luxury houses with pool for sale Ridgefield, United States

Designed by Vuko Tashkovich, one of Westchester's defining modernist architects, this home is privately sited on over 3 acres, offering 7,500+ square feet across three finished levels. Artfully refined while retaining the character of its original design, the home is defined by long horizontal lines, cylindrical forms, clerestory windows and walls of glass that connect the interiors to the surrounding landscape. A gallery-like entry introduces expansive, light-filled rooms with built-ins, tile work and exquisitely restored herringbone floors. The spacious living room is anchored by a stone fireplace, custom bookcase wall, and wet bar, with an adjoining sitting area that opens onto the broad outdoor terrace. The dining room with floor-to-ceiling windows and kitchen with attached breakfast room overlook the lush grounds, specimen trees and newly poured gunite pool with spa. Four bedrooms on the upper level include a spacious primary suite with fireplace, bath and private terrace. Additionally, the ease of single-level living is available with a desirable first-floor primary suite option. The finished lower level adds a newly completed gym, full bath and flexible recreation or office space. This private modernist retreat combines architectural character with modern livability. 50 miles to NYC.

This one-of-a-kind 5 bedroom, 5 full bathroom rustic California inspired residence on one of the toniest roads in Pound Ridge sits on 6.5 private acres, complete with a pool, tennis court and treehouse. Situated in a resort like setting, the home's exquisite indoor-outdoor flow and abundant natural materials, you'll feel worlds away, but is just 3 minutes from town and an hour from NYC. Once owned by Ted Sorenson, JFK's speechwriter, the unique estate is ideal as a year-round home, weekend retreat or secluded hideaway with Belgian block and chestnut floors, stone columns (the stone of which was excavated from the site), tongue-in-groove cedar walls, soaring beamed ceilings, 22 skylights and custom windows. Custom stair railings designed by renowned rustic artist, Daniel Mack. Enjoy lavish entertaining in impressive living spaces with floor-to-ceiling fireplace and windows. The rustic dining room seats 16, the masterful kitchen with original copper bar counter, accommodates gatherings of any size. Upper-level primary suite, main-floor two-bedroom suite, home gym, media room, sauna and office with custom desk made of one solid piece of hundreds of years old Baobab tree. The lower level en suite bunk room provides ample accommodations, with private entrance. Resort-like grounds and a bucolic location make this an exceptional country estate. Custom, high level properties like this don't come up very often.

Nestled on over 3 breathtaking acres with over 500 feet of frontage on the west branch of the Saugatuck River, this exceptional property offers the perfect blend of privacy, outdoor living and natural beauty. Surrounded by mature trees and lush lawns, the setting is nothing short of spectacular--truly one of the most beautiful in Weston. The spacious home is thoughtfully designed with an open floorplan that seamlessly connects the main living areas, making it ideal for entertaining. It features four generously sized bedrooms, each with its own private bathroom. The main level includes a large living room and a den each with a fireplace and river views, an elegant dining room, and a family room off the expansive kitchen--all flowing effortlessly from one to the next. There is a second story great room with oversized windows and beautiful views. This bright and airy room with cathedral ceilings and a full bathroom can easily be converted into a fifth bedroom. Just outside, your own private oasis awaits--an expansive deck overlooking the river, scenic landscaping, and a stone patio with gunite pool--perfect for summer relaxation or entertaining under the stars. In addition to the numerous recent improvements to the key systems of the home, the driveway has been redone and the house has been painted on the interior and exterior. Whether you're looking for a peaceful retreat or a forever home, this extraordinary property offers an unparalleled lifestyle in an idyllic setting.

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

Beyond a private gated entrance and sweeping circular drive lies a 2.5-acre sanctuary that redefines New Canaan luxury. Originally envisioned by Douglas Carter Architects and recently reimagined by its designer-owner, this estate seamlessly merges architectural pedigree with contemporary soul. The residence spans four finished levels, where soaring ceilings and walls of glass invite the lush landscape inside. At the heart of the home, a newly updated gourmet kitchen serves as a culinary showpiece. The primary suite is a true retreat, offering a private balcony, fireplace, and the rare luxury of dual bathrooms. Each of the six bedrooms in the main house features an ensuite bath, ensuring absolute privacy for family and guests alike. The amenities rival the world's finest resorts: a walk-out lower level equipped with a theater and wine room, and a 30x50 lagoon-style pool. The 2020-built pool house (700+ sq. ft.) provides a full guest experience with its own kitchen, bath, and flexible sleeping quarters-all just five minutes from the boutiques and bistros of New Canaan's vibrant village center.

Welcome to this bright and stylish 2-bedroom, 1.5-bath end-unit townhouse located in the desirable Arrowood community. The impressively updated main level features a sunlit kitchen equipped with quartz countertops, crisp white cabinetry, stainless steel appliances, and a cozy dining nook right by the large front window. Flowing seamlessly from the kitchen, the open living and dining area boasts warm wood-style laminate flooring, a brick-front wood-burning fireplace with a mantle, and sliding glass doors that lead directly to a private deck backed by serene woods. A neutral foyer entryway and a convenient main-level powder room complete this level. Up the stairs, you will find brand-new, lush carpeting and fresh paint throughout the upper floor. The generously sized primary suite offers a full wall of mirrored closets and direct access to the full bath, which includes a tiled tub/shower combination. A bright secondary bedroom provides ample closet space, and both bedrooms feature ceiling fans for added comfort. Additional upper-level highlights include a convenient laundry closet and a full attic offering exceptional extra storage space. The Arrowood complex offers resort-style amenities, including a beautifully maintained community pool and a sun terrace with lounge chairs. Situated in an unbeatable location, the home is just minutes from Candlewood Lake Town Park, local shopping, dining, and major commuter routes like I-84 for an easy trip to New York. For ultimate convenience, you will also find assigned parking spaces located right outside your front door.

Set on over four and a half acres of private, level grounds in one of New Canaan's most sought after locations, this exceptional estate offers a rare combination of scale, privacy, and close to town convenience. Originally built in 1962 and thoughtfully expanded, the property unfolds as a true compound. The main residence features five bedrooms, seven baths, and beautifully proportioned living spaces anchored by three fireplaces. A seamless connection between the chef's kitchen and family room creates the heart of the home, designed for both everyday living and effortless entertaining. The kitchen is fully equipped with a six burner Wolf gas range, second Wolf oven, Miele dishwasher, Sub Zero refrigerator and freezer, wine cooler, beverage drawers, marble island, and double sinks. Beyond the main residence, the estate continues to impress. A separate antique guest house with full kitchen, 3 bedroom and 1-1/2 bath provides ideal accommodations for extended family or guests. The heated gunite pool and pool house, added in 1991, offer a true retreat setting, complete with a party room, kitchen, bedroom, bath, and sauna for a resort like experience. A rare opportunity to own a private New Canaan estate with exceptional grounds, flexibility of living, and proximity to town.

Grand and gracious, this impressive custom Colonial on estate property with a gorgeous gunite pool is ideally set in convenient Lower Weston. Just 2.3 +/- miles to the Merritt Parkway & 1.6 +/- mi to the convenient school campus & town Center, this home blends the appeal of a tranquil setting with immediate access to all amenities. Introduced from a paved circular drive, this architecturally striking residence makes a memorable impression. The foyer welcomes you to the airy, grand-scale interior which is filled w/sunlight. Upon entering, you will be drawn to the spectacular Great Room w/a 2+ story ceiling & incredible windows that span the full height, bringing exquisite vistas into the home and creating an exceptional backdrop for memorable moments. The octagonal DR is lined w/windows and built-ins. The custom kitchen was recently remodeled w/excellent taste & quality, incl double islands, dual ovens, warming drawer & a lrg breakfast rm w/bar, all opening to the fam rm w/1 of 5 fpls. Incredible office/library w/ herringbone wood floor & fpl. Nearly all main level rooms have French doors to the deck & patio. The flexible layout incl an attached pool house/extra BR w/full bth on the main floor. Upstairs, find 5 exceptional BR suites, beginning with the vast primary that incl an ofc/sitting rm w/fpl, vltd ceil BR w/3 walk-in clsts & lrg marble bth. Finished walk-out LL w/ rec/play rm, full bth & storage. Stunning pool & waterfall spa, level lawns, gardens. 3 car garage.

A rare offering, this Gambrel shingle-style estate is a sanctuary on over 15 acres with a lake and separate building lot-ideal for equestrian pursuits or a secluded retreat. Crafted with no expense spared, the residence features steel construction, geothermal energy, cedar roofing and siding, and copper gutters. Inside, an elevator connects all levels, while quarter sawn wide plank hardwood floors, custom window treatments and coffered ceilings elevate the space. At the heart of the home, a stunning marble kitchen outfitted with Subzero and Wolf appliances, a breakfast nook, and butler's pantry opens to a soaring two-story family room as well as formal dining and living rooms for effortless entertaining. A main level bedroom suite is ideal for guests. Two private offices and well appointed mudroom enhance everyday functionality, while four fireplaces add warmth to the home. Upstairs, a spectacular primary suite with balcony, and 3 additional ensuite bedrooms are accompanied by a spacious bonus room with adjoining craft room. Intricate millwork and custom built-ins enrich every inch of this special home, reflecting its master craftsmanship. Wraparound covered patios overlook the saltwater Gunite pool, while an outdoor kitchen and fire pit invites alfresco dining. Pool house with kitchenette, laundry, 2 baths, rec room with balcony is perfect for guests. Five garage bays for the car enthusiast. The property offers unmatched luxury. Quite simply, there is nothing else like it.

A rare offering, this Gambrel shingle-style estate is a sanctuary on over 6 acres on a cul-de-sac, offering a secluded retreat. Crafted with no expense spared, the residence features steel construction, geothermal energy, cedar roofing and siding, and copper gutters. Inside, an elevator connects all levels, while quarter sawn wide plank hardwood floors, custom window treatments and coffered ceilings elevate the space. At the heart of the home, a stunning marble kitchen outfitted with Subzero and Wolf appliances, a breakfast nook, and butler's pantry opens to a soaring two-story family room as well as formal dining and living rooms for effortless entertaining. A main level bedroom suite is ideal for guests. Two private offices and well appointed mudroom enhance everyday functionality, while four fireplaces add warmth to the home. Upstairs, a spectacular primary suite with balcony, and 3 additional ensuite bedrooms are accompanied by a spacious bonus room with adjoining craft room. Intricate millwork and custom built-ins enrich every inch of this special home, reflecting its master craftsmanship. Wraparound covered patios overlook the saltwater Gunite pool, while an outdoor kitchen and fire pit invites alfresco dining. Pool house with kitchenette, laundry, 2 baths, rec room with balcony is perfect for guests. Five garage bays for the car enthusiast. The property offers unmatched luxury. Quite simply, there is nothing else like it.

Enter a world of opulent privacy on nearly twenty-five acres of pristine countryside, boasting five acres of serene lakes, an elegant stone bridge, and expansive manicured lawns that cradle an entire valley just 45 miles from NYC. Discover a lavish retreat comprising of four distinct residences: a magnificent five-bedroom, four-bathroom main estate, a charming two-bedroom, two-bathroom guest cottage, a sophisticated two-bedroom, one-bathroom carriage house complete with a heated three-car garage, and a stylish one-bedroom, one-bathroom log cabin pool house overlooking a 20x50 heated saltwater pool. Additionally, luxuriate in a cozy writers cabin, with a majestic fireplace. The compound also has a versatile storage barn with separate private driveway access and a dog kennel. The property is artfully situated amidst majestic oak trees and vibrant flowering shrubs, adorned with professionally landscaped stone terraces, walls, and scenic viewpoints, featuring multiple rose and mixed flower gardens, an organic vegetable garden, and a host of other exquisite amenities. Stroll through this picturesque sanctuary of unmatched serenity - a truly enchanting haven of natural beauty and modern comforts.

This rare private inholding offers a hilltop property defined by raw beauty and seclusion. The 1930s rustic hunting cabin sits on 1.6 wooded acres at the end of a private drive, surrounded by the 186-acre Brett Woods Conservation Area. The property provides a perfect balance of mature trees, rolling hills, and 18th-century stone walls-all located just eight minutes from Main Street Westport. With trails leading directly from the back door to a secluded pond and hiking paths, it serves as an ideal weekend retreat and a convenient alternative to the Vermont or Connecticut River Valley. Located only 70 minutes from Grand Central via the Westport train station, this home offers easy access to both the Connecticut coastline and deep woods.

Set in one of Westport's most prestigious estate enclaves, this exceptional shingle-style residence defines luxury living with a rare emphasis on multi-generational comfort, timeless architecture, and impeccable craftsmanship. Designed and built by a renowned architect and builder for a Fortune 500 CEO, the home reflects uncompromising quality, enduring design, and gracious curb appeal that impresses. Seamless indoor-outdoor living defines the home, with sun-filled interiors, soaring 10-foot ceilings, and an expansive walkout lower level with fireplace, all opening to a resort-style pool, stone patios, fire pit, and covered porch with fireplace, providing an effortless setting for entertaining. Extensive bespoke millwork, six fireplaces, and refined architectural finishes enrich every space. The expansive, level, and private grounds, framed by mature landscaping and abutting the 39-acre Newman Preserve, offer serenity with rare walkability to top-rated schools and 8 minutes to Westport's lively downtown. A spectacular chef's kitchen features Thermador and Wolf appliances, dual islands, 2 dishwashers, walk-in pantry, and a fully equipped butler's pantry with wet bar. The primary suite offers a turreted sitting room, fireplace, and 2 walk-in closets. 6 ensuite bedrooms and a private suite over the garage provide flexibility for guests. Space for elevator! New cedar roof, new boiler, new wine cellar, and other upgrades complete this rare offering in a premier Westport location.

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.

'La Gentilhommière' is a unique property in North Stamford, inspired by Château de Givenchy-le-Noble in France. Built 20 years ago, this property exudes an authentic French charm with imported materials gracing its construction. From the stately Pierre de Bourgogne limestone that adorns its exterior to the exquisite 18th-century French elements found within, every detail evokes a sense of timeless elegance. Inside, you'll discover the beauty of Versailles wood parquet flooring and the comfort of double-paned insulated windows, each adorned with brass European-style handles that enhance the estate's allure. The heart of the home showcases a Smallbone kitchen, complete with a La Cornue Château range, while radiant-heated floors and numerous other exceptional features elevate this property to a class of its own. Bordering the Helene Altschul Land Trust, ensuring no adjacent construction, the privacy in this estate is second to none. The property includes 2 newly built guest houses, one pool house featuring a kitchen with a private bathroom, and a studio house with an inspiring view to stimulate the mind. The newly built 12 meter pool is surrounded by amazing landscapes, as the large schist boulders are reminiscent of Central Park. Combining historical aspects that cannot be duplicated, in addition to the modernized renovations, this property will appeal to anybody with its unprecedented versatility. Conveniently close to the Merritt Parkway and Manhattan, it offers a rare opportunity for discerning buyers looking for quick access to the city.

Hidden away at the end of a coveted West Side cul-de-sac, 48 Driftway Lane is a private estate tucked among the winding back roads of New Canaan. Perched atop 1.62 beautifully landscaped acres and surrounded by nature, the setting offers a rare sense of peace and privacy, yet remains just minutes from downtown New Canaan and approximately one hour from New York City. Newly constructed from the ground up in 2017 and offering over 10,000 square feet of thoughtfully curated living space, the home unfolds through a series of light-filled rooms where architectural detail, craftsmanship, and connection take center stage. A grand central foyer showcases a statement staircase framed by glass railings, creating a stunning focal point from the moment you enter. At the heart of the home, a sunlit gathering space serves as the natural connection point between the designer kitchen, soaring two-story family room, and outdoor living spaces beyond. Anchored by a stunning 10-foot quartzite waterfall island and matching custom quartzite hood, the kitchen balances beauty and function with Thermador appliances, Sub-Zero refrigeration and wine storage, custom cabinetry, and a walk-in pantry. The dramatic family room draws the eye upward with soaring ceilings, extensive architectural detailing, automated Lutron shades, and walls of windows that flood the space with natural light.

If a beautiful home with a backyard oasis is high on your priority list, this property delivers both. Inside, hardwood floors run throughout much of the main level, including the bright and spacious living room with a shiplap accent wall that adds just the right amount of character. The kitchen offers plenty of cabinetry and counter space, along with a casual dining area for everyday meals, while the adjoining formal dining room provides additional space for entertaining and gatherings. The home features four bedrooms and two beautifully designed full baths. The lower level adds an impressive amount of additional living space, with a large family room centered around a stone fireplace, a charming built-in seating nook, a home office, and an additional room that works perfectly as a bedroom, playroom, gym, or whatever suits your lifestyle. The expansive, level yard offers plenty of room for games, gatherings, pets, or simply enjoying the outdoors. A spacious Trex deck surrounds the above-ground pool, creating a great place to spend summer afternoons and evenings with family and friends. A separate patio and fire pit area adds yet another outdoor space to relax and entertain. Conveniently located in Brookfield with easy access to schools, shopping, restaurants, and I-84.

From the moment you enter the gates of this Old Hill estate, you know you've arrived- a rare sanctuary built with a level of custom stonework and craftsmanship impossible to replicate today. This stunning 5 bedroom, 6.2 bath home offers an extraordinary blend of elegance, privacy, and nature. Set in a mature landscape that takes generations to establish, the setting delivers unmatched wildlife views-from herons and owls to ducks and otters along picturesque Stony Brook. Resort-style amenities feature a heated saltwater pool/spa, a private pond with a fountain, and deeded access to nearby Nash's Pond for kayaking and fishing. Inside, a dramatic wall of glass captures sweeping water views, creating a seamless connection to the outdoors. The main level includes a gourmet kitchen, family room with fireplace, dining room with wet bar, living room with fireplace and lounge, stone entry foyer, mudroom and two powder rooms. Upstairs, the primary suite boasts two terraces, dual walk-in closets, and a spa bath. Four additional bedrooms each with its own bathroom, a sprawling home office/6th bedroom with fireplace, a large playroom with a full bath, a third floor family room, and a mirrored gym/yoga studio with a ballet barre offer exceptional living options. Moments from Earthplace nature trails, key features include a heated 3-car garage, Crestron lighting, full-house generator, and a built-in poolside gas grill. A rare opportunity to own a sanctuary where design and nature converge.

Nestled on a gorgeous, professionally manicured acre in desirable West Norwalk, this lovely 4-bedroom, 2.5-bathroom Colonial offers the perfect blend of elegance and modern efficiency. The main level boasts a fantastic open floor plan, featuring a gourmet eat-in-kitchen with granite countertops and stainless steel appliances. Entertain in the formal dining room or relax in the spacious sunken living room, which flows seamlessly into a sun-filled great room. Sliding glass doors lead out to a beautiful patio and an inviting in-ground gunite swimming pool, creating a true private oasis. Upstairs, you will find four freshly painted bedrooms highlighting gleaming hardwood floors. Exceptional modern upgrades include central air conditioning, an attached two-car garage, a full-house gas-powered generator, and highly efficient solar panels that result in nearly non-existent electric bills. A spectacular home in a prime location!

Iconic stone estate on nearly five level acres with sprawling lawns, three bedroom guest cottage, two bedroom caretaker's barn and 50' pool. This home offers six+ bedrooms, nine baths and room for everyone. Entertain on a grand scale with your very own ballroom with 20'ceilings, dining room that seats 22 and beautiful formal rooms. Enjoy smaller family gatherings in the expansive kitchen, family and garden rooms, parlors or library. Twelve foot ceilings, gorgeous herringbone floors, incredible moldings and original details throughout the house. This estate has many updates including a new, super cost efficient Geothermal HVAC system, whole house generator, well pump, water filtration system, 7 new baths and much more. This remarkable residence provides a sense of seclusion while still being conveniently located near all amenities and only 50 minutes to Manhattan.

Rarely does a new construction home and property like this come on the market in Westport. Set at the end of a cul-de-sac, in the coveted Long Lots neighborhood, this 2.3-acre, flat property offers a rare combination of privacy and convenience to town. The property features a resort-style, saltwater pool w/spa and automatic safety cover, expansive covered and open-air patios, and a fully equipped outdoor kitchen. There's still space to add a full sized Tennis Court and ADU to create a luxury compound! Built by award-winning Westport Family Homes, this thoughtfully designed 6 bed/8 bath home spans 9,062 square feet on 4 finished floors, showcasing exceptional craftsmanship and attention to detail. Soaring ceilings and an abundance of natural light. Main Level: Gracious Foyer, 2 Powder Rms, Formal Liv/Din Rms, private Office, Designer Kitchen w/Scullery for entertaining. Kitchen opens to large Great Rm w/FP and Outdoor Liv Rm. Second Level: Primary Ste w/FP, 2 walk in closets, spa inspired Bathrm and 4 other Bedrms. Third Level: Playroom w/Bathrm. Lower Level: Walk out to Pool w/ 6th Bedrm, full Bathroom, Family Rm w/Bar, Play/Media Room and large Gym. Full-house generator, oversized 3 car garage w/EV charging capability and room for 3 car lifts. The home is elevator-ready, enhancing convenience and long-term livability. Great for multi generational living. City Water, Natural Gas. This masterfully crafted home has a timeless floor plan and modern design.

Nestled along the serene shores of Candlewood Lake, this exceptional waterfront property-complete with 0.74 acre of land-offers a rare opportunity for lake lovers to experience the ultimate retreat. The custom-built main home features 3 bedrooms/office and nearly 2,800 square feet of sophisticated living space, highlighting exquisite craftsmanship and attention to detail. Enjoy breathtaking western-facing lake views from the expansive cathedral-ceiling living room, enhanced by a stone fireplace. The spacious great room, also featuring another stone fireplace, along with the peaceful three-season conservatory, provide the perfect setting to relax and soak in the surrounding beauty. A spacious flagstone patio outside also offers ample room to unwind while taking in the gorgeous waterfront. With over 200 feet of coveted direct waterfront, a private dock, and a cantilever, this property delivers unrivaled access to the water. A true value-add is the 858-square-foot lakefront cottage, complete with a three-car garage, panoramic water views, a full bath, kitchen, and a large wood deck-an ideal space to gaze out on stunning lake views. This is an amazing opportunity to own a truly remarkable waterfront sanctuary.