenue. A true compound, the property includes the magnificent custom main residence, a stone pool house, a stone two-bedroom cottage with kitchen, a one-bedroom cottage with kitchen, the original George C. Scott stables and riding trail that extends around the perimeter, and a tennis court--all surrounded by expansive lawns and mature landscaping offering remarkable privacy. The main residence unfolds across four beautifully appointed levels serviced by an elevator, with five bedrooms, seven full and one half bathrooms, and six fireplaces. A dramatic entrance foyer sets the tone with an elegant floating staircase and inlaid checkerboard marble floors. Graciously proportioned rooms are equally suited to sophisticated entertaining and comfortable everyday living, including an elegant living room, spacious formal dining room, handsome billiards room, and richly paneled library with floor-to-ceiling bookcases all with fireplaces. A memorable George C. Scott knotty-pine bar room lends a distinctive sense of history and character to the home. At the heart of the residence is an extraordinary gourmet kitchen centered around a 12-foot island and complemented by a generous butler's pantry. The kitchen opens to a spectacular two-story family room and separate breakfast area, where soaring floor-to-ceiling windows capture views across the magnificent grounds and flood the interiors with natural light. The luxurious primary suite is a private retreat of exceptional scale, distinguished by a handsome tray ceiling and thoughtfully designed with two separate dressing rooms and two private bathrooms, providing beautifully appointed individual spaces and an uncommon level of comfort and privacy. Four additional ensuite bedrooms complete this level. Outdoors, the estate is equally impressive. Sweeping lawns and mature landscaping surround the swimming pool and spa, accompanied by a stylish stone pool house with both indoor and outdoor fireplaces--creating an exceptional setting for entertaining and relaxed country living. Grand in scale yet warm and inviting, this distinguished Greenwich compound brings together timeless Georgian architecture, superb craftsmanship, extraordinary acreage and an exceptional collection of accessory structures--all within two miles of Greenwich Avenue.

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.

Set on 3.13 acres just off Round Hill Road, 8 Sheffield Way brings Modern Greenwich Living to one of Greenwich’s most desirable mid-country locations. Here, striking architecture and warm, inviting interiors set the scene for sunlit mornings, long dinners with friends and evenings that drift onto the terrace, with the quiet of the woodland beyond. Davis Chase Homes will build your home, and you can work with Workshop/APD to further personalize the design, finishes and amenities. The current design encompasses approximately 9,500 square feet above grade, including the three-car garage, plus a fully finished lower level featuring a private wellness center and dedicated entertainment spaces. The home offers seven bedrooms in all, including six en-suite, seven full baths and three powder rooms. A dramatic double-height central living hall frames views through the home to the backyard, while an expansive kitchen opens directly to the family room. A separate dining room, library, main-floor guest suite and bar opening onto the pool terrace create inviting spaces for everyday living and entertaining. An elevator serves all four levels. Upstairs, the private primary suite features two dressing rooms, a generous bath and a terrace, complemented by three additional en-suite bedrooms. The finished third floor offers an open recreation loft, a guest bedroom and a shared full bath. The planned lower level brings together a dedicated gym, sauna, steam room, cold plunge, shower and massage room, along with a combined cinema and golf/sports simulator, a glass-front wine cellar planned for approximately 1,000 bottles, and an en-suite guest or staff bedroom. Living and entertaining continue outdoors with a swimming pool and covered terrace, set within a generous clearing framed by mature trees. A gentle creek and private woodland trail add to the sense of privacy and retreat. This prime Round Hill setting offers convenient access to Greenwich Avenue’s shopping and dining, the Round Hill Club, and schools including Greenwich Academy, Brunswick School, Greenwich Country Day School and Sacred Heart Greenwich. The Merritt Parkway, Metro-North service to Manhattan and Westchester County Airport provide convenient regional connections. Septic studies are available, with town water and electricity available at the street. Final plans, specifications and construction are subject to engineering, approvals and the construction agreement.

An extraordinary newly constructed residence in the heart of Greenwich, Seven Parsonage Road is a masterfully crafted white brick manor on 1.12 acres, defined by timeless elegance and modern sophistication. Spanning four expansive light filled levels served by an elevator, this six-bedroom, six full and two half-bathroom home offers over 10,200+/- square feet of meticulously designed living space. Inside, soaring ceilings and stylish lighting illuminate refined interiors, including a dramatic great room with vaulted ceiling and fireplace, formal living and dining rooms. The chef’s kitchen appointed with custom cabinetry with walnut interiors and Sub-Zero Designer Series appliances is complimented by a Butler’s Pantry with wet bar. A generous mudroom with washer and dryer in addition to informal and formal powder rooms complete this level. A floating glass staircase rises through the home, connecting to the upper levels where the primary suite dazzles with a fireplace, coffee bar, spa-like marble bathroom with radiant heated floor, steam shower, soaking tub and two water closets plus two boutique-style dressing rooms. Three additional ensuite bedrooms on this level, each with custom closets and rich hardwood floors- as well as an oversized laundry room with built in drying racks. A second-floor covered deck overlooks the rear of the property for easy enjoyment. The third floor houses a fifth ensuite bedroom, a flexible room for an office or sixth bedroom, large walk-in cedar closet, and a coffee bar with refrigerator. Lower-level amenities include high ceilings with a floor plan designed for entertaining. A gym prewired for a golf simulator with 11-foot ceilings, custom humidity-controlled wine room, home office with built-ins, full bathroom with heated floor, and a lower-level great room with full bar are complimented by ample storage spaces. Outdoor living is equally impressive with a new heated 20x40 pool with auto cover with 2 ft coping and smart controls. Two covered terraces with infrared heaters plus the second-floor covered deck overlook the manicured grounds with 100 14-16 ft Arborvitae Trees enclosed by a 300-ft stone wall and motorized gates. A permeable paver motor court accommodates 12+ vehicles behind the gates plus a 3-car heated garage. Whole-house generator and property wide sprinkler system. Every detail—from the slab marble finishes to integrated smart home systems—has been thoughtfully curated for the most discerning buyer. A rare opportunity for luxury, privacy, and proximity to downtown Greenwich.

Historically known as ''Electric Hill,'' this extraordinary estate occupies one of the highest points in Mid-Country Greenwich, commanding year-round views of Long Island Sound across the treetops. Once part of a larger estate owned by Edward H. Johnson, Thomas Edison's associate and a pioneer in residential electrification, the property pairs a storied legacy with timeless architecture. Designed by renowned architect Mark Finlay and custom built by Hobbs, this stone Georgian stands as a testament to exceptional quality and enduring design. Set on more than five acres less than two miles from downtown Greenwich, the 12,000-square-foot residence offers rare privacy in one of Greenwich's most coveted locations. Crafted with meticulous attention to detail, the home features a hand-laid stone exterior, slate roof, limestone detailing, antique wood floors, custom millwork, and soaring ceilings throughout. Grand yet inviting, the interiors are defined by abundant natural light and beautifully proportioned living spaces, all thoughtfully oriented to maximize the home's southern exposure and sweeping views of Long Island Sound. The expansive chef's kitchen is designed for both everyday living and effortless entertaining, with a breakfast area overlooking the property. The dramatic family room showcases reclaimed wood beams spanning the cathedral ceiling, while a walnut-paneled, coffered library conceals a secret bookcase leading to a private home office known as the "Oval Office." Five generously sized en-suite bedrooms include a gracious first-floor guest suite and an elegant primary suite featuring dual walk-in dressing rooms and a private balcony offering the home's most spectacular view. The walk-out lower level is designed for recreation and entertaining, featuring a billiards room, media lounge, striking double-sided bar, home gym, and a climate-controlled 2,800-bottle wine cellar. Designed to embrace its remarkable setting, expansive bluestone terraces overlook formal gardens, sweeping lawns, and mature specimen trees, including a centuries-old beech tree. A gunite swimming pool and separate spa are complemented by a stone pool house crowned by a distinctive bell-cast pavilion roof, complete with a kitchenette and powder room. Together, these outdoor living spaces provide an ideal setting for indoor-outdoor entertaining with Long Island Sound as the backdrop. Few properties combine such extraordinary views, architectural pedigree, exceptional craftsmanship, and privacy just minutes from downtown Greenwich. Electric Hill represents one of Greenwich's most significant and irreplaceable estate offerings.

One level living at its best! A gated drive introduces this beautifully appointed stone residence, gracefully set on over two exquisitely landscaped Mid-Country acres. Light-filled interiors offer a rare combination of scale and comfort, and are defined by dramatic ceiling heights, expansive windows, and beautifully proportioned spaces. A generous entry flows to the formal dining and living rooms, as well as the eat-in kitchen. French doors are showcased throughout the main level to create a seamless connection to the surrounding grounds and deck. The main-floor primary suite is thoughtfully positioned for privacy and features dual walk-in closets, a sumptuous bathroom that has just been renovated with spa-like finishes, and direct access to the terrace and gardens beyond. Three additional bedrooms on the main level, each with their own bathroom, provide exceptional flexibility for family and guests. Upstairs, a versatile suite with extensive built-ins, full bathroom, and adjoining exercise room offers ideal space for a home office or private guest space. A walk-out lower level includes a generous family room, anchored by a gas fireplace, and a full pool bathroom. A recently installed cedar shingle roof with copper flashing underscores the property's enduring quality and attention to detail. Outside, mature landscaping, a pool with spa, and a waterfall provide a tranquil backdrop for this one-of-a-kind offering.

Privately tucked away at the end of a tranquil lane in prestigious Mid-Country Greenwich, this custom-built stone manor is a rare offering of timeless architecture, exceptional craftsmanship, and resort-like amenities. Encompassing more than 11,373 square feet and set upon 3.2 exquisitely landscaped level acres, the estate is surrounded by sweeping lawns, mature specimen plantings, and beautifully curated gardens that create an atmosphere of complete serenity and privacy. Designed for both grand-scale entertaining and comfortable family living, the residence features six bedrooms, eight bathrooms, and elegant interiors defined by high ceilings, abundant natural light, and refined architectural detailing. The main level boasts impressive 11-foot ceilings, gracious formal and informal rooms, a gourmet kitchen and oversized windows framing picturesque views of the grounds, pool, pool house and cottage with kitchen. The second floor, with 10-foot ceilings, is highlighted by an extraordinary primary suite offering a private sitting room, dual spa-inspired bathrooms, and two generous walk-in dressing rooms and a home office. Four additional en-suite bedrooms and a spacious laundry room complete this level. The thoughtfully designed lower level provides exceptional recreational and lifestyle spaces, including a guest bedroom and bathroom, family room, media room, fitness center, powder room, and additional space perfectly suited for the creation of a world-class wine cellar. The estate's outdoor amenities rival those of a private resort. A charming stone pool house with soaring ceilings, a fireplace, inviting living and dining areas, a kitchenette, changing room, and a full bathroom overlooks the spectacular 30' x 60' swimming pool and spa. Completing the compound is a beautifully appointed 1,500-square-foot guest house with two bedrooms, one full and one half bathroom, living room with fireplace, dining area, kitchen, office and an attached two-car garage, providing luxurious accommodations for extended family and guests. Offering an unparalleled combination of privacy, scale, and sophistication in one of Greenwich's most coveted locations, this exceptional estate represents the very best of country estate living just moments from town, schools, and commuter access.

DEER PARK WOODSIDE: This distinguished 1930's brick Georgian is set on a serene, oversized lot within Deer Park Association, embodying the timeless architectural presence of a classic pre-war brick manor. Originally designed as an elegant six-bedroom, six-bath residence, the home offers an exciting opportunity to be reimagined for its next chapter. The exceptional grounds unfold across expansive, manicured lawns with desirable western exposure, framed by stone walls, mature trees, and a pool. Completing the estate is a three-bedroom cottage, providing additional flexibility. Ideally serviced by public gas, water, and sewer allowing for ease of development. Perfectly positioned near schools, clubs, houses of worship, and Greenwich Avenue. Lot is 2.02 acres in RA-1. FAR = 11,878+/-

Set along prestigious Round Hill Road in backcountry Greenwich, this new construction estate offers a rare opportunity to create a modern country retreat of exceptional scale and refinement. At approximately 14,000 +/- SF with 7 bedrooms, the residence blends classic Greenwich architecture with a more contemporary sense of light, glass, and indoor-outdoor living. Plans include gracious formal and informal living spaces, a dramatic entry, private library, expansive kitchen, first-floor guest suite, elevator, and finished walkout lower level with golf simulator, wet bar, wellness gym, and cold plunge. Outdoor amenities include terraced landscaping, stone walls, a 20x40 pool with integrated spa, and a separate pool house with kitchenette, bath, and fireplace. Unique opportunity to customize select finishes and layout while in current stage. Renderings, plans, specifications, and features subject to change. A singular offering for those seeking a generational Greenwich estate with privacy, provenance, and architectural permanence.

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

Escape the ordinary at this fully renovated European inspired Greenwich, CT retreat offering exceptional privacy, sweeping river views, and effortless access to the Cos Cob village amenities. Set above the Mianus River, the property features multilevel stone terraces, outdoor fireplaces, mature gardens, and an all season stone gazebo sculpted by the former head designer of the New York Botanical Garden, creating a truly one-of-a-kind outdoor experience. Inside, the completely reimagined, meticulous interior showcases rich hardwood floors, quality moldings, and thoughtful craftsmanship throughout. Versatile living spaces include a chef's kitchen, a dramatic family room with waterview exposure, and luxurious ensuite bedrooms that feel both serene and refined. Large windows and French doors frame the river, enhancing the home's European ambiance and connection to nature. Sidewalks lead to shops, cafes, schools, and the train just five minutes away. This residence blends Old World charm with modern convenience. A rare offering that delivers distinctive character, designer curated grounds, and a lifestyle that stands apart from the standard.

Set along prestigious Round Hill Road in backcountry Greenwich, this new construction estate offers a rare opportunity to create a modern country retreat of exceptional scale and refinement. At approximately 14,000 +/- SF with 7 bedrooms, the residence blends classic Greenwich architecture with a more contemporary sense of light, glass, and indoor-outdoor living. Plans include gracious formal and informal living spaces, a dramatic entry, private library, expansive kitchen, first-floor guest suite, elevator, and finished walkout lower level with golf simulator, wet bar, wellness gym, and cold plunge. Outdoor amenities include terraced landscaping, stone walls, a 20x40 pool with integrated spa, and a separate pool house with kitchenette, bath, and fireplace. Unique opportunity to customize select finishes and layout while in current stage. Renderings, plans, specifications, and features subject to change. A singular offering for those seeking a generational Greenwich estate with privacy, provenance, and architectural permanence. Merrit to Round Hill Road

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.