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luxury houses with terrace for sale Fairfield County, United States

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7

House with pool and terrace Greenwich (United States)

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+/-

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$9,350,000
6bedrooms
8bathrooms
land 8,175

By Sotheby's International Realty - Greenwich Brokerage

23

House with terrace Westport (United States)

The best vacations are the ones you never have to leave. Set on the shores of Compo Mill Cove in the heart of Westport's coveted Compo Beach neighborhood, this exceptional FEMA compliant Michael Greenberg-designed waterfront home offers the ultimate coastal lifestyle. State-of-the-art systems, including geothermal heating and cooling and tankless hot water, provide exceptional efficiency and year-round comfort. Begin your mornings with a walk along Compo Beach, spend afternoons moving between your private beach and pool, and end the day dining on the waterfront terrace beneath the stars or strolling over to one of Westport's renowned restaurants. Designed to embrace the water from every angle, the home features exposed beams, wide-plank hardwood floors, and water views from nearly every room. The chef's kitchen opens seamlessly to spacious living and dining areas, creating an effortless flow for entertaining. Offering five bedrooms and three-and-a-half baths, there's plenty of room for family and guests to experience one of Westport's most coveted waterfront settings. Rarely does a home combine architectural pedigree, resort-style amenities, and an irreplaceable location so beautifully. This is waterfront living at its finest.

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$6,800,000
5bedrooms
4bathrooms
land 1,659

By William Pitt Sotheby's International Realty

Contract pending
40

Property New Canaan (United States)

A Masterpiece of Colonial Elegance and Resort-Style Living on Dunning Road - Perfectly positioned on a coveted cul-de-sac just moments from town on 2 perfectly flat acres, this stately 5-bedroom, 6.5-bath center hall colonial offers an unparalleled blend of sophisticated design and private resort living. Inside, the formal living room sets a dramatic tone with its stately fireplace and a breathtaking wall of windows framing views of the lushly landscaped backyard oasis, while a separate, sun-drenched solarium provides a tranquil and private retreat for quiet relaxation. The heart of the home is a designer kitchen equipped with professional-grade appliances, a massive center island, a walk-in pantry, and an adjacent breakfast room and separate command center-all seamlessly connecting to a formal dining room and opening through floor-to-ceiling glass French doors to the pool and cabana. For everyday gathering, a separate family room features custom built-ins and its own fireplace, complemented by an expansive finished lower level that boasts a third fireplace and endless recreation space. Outside, the property transforms into a premier entertainment venue, complete with a sparkling pool, a rare 2-room/2-bath cabana, and a private tennis court, making this exceptional estate a true sanctuary for modern living.

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$3,695,000
5bedrooms
7bathrooms
land 8,256

By William Pitt Sotheby's International Realty

40

House with terrace Ridgefield (United States)

Striking country estate on scenic Blackman Road set back privately on two pastoral acres with stone walls and gated entrance. This sprawling ranch has been completely remodeled inside and out with new black and white board and batten siding and three year old roof. Enter through the sky lit marble foyer to find a stunning modern open floor plan, drenched in natural light, with beamed and vaulted ceilings plus a soaring stone fireplace. The new chef's kitchen features a large island with bar seating, quartz counters, tiled stone wall/backsplash, and stainless steel professional appliances including the colossal side by side refrigerator/freezer. This stylish home offers 3,368 sf of living space with 4 bedrooms and 4 full baths including 273sf in the lower level. The elegant primary suite features a vaulted ceiling with skylights, newly remodeled Carrera marble bath, plus a private sitting room or office. Two of the additional bedrooms offer private ensuite baths, and the fourth bedroom utilizes the luxe Carrera marble hall bath. Of note: spacious 22'x22' family room or bonus room; whole house automatic generator; attached two car garage; plus expansive patio and deck for outdoor enjoyment. Premier location, in the top-ranked Ridgefield school district; minutes to historic Main Street for shopping, restaurants, library, park, and theaters; and just 60 miles to midtown Manhattan!

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$1,299,000
4bedrooms
4bathrooms
land 8,094

By William Pitt Sotheby's International Realty

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25

House with pool and garden New Canaan (United States)

Presenting the historic Landis Gores House, an architectural masterpiece epitomizing post-WWII Modernism. Designed in 1946 by Harvard Five architect Landis Gores for his own family, it stands proudly as one of New Canaan's first Modern homes. Gores was at that time working in association with Philip Johnson. He set his own home on a narrow granite ridge astride a majestic 4-acre wooded lot; the residence brilliantly leavens the glass-walled austerity of the International Style with the natural warmth of Wrightian organic architecture.The 130-foot long, single-story form is defined by sweeping horizontal planes, full-height plate glass walls, grey-stained cypress siding, and by natural stone fireplaces, walls and terracing. Its informal, open plan is divided into three distinct pavilions, anchored by the dramatic central living and dining area featuring a raised roof and tall ceilings. Original exterior lighting design by Richard Kelly enhances the seamless integration between the avant-garde interior and its environment. An expansive rear terrace, added by Gores himself in the 1980s, features circular seating areas and an elegant oval swimming pool.Listed on the National Register of Historic Places in 2002 and held by the Gores family since its inception. The Gores family granted a perpetual preservation easement to the National Trust for Historic Preservation. This iconic property offers a once-in-a-lifetime opportunity to own a foundational piece of architectural history

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$3,000,000
3bedrooms
3bathrooms
land 1.7ha

By William Pitt Sotheby's International Realty

36

House with terrace Brookfield (United States)

Welcome to Arundel, unlike anything else in Connecticut, this extraordinary private estate was envisioned by acclaimed playwright Joseph Hayes, and his passion for medieval theatre inspired one of the areas most distinctive residences. Set on nearly six acres, the property is a world of its own, with sweeping lawns, shimmering ponds and fountains, a private putting green, charming guest cottage, and an impressive six-car tandem garage. Designed for both grand entertaining and everyday living, the main residence is anchored by a breathtaking gathering room where soaring ceilings and a dramatic sunken stone fireplace create an unforgettable centerpiece. Elegant dining spaces, a thoughtfully designed chef's kitchen, and walls of windows overlooking the grounds make every room feel connected to the estate's remarkable setting. A rare and highly desirable feature, the home offers two main-level primary suites. The principal suite includes a gracious private foyer, spa-inspired bath, walk-in closets, and a secluded deck overlooking the pond. The second suite features its own full bath and beautiful stone fireplace, making it ideal for guests, multigenerational living, or anyone seeking the convenience of a main-level bedroom. Upstairs are three additional bedrooms, two with private balconies, along with a full bath and laundry room. The walk-out lower level was designed for recreation and entertaining, offering gaming and billiards rooms...a home gym, and a comfortable lounge that opens directly to the patio and hot tub. Equally impressive, the separate guest cottage includes a kitchen and bath, providing exceptional flexibility for extended guests, an au pair, or home office. Completing the estate are the expansive circular driveway and six-car tandem garage, a dream for car enthusiasts, collectors, or those needing extraordinary storage. Rich in character and exceptional in design, Arundel offers a lifestyle rarely found and even more rarely available.

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$1,299,000
5bedrooms
5bathrooms
land 2.2ha

By William Pitt Sotheby's International Realty

40

House with pool and terrace New Canaan (United States)

Prestigious Hoyt Farm Tudor: An Elegant Two-Acre Oasis Near the Village. Nestled on two beautifully landscaped, ultra-private acres in the highly coveted Hoyt Farm neighborhood, this exceptional Tudor offers over 7,400 square feet of sophisticated luxury and warmth. A grand, two-story foyer welcomes you into a seamless, light-filled layout featuring a formal living room with dramatic vaulted ceilings, a handsome wood-paneled library, and an open chef's kitchen that flows effortlessly into a spacious family room with a fireplace. The primary suite is a true sanctuary, boasting its own cozy fireplace, a private balcony overlooking the grounds, a generous dressing room, and a sun-drenched, spa-like bath. Four additional bedrooms and four-and-a-half baths ensure plenty of space and comfort for everyone. Outside, your personal resort awaits: host gatherings on the tranquil brick terrace by the outdoor fireplace, swim in the stunning heated pool, or simply enjoy the park-like property framed by mature specimen trees. Complete with a three-car garage, this magnificent estate offers unparalleled privacy and convenience, located just minutes from the train, vibrant village life, and top-rated New Canaan schools.

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$3,195,000
5bedrooms
7bathrooms
land 8,094

By William Pitt Sotheby's International Realty

39

House with garden and terrace Wilton (United States)

Elegance need not announce itself. Here, it simply feels at home. Quietly elegant and impeccably detailed, this Colonial pairs timeless architecture with interiors that feel as welcoming as they are sophisticated. 6170 SQ FT unfold across four finished levels, crafted for effortless entertaining and comfortable everyday living. A gracious living room with an oversized window seat and inviting fireplace sets the tone, while the soaring family room - anchored by a dramatic stone fireplace and walls of architectural window s- offers scale without sacrificing warmth. The Chef's kitchen w/ ultra-lux appliances flows seamlessly into gathering spaces, where memorable dinners and meaningful moments naturally unfold. Rich millwork, refined finishes and three fireplaces lend warmth and character throughout, while a handsome mahogany library provides a distinguished retreat. Five en suite bedrooms offer comfort, including three generously proportioned suites with sitting areas, walk-in closets and luxurious baths-each worthy of being the primary suite. The finished lower level offers exceptional flexibility with recreation, fitness and guest space. Outside, stone terraces, mature gardens and sweeping level lawns create a private setting for alfresco dining, relaxed gatherings or peaceful retreat. Set on 1.75 landscaped acres in one of Wilton's most sought-after estate neighborhoods, this is a home of enduring beauty, crafted to be enjoyed for generations.

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$2,395,000
5bedrooms
6bathrooms
land 7,082

By William Pitt Sotheby's International Realty

30

Property Norwalk (United States)

Stunning European-style mini-estate where rolling golf course greens meet breathtaking views of the Long Island Sound. Crafted with a timeless stone exterior, cedar roof, hardwood floors, and exquisite granite surfaces, this home offers an unparalleled lifestyle of privacy and sophistication. The heart of the home is an open-concept layout featuring a soaring 2-story family room with dramatic French doors that open to a backyard oasis. The chef's kitchen is equipped with high-end appliances, custom cabinetry, and a massive center island. The main floor boasts a formal dining room, a dedicated office with built-in bookshelves, and a luxurious primary suite featuring vaulted ceilings, a private screened porch overlooking the golf course, and a spa-like bath with a soaking tub and custom walk-in closet. Upstairs, a stunning balcony looks out to the Sound, leading to 4 generous bedrooms: 2 en-suites and 2 sharing a Jack-and-Jill bath. The lower level is the ultimate entertainment hub, offering 3,000 sq ft of finished space designed as a private club with a state-of-the-art gym, connoisseur's wine room, spacious billiards room, and full bath. Step outside to a private paradise with manicured gardens, a sparkling gunite pool, and a pool house with a full bath. A fully equipped outdoor kitchen makes summer hosting an absolute breeze. Do not miss this rare opportunity to own a resort-style masterpiece.

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$4,200,000
5bedrooms
7bathrooms
land 4,047

By William Pitt Sotheby's International Realty

Contract pending
40

Property with pool New Canaan (United States)

Private New Canaan Oasis: Bespoke Luxury can be found in this modern version of a traditional centerhall colonial in prestigious New Canaan's West School district. This custom-built Lukes Wood estate underwent a spectacular renovation by Award-winning RR Builders, updating the sophisticated main residence to over 7,000 square feet of turnkey luxury. The expansive floor plan boasts 6 generously appointed bedrooms - each featuring an ensuite bath and walk-in closet alongside elegant formal living and dining rooms, a private office, a wine cellar, a butler's pantry, and a finished walk-out lower level with a full bath. At the heart of the home, a fully appointed chef's kitchen with a double island and professional-grade appliances flows into a sun-drenched breakfast room and a magnificent great room, which showcases a floor-to-ceiling stone fireplace, cathedral ceilings, and rustic beams. French doors transition seamlessly to an outdoor sanctuary featuring a 45' x 22' heated gunite pool, an expansive terrace, a pavilion with a firepit, private walking trails, plus a custom-built barn that offers additional space for cars, equipment, a gym, art studio, or large office space delivering an unparalleled, ultra-private retreat close to New Canaan's top-tier schools and vibrant community.

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$4,995,000
6bedrooms
7bathrooms
land 2.5ha

By William Pitt Sotheby's International Realty

Contract pending
6

House with pool and terrace Greenwich (United States)

Handsome brick Georgian just off Round Hill Road, renovated and expanded in 2010 with pool and spa, set on 2.41 landscaped and private acres. Custom built with exceptional attention to detail, this 5 bedroom, 6,200 +/-sq ft home embodies timeless architecture paired with a floor plan for modern living. A grand double-height reception hall creates a striking first impression, unveiling sun-drenched interiors and beautifully proportioned formal and informal spaces ideal for both entertaining and comfortable everyday living. The eat-in kitchen, accompanied by a butler's pantry, is designed to satisfy the most discerning chef. Paneled library with fireplace for work at home, or relaxation. Primary suite with fireplace and two walk in closets is complemented by four additional ensuite bedrooms. Third floor is flexible space in use as a large gym with spa bathroom. The lower level is fully finished and ready for customization. Completing this exceptional offering is a four-car garage, mudroom and laundry room. Enjoy resort-style outdoor living with pool and spa surrounded by mature plantings and exceptional landscaping providing a true sense of privacy and tranquility.

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$3,595,000
5bedrooms
8bathrooms
land 9,753

By Sotheby's International Realty - Greenwich Brokerage

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House with pool and terrace Stamford (United States)

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.

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$12,100,000
5bedrooms
6bathrooms
land 6,758

By Sotheby's International Realty - Greenwich Brokerage

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House with pool and terrace Greenwich (United States)

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.

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$5,850,000
5bedrooms
6bathrooms
land 8,134

By Sotheby's International Realty - Greenwich Brokerage

Contract pending
40

Property with pool and garden Stamford (United States)

A classic 4-bedroom colonial in one of North Stamford coveted neighborhoods, Laurel Ledge Park. The main level of the home features a large, fire-lit, living room that opens to the dining room, anchored with matching built-in hutches. The eat-in kitchen has granite counters and stainless appliances. The island has seating for a morning cup of coffee. The paneled family room features a wall of glass inviting splashes of sunlight throughout the day. The home office could also serve as a first-floor bedroom if needed. A powder room and laundry room complete the first floor. Upstairs you will find four generous sized bedroom including the primary bedroom suite, with walk-in closet. There are beautiful oak floors in almost every room. The heated lower level has a massive game room complete with a fireplace, bar, and built in shelving. The game room has sliders leading outside to a flagstone patio. There is also a large unfinished portion of the basement available to be finished or used for storage. The property has an irrigation system and a propane-powered, whole-house generator. Recent upgrades to the home include the furnace and AC units. The 1-acre yard is tastefully landscaped and features a spacious terrace bathed in filtered sunshine for daytime fun, and equipped with landscape lighting for evening entertainment. Laurel Ledge Park Association is one of the few associations with a pool for its residents. They also host casual social events, for al LLPA annual dues are $700 for pool maintenance.

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$1,050,000
4bedrooms
3bathrooms
land 4,168

By William Pitt Sotheby's International Realty

40

House with terrace Easton (United States)

28 Drewbarrie Lane was designed and built as a forever home, this remarkable Easton property blends thoughtful architecture, exceptional craftsmanship, and energy-conscious design in a way rarely found in today's market. Set on a quiet and private property surrounded by nature, the home was carefully oriented to capture winter sunlight, maximize passive solar heating, and create a bright, inviting living environment throughout the year. From the moment you enter, you'll notice the warmth and comfort that define this home. Thick insulated concrete walls, triple-pane windows, radiant heated floors, and a Scandinavian masonry fireplace work together to create a remarkably stable indoor climate. Sunlight streams through the south-facing windows during the cooler months, while carefully designed roof overhangs help keep the home comfortable throughout summer. The floor plan was intentionally designed for both connection and privacy. Separate bedroom areas allow family members and guests to enjoy their own spaces, while the open kitchen, dining, and gathering areas naturally bring everyone together. For creatives, hobbyists, and entrepreneurs, the property offers exceptional flexibility. The expansive bonus room above the attached three-car garage served as a professional artist's studio, while the dedicated workshop below, with high ceilings and vehicle lift, provides outstanding space for projects, collections, or home-based business needs. Outdoor living is equally impressive. Summers are centered around the in-ground pool, expansive stone patio, pool house, detached storage barn, and additional covered parking structure. Whether hosting intimate family gatherings or celebrations with dozens of guests, the property was designed to accommodate memorable moments with ease. This home was built with extraordinary attention to longevity and performance. Insulated concrete form construction provides strength, sound isolation, energy efficiency, and resistance to pests and weather. Radiant heating systems, high-efficiency mechanicals, extensive insulation, CAT-5 wiring infrastructure, security system wiring, and future-ready utility planning reflect the owner's commitment to thoughtful design and lasting quality. 28 Drewbarrie Lane is more than a house, it is a carefully crafted home designed to be enjoyed in every season.

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$1,275,000
4bedrooms
4bathrooms
land 1.4ha

By William Pitt Sotheby's International Realty

Contract pending
40

Property Norwalk (United States)

Welcome to 15 Marion Ave, a beautifully updated 1922 seaside gem in East Norwalk's highly coveted Marvin Beach Association. Offering 4 bedrooms, 3 full baths, and 2,094 sq/ft of meticulously curated living space, this pristine residence seamlessly blends historic coastal charm with premium modern updates. Enjoy the year-round benefits of an active peninsula community surrounded by Long Island Sound and Norwalk Harbor. Relax on the classic covered front porch with sunset harbor views. Inside, warm hardwood floors and thermopane windows create a bright, airy ambiance. The inviting living room features a striking stone fireplace and custom eat-in nook, leading to a dining room with a cheerful wall of windows. The handsomely renovated kitchen boasts Viking and Sub-Zero appliances, marble counters, and a farm sink. A convenient laundry/mudroom steps out to the spacious backyard, terrace, and 1-car garage on private driveway. A versatile main-level 4th bedroom or office with a full bath (door to bath currently closed off) adds great flexibility. Upstairs, the primary suite offers water views, a walk-in closet and a well-appointed bath. Two additional bright bedrooms share an updated hall bath, plus stairway lead to the 3rd-floor playroom or office alternative. Turnkey enjoyment with fun summer gatherings at the associations very own Marvin Beach! PLEASE NOTE - Seller desires closing with post closing occupancy to the end of the year, latest. Transferable flood insurance:$2,475/yr.

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$1,600,000
4bedrooms
3bathrooms
land 445

By William Pitt Sotheby's International Realty

37

House with terrace Danbury (United States)

Set across 53 gated acres in Northern Fairfield County, this exceptional estate offers a rare combination of privacy, scale, and natural beauty, just minutes from Ridgefield, approximately ten minutes from Danbury Airport, and within practical reach of New York City. Originally conceived as a country retreat, the property blends historic character with modern comfort in a setting that feels private and serene, yet fully suited to year-round living. Beyond the gates, the grounds unfold across woodland trails, a stone bridge, pond, brook, orchards, gardens, and approximately two miles of groomed paths through the estate's own natural preserve. The landscape has been carefully maintained and offers both beauty and utility, with room for recreation, agriculture, and future enhancements. The residence is rich in character and thoughtfully updated, with six fireplaces, a double-sided chef's kitchen, wine cellar, and a 1,055 SF primary suite with dual baths, dressing room, walk-in closet, private sitting room, and sunroom. Outdoor living is centered around a heated gunite pool, outdoor kitchen, pergola, and gazebo, all positioned to take in sweeping views of the surrounding landscape. A detached barn, detached garage, and expansive acreage create unusual flexibility for equestrian pursuits, agriculture, a guest house, tennis or paddle court, and other future improvements, subject to local approvals.

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$4,500,000
3bedrooms
6bathrooms
land 21.6ha

By William Pitt Sotheby's International Realty

36

Property Westport (United States)

Tucked behind a gated entry in prime Old Hill, this stunning 5-bedroom, 6 & 2 half bathroom home offers a rare blend of elegance, privacy, and natural beauty. The property is surrounded by multiple serene water features—including a heated saltwater gunite pool with hot tub, a tranquil private pond with fountain, and a picturesque brook that winds along the edge of the property. Whether you're relaxing poolside or enjoying the sound of flowing water from the rear stone patio, the setting is nothing short of magical. The stately stone and wood exterior blends seamlessly with the lush surroundings, while inside, an expansive, light-filled layout is ideal both for grand entertaining and quiet retreat. A dramatic wall of windows captures sweeping views of the brook, creating a seamless connection between indoor comfort and the surrounding landscape. The ground floor consists of a gourmet kitchen, large family room with fireplace, dining room with built-in wet bar, living room with fireplace + lounge area with water views, a large entry foyer with stone floors and two powder rooms. Upstairs, there is a large primary bedroom suite with two balconies overlooking the pond and brook, two walk in closets + a beautifully appointed bathroom, 4 additional bedrooms each with its own bathroom, and a large home office (or optional 6th bedroom) with fireplace and brook + pond views. Additionally, there is a large tv/playroom with full bathroom on the second floor, a home gym, and another tv/family room on the 3rd floor, offering multiple options for relaxation and entertainment. The house has a Crestron lighting system, heated 3 car garage attached to the house by a stately porte cochere, a full house generator, automated driveway gates, fencing around entire property, mature landscaping, and a gas grill seamlessly built into the stonework by the pool. This is a rare opportunity to own a true sanctuary—where thoughtful design, natural beauty, and resort-style amenities converge to create an extraordinary living experience.

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$5,750,000
5bedrooms
8bathrooms
land 3,845

By William Pitt Sotheby's International Realty

50
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House with pool and terrace Greenwich (United States)

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.

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$13,495,000
6bedrooms
10bathrooms
land 1.3ha

By Sotheby's International Realty - Greenwich Brokerage

37

House with pool and terrace Greenwich (United States)

An approximately 8,000 SF Connecticut Colonial on more than seven acres in mid-country Greenwich, on one of the town's most established addresses. Seven bedrooms, eight fireplaces, a formal dining room, and a slate-tile roof -- a 1923 residence with period character on a scale of grounds increasingly rare in mid-country. A long private drive rises from the road, with the land revealing itself gradually: a nearly one-acre pond at the back of the property, a swimming pool, tennis court, two-bedroom guest cottage, and a detached three-car garage. The amenity stack -- pond, pool, tennis, cottage, garage -- is essentially irreplaceable on a single Greenwich parcel and reflects six decades of stewardship by one family. This is part of the four-parcel Spring Farms at Round Hill assemblage, brought to market for the after sixty years in one family. For buyers also considering renovation, expansion, or longer-term redevelopment, Workshop/APD -- leading architecture and interior design firm -- and Davis Chase Homes are available to design and build on the buyer's timeline. See the full Spring Farms at Round Hill brochure for context on the broader collection: https://issuu.com/workshopapd/docs/rhg_marketing_brochure

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$13,950,000
7bedrooms
7bathrooms
land 2.9ha

By Sotheby's International Realty - Greenwich Brokerage

50
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House with pool and garden Riverside (United States)

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.

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$100,000,000
8bedrooms
14bathrooms
land 1.2ha

By Sotheby's International Realty - Greenwich Brokerage

40

House with garden and terrace Wilton (United States)

A rare offering distinguished by architectural clarity, complete privacy, and a deeply personal design vision, set within one of Fairfield County's most sought-after locations. Jay Manuel, internationally recognized creative director and fashion icon, brings a distinctly refined point of view to his architecturally significant modern residence in Connecticut. Acquired in 2011, the home was thoughtfully completed and refined under his direction into a highly considered lifestyle environment, where design, performance, and atmosphere exist in complete alignment. Set on 2.75 acres of exceptional privacy, the sunlit European modern unfolds as a discreet compound, surrounded by mature landscape and a protected nature preserve. Designed for both intimate living and large-scale entertaining, the property features a heated saltwater pool and spa, multiple terraces, an outdoor kitchen, fire pit, and a tranquil Zen garden. The residence reflects a disciplined approach to modern living, integrating passive solar principles, advanced HVAC, and whole-property connectivity, all seamlessly embedded within its clean architectural language. Interiors are defined by soaring ceilings, walls of glass, and a Poliform kitchen with Miele appliances. A private primary suite with balcony, a dramatic glass mosaic wine cellar, and a separate 800 sf skylit studio for fitness or flexible use further articulates the home's sense of intention and versatility. Rare. Private. Architectural.

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$4,975,000
5bedrooms
5bathrooms
land 1.1ha

By William Pitt Sotheby's International Realty

31
Video

House with pool and terrace Greenwich (United States)

Exquisite custom Georgian manor perfectly situated on over 2 acres of park-like grounds in a gated Association. The manor boasts beautifully proportioned, light-filled rooms with high ceilings, stunning architectural details, and impeccable craftsmanship. Residence offers both sophisticated formal areas and comfortable family spaces, striking a unique balance for easy enjoyment. Magnificently scaled rooms include a mahogany library, and a spectacular Christopher Peacock kitchen with Calcutta marble double islands and an oversized breakfast room. Features include seven en-suite bedrooms, lounge & bar, wine cellar, gym and home theater. Property features stunning verandas overlooking gardens, fountains, terraces, and a pool with spa and waterfall. Square Footage is for 1st and 2nd levels. Lower Level: 2,262.58

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$7,495,000
7bedrooms
12bathrooms
land 9,186

By Sotheby's International Realty - Greenwich Brokerage

47
Video

House with pool and terrace Greenwich (United States)

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.

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$13,100,000
6bedrooms
8bathrooms
land 4,532

By Sotheby's International Realty - Greenwich Brokerage

Contract pending
40

House with garden and terrace Redding (United States)

Casually elegant stone and clapboard ranch on stunning property in most desirable West Redding. Park-like setting with extensive flowering gardens, specimen trees, stone walls, stone patios, and inviting covered pergola seating area. This sophisticated home beckons with glass breezeway between the 2 car garage with cheery cupola and the main home with fieldstone foundation, chimney, and cladding. Generous proportions and open flow including 1,373 sf on the main level plus 735 sf in the walk-out lower level with total 2-3 bedrooms and 2 full baths. The heart of this home is the large living room with custom built-ins and stone fireplace with wood burning stove insert. The dining room, open from the Living room for ease of entertaining, features wide board floors and custom built-in shelving, lower cabinets flanking a large picture window. The main floor also features the bright white kitchen with open shelves, stainless steel appliances, pantry and views to the stone patio/gardens. The bedroom wing offers one large bedroom with multiple closets; 2nd bedroom with built-in shelving, currently used as a den; plus the hall bath with updated vanity and tub/shower. The walk-out lower level has been completely updated to create flexible living space including a family room with 2nd fieldstone fireplace; optional primary suite or guest bedroom with French door to the stone patio; and full bath featuring glass basin sink and deep soaking tub. Many updates including exterior repainted and brand new roof (2025). Top location in sought after Redding, the VT of CT, yet just 61 miles to Midtown.

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$699,000
2bedrooms
2bathrooms
land 3,642

By William Pitt Sotheby's International Realty

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