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luxury houses with pool for sale Sherman, United States

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30

House with terrace Sherman (United States)

Sexy on Sunset! Stunning, 2-year-old Modern Contemporary set on over 3 secluded acres with breathtaking western views and spectacular sunsets! Custom-built by its craftsman owner with exceptional attention to detail, this architectural beauty offers 3,200 sq. ft. of finished living space across 3 levels, with 4 bedrooms, 3 full and 3 half baths. Soaring ceilings and walls of glass flood the home with natural light while framing magnificent views. The open-concept main level features a private primary suite, media room, and expansive deck capturing sunshine by day and sunsets by night. Upstairs, 3 spacious bedrooms include flexible space with custom barn doors and access to a GIANT rooftop terrace overlooking the western horizon! The finished lower level offers a recreation room, half bath, and cleverly concealed storage. Designed with the future in mind, the home is solar power and energy system ready, offering exciting potential for enhanced efficiency. A gated circular pebble driveway welcomes you to this private retreat, complete with a detached 4-car garage/workshop and potential pool site. Minutes from Sherman Center and downtown New Milford, yet a world away from the everyday. Whether your full-time residence or weekend escape, this extraordinary property delivers privacy, craftsmanship, dramatic architecture, and unforgettable sunsets!

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$1,375,000
297m²
4bedrooms
3bathrooms

By Annonceur International

39

House with pool and garden Sherman (United States)

This contemporary cedar and stone construction home occupies one of Sherman's most spectacular settings. Set on 102.2 acres, the property provides complete privacy, panoramic mountain views, rolling open meadows, a tennis court, and a recently refinished gunite pool. The home features five bedrooms, five and a half bathrooms, and three levels of living space. Double teak entry doors open to a two-story foyer and an expansive, open-concept main level. At its center is a sunken living room with a floor-to-ceiling fieldstone fireplace and dramatic walls of windows. The adjoining dining room and kitchen both provide direct access to the wraparound deck. Also on the main level are a heated three-car garage, powder room, and spacious en-suite bedroom. Upstairs, a second primary suite offers exceptional flexibility and includes a generously sized bathroom, office area, dressing room with two walk-in closets and a sink, sauna, and sliding glass doors opening to a private deck overlooking the rolling hills. Two additional bedrooms and a Jack-and-Jill bathroom complete the upper floor. Designed for both entertaining and relaxation, the lower level includes a large family room, reading nook, gym area, laundry room, two bedrooms, and two full bathrooms. Sliding glass doors open to a pathway leading directly to the freeform pool, which was fully restored this summer to be enjoyed for years to come. The tennis and basketball court is surrounded by picturesque meadows and stone walls. A nearby two-story barn provides abundant additional storage. The 102.2-acre property comprises four building lots, with the residence situated on a 94.83-acre parcel and the remaining acreage divided among three smaller parcels. The property may also offer potential for further subdivision, subject to land-use approvals. Despite its remarkable privacy, the estate is just minutes from Metro-North rail service and less than 90 minutes from New York City.

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$3,400,000
5bedrooms
6bathrooms
land 41.4ha

By William Pitt Sotheby's International Realty

40

House with pool and garden Sherman (United States)

Beautifully sited on nearly eight private acres with spectacular views, this turn-key Sherman estate encompasses an amenity-filled main residence, renovated guest house, spring-fed pond, classic stone walls, and exquisite English gardens. Offering luxurious resort-style living in one of Sherman's most captivating settings, the home welcomes you with a marble foyer leading to a dramatic double-height living room, where a wall of glass frames the breathtaking vistas. There are two luxurious primary suites - one on each level - with the main-level BR featuring a fireplace and French doors opening to the expansive deck. The top-of-the-line eat-in kitchen features custom cherry cabinetry, a sun-filled dining area, adjoining butler's pantry, and formal dining room. Upstairs are the second ensuite primary bedroom, two additional bedrooms, a den, full bath, and flexible space/artist's studio. The walk-out lower level is an exceptional space, with custom millwork, marble floors, an antique English bar, gas fireplace, sauna, and gym. Pocket doors reveal a spectacular in-home spa featuring a 24' x 14' heated Gunite spa pool, radiant heated floors, a Desert Aire climate-control system, and walls of glass overlooking the mountains and gardens. Outside, stone pathways meander through beautifully landscaped English gardens to the spring-fed pond and guest house, while classic stone walls and a circular driveway connect the main residence, guest house, and attached and detached garages. Despite its remarkable privacy, this beautiful estate is just minutes from Metro-North rail service and less than ninety minutes from New York City. Extensive recent improvements include a new roof, a newly paved circular driveway with restored stone walls, generator, beautifully updated bathrooms, custom built-ins, a steam room, a new four-person sauna, fresh interior and exterior paint, a fully renovated guest house, and thoughtfully redesigned Zen and English gardens. See attached list of features and capital improvements.

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$1,995,000
4bedrooms
5bathrooms
land 3.1ha

By William Pitt Sotheby's International Realty

36 listings near Sherman

Nearby
39

House with pool and garden New Milford (United States)

Something very special awaits! This well kept contemporary home is privately set in a park-like 8 acre setting surrounded by woods, a meadow and low maintenance plantings. You enter through a lovely mudroom, stepping into the modern kitchen with a pantry and laundry and access to a pergola covered patio, or the living room with its vaulted ceiling and fireplace with dramatic floor-to-ceiling stonework. The house is bathed in light, having direct western exposure off the rear deck accessible from the living room and kitchen. Enter a window lined hall to access the main floor Primary Suite, a luxurious and light filled ensuite 19'x24' retreat added as an addition in 2013, complete with walk in closet, a private deck overlooking your own meadow and a dreamy primary bath. From the living room step out to the level patio and your gunite pool. Or go upstairs to the two upper levels. Level two has a full bath, a bedroom and another room currently set up as a den with its own private deck and fireplace that could easily become a bedroom. There's another bedroom ensuite with a private deck on the third level. There are two septics, one serving the original part of the house and one serving the addition. The oversized detached garage can house four cars. There is also a pond on the property near the driveway and the garage. There is a spectacular western view beyond the trees; bring your arborist to open it up! 18 minutes to the Metro North train, close to Kent, New Milford, Washington and all that Litchfield County has to offer - Great restaurants, galleries, hiking and arts.

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$1,375,000
4bedrooms
4bathrooms
land 3.4ha

By William Pitt Sotheby's International Realty

Nearby
30

House with pool and garden New Milford (United States)

Set on an extraordinary 12.81-acre parcel, this one-of-a-kind estate offers a rare blend of privacy, luxury, and architectural distinction. Fully renovated from top to bottom, the home showcases exceptional craftsmanship with high-end, custom finishes and a design unlike anything you've seen before. Step inside to the main level where soaring ceilings, exposed beams, and walls of glass fill the great room with natural light, anchored by a striking fireplace. The stunning custom kitchen is both functional and beautiful, seamlessly connecting to the dining area-perfect for everyday living or entertaining. A unique lofted office space overlooks the main living area, adding character and versatility. The main level also features a thoughtfully designed full bathroom complete with a built-in sauna for a spa-like experience. The lower level offers a private retreat with a spectacular primary suite featuring a luxurious full bath, walk-in shower, and custom closet. A second bedroom includes charming built-in bunk beds, while the mudroom/laundry room is equipped with custom built-ins and a convenient bench. Step outside and enjoy resort-style living with direct access to an in-ground pool and spa, as well as an expansive deck ideal for entertaining or relaxing while taking in breathtaking long-distance views.

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$1,149,900
3,144m²
2bedrooms
3bathrooms

By Annonceur International

Nearby
35

House with pool and garden Pawling (United States)

Modern Pawling Farmhouse - This beautifully renovated Colonial home near Scenic Quaker Hill offers a perfect blend of charm and modern amenities. The spacious kitchen, complete with a center island with seating, flows seamlessly into an open dining and living area, where a cozy fireplace awaits. A separate light-filled den provides a peaceful retreat for relaxation. The main floor features a luxurious primary suite with a private bath, including both a shower and a soaking tub, and walk-in closet. Upstairs, three additional bedrooms share a full bath, making it ideal for family or guests. Outside, discover your private oasis with a heated gunite pool and spa, a basketball hoop for fun, and a delightful patio with a fire pit, perfect for evening gatherings. Conveniently located less than two hours from NYC and just minutes from Metro-North, this is the ultimate country retreat!

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$1,250,000
3bedrooms
3bathrooms
land 1.1ha

By William Pitt Sotheby's International Realty

Nearby
31

House with pool and garden New Milford (United States)

Welcome to 21 Walker Brook Drive, an extraordinary retreat on 2.47 private, tranquil acres in New Milford, CT-the gateway to scenic Litchfield County, just two hours from Manhattan and moments from Washington Depot. Bordered by picturesque farmland, this property offers rural tranquility with exceptional convenience, near hiking at Steep Rock and Hidden Valley, and dining/shopping in New Milford, New Preston, and Washington. Step outside to an ultra-secluded, fully fenced backyard oasis featuring a sparkling, above-ground pool. Returning inside, the main level offers a spacious, primary en-suite bedroom with large windows and glass doors opening to a private deck. The bright sunroom off the kitchen is perfect for relaxing. The beautiful kitchen boasts custom wood cabinetry, a refrigerator and freezer encased in matching wood, a six-burner cooktop, and double wall ovens perfect for entertaining. With the adjacent TV room and a formal dining room, the home flows effortlessly for gatherings. Upstairs, find a second en-suite bedroom, three additional bedrooms, laundry, and a full bath for all to find respite and relaxation. The fully finished lower level is an entertainment hub with an impressive home theater featuring a featuring a large movie screen, reclining terraced leather seating and recessed lighting. There is also a private exercise room with padded flooring. An EV charger completes this home. Classic charm meets modern living in this tranquil escape.

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$729,000
5bedrooms
4bathrooms
land 1ha

By William Pitt Sotheby's International Realty

Nearby
40

House with pool and garden Washington (United States)

Escape to an award-winning estate nestled in the heart of Washington, CT-just 90 miles from New York City. Situated on over 80 acres of pristine, level land, this exceptional modern farmhouse offers a rare combination of architectural excellence, luxurious amenities, and unparalleled natural beauty. Featured in New England Home and honored with CTC&G's prestigious Innovation in Design award, this residence is a masterclass in sophisticated country living. A tree-lined driveway bordered by 1,000+ feet of classic stone walls welcomes you to the property, setting the tone for the elegance and privacy that await. The 5-bedroom, 4 full and 2 half-bath main house is thoughtfully designed for both grand entertaining and intimate daily living, with a guest house, heated pool and spa, orchard, and serene pond completing the estate. Inside, open-concept living spaces are defined by warm wood beams and a stunning double-sided fireplace. The living room flows seamlessly to a covered porch with peaceful pond views-ideal for year-round enjoyment. The lower level includes a gym, game room, and spacious lounge, while dedicated office space accommodates work-from-home flexibility. Outdoors, a pool, spa and stone terrace offers panoramic views of the surrounding forest, alive with native wildlife. Minutes from Lake Waramaug, Steep Rock Preserve, and the boutiques eateries of Washington Depot and New Preston, this home is perfectly positioned for both adventure and relaxation. The acreage allows for subdivision potential, adding long-term value to this already remarkable retreat. A rare offering that combines timeless design, top-tier amenities, and the best of Litchfield County-this estate is the definition of refined country living.

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$5,950,000
5bedrooms
6bathrooms
land 32.6ha

By William Pitt Sotheby's International Realty

Nearby
49

House with pool and garden New Milford (United States)

Set back on a private 4.48-acre interior lot in a magnificent subdivision in New Milford, this updated Farmhouse Colonial features 6 bedrooms, 3 full baths, and 2 half baths across multiple expansive levels with an in-law apartment. The front porch opens into a bright entrance foyer with tile floors that extend into the elegant formal living and dining spaces, highlighted by classic crown molding and chair rail accents. The open-concept eat-in kitchen features custom maple cabinetry, granite countertops, tiled flooring, stainless steel appliances, and a dedicated pantry. The adjacent dining area leads directly into an expanded, stunning, sun-drenched sunroom featuring Bruce hardwood floors, double lighted ceiling fans, and a corner wall of windows with sliding glass doors leading to the deck, pool, and backyard area. Nearby, the family room offers wide-plank hardwood flooring, a ceiling fan, and a functional wood-burning stove. The main level is completed by a half bath and a decorated laundry room with built-in cabinets. A white spindle staircase leads to the upper level, which hosts five bedrooms and two full bathrooms, linked by a hardwood hallway. The primary bedroom suite includes lush carpet flooring, a separate dressing room with double closets, and an oversized primary bath featuring a jetted tub set beneath a palladium window and tray ceiling, a custom tiled walk-in shower, and custom cherry cabinetry. A secondary bedroom suite features a walk-in closet, stunning pool views, and a private half bath. Three additional bedrooms feature laminate flooring and are served by a central full bathroom on the upper level. The walk-out lower level boasts a private in-law apartment complete with its own dedicated exterior entrance, a private lower deck, and an interior staircase connecting to the main home. This separate living unit includes a kitchenette, dining and living area, full bathroom, double closets, and a legal bedroom with dual entry points. Outdoor living features a double-level deck overlooking a sprawling backyard with a fenced-in, newly surfaced Gunite in-ground pool equipped with a pool house, covered pool bar surrounded by stone patio pavers. Additional features include a built-in stone fire pit, a storage shed, and stone retaining walls bordering established gardens. 2-car attached garage on the main residence, alongside a 2-car detached workshop garage equipped with an air compressor, built-in workbenches, and overhead storage. The home includes a brand-new roof on both the main house and garage, a new central air conditioning system, generator-ready, and a full attic for extra storage.

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$739,000
6bedrooms
5bathrooms
land 1.8ha

By William Pitt Sotheby's International Realty

Nearby
40

Contemporary house with pool and garden Kent (United States)

"The Falls." Prominent Modernist Architect, Charles Gwathmey of Guggenheim Museum renovation fame, designed this masterpiece in one of the most beautiful locations, offering dramatic views, cascading waterfall, nestled on 40+ acres of beautifully landscaped grounds with serene stream and extensive stonework. The property boasts a breathtaking western view of the Litchfield Hills. Just minutes to Kent Center with Swyft, Wilson's and great shopping, this exceptional offering provides tranquil escape while remaining close to vibrant shops and renowned award winning restaurants and just 90 minutes from NYC. Step inside and discover a light filled haven with soaring ceilings and curved walls and a stunning view of the waterfall from the Living room, which opens on to a picturesque stone terrace overlooking the babbling brook. A Michael Arad-designed addition of a full bedroom suite complete with office and captivating vistas. A tennis court, gorgeously designed pool and spa, acres of meadows and rolling landscape make this the perfect estate. A natural planted roof, and Deborah Nevins-designed park, gardens, perennial paths. The Stephen Sills designed interior spaces complement the curved walls, glass-covered corridor, The primary suite is a luxurious retreat with a spacious en-suite bath featuring both a soaking tub and shower. Two additional bedrooms with built ins each have their own baths, ensuring comfortable accommodations for family or guests. A family sunroom gathering room with a beamed ceiling adds to the home's functional living space. A separate hallway leads to a private guest suite complete with a large walk-in shower, a custom-designed closet, office, sitting room and it's own private entry area bathed in natural light thanks to expansive windows showcasing the stunning views. Additionally, there are (2) 1000 gal propane tanks, 2 laundries, sound system inside and out and a heated utility barn with it's own driveway. All of this, creates one of the most gorgeous estates in Litchfield County.

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$5,500,000
4bedrooms
6bathrooms
land 16.6ha

By William Pitt Sotheby's International Realty

Nearby
39

House with pool and terrace Kent (United States)

Built in 1830 and set on 3.5 private acres abutting hundreds of acres of Connecticut State land, this five-bedroom Colonial is a rare find, a property where history, privacy, and natural beauty converge. Jaw-dropping sunset views set the tone from the moment you arrive. Inside, a recently updated kitchen anchors the main level, opening to a well-proportioned dining room made for long dinners with friends. The spacious living room, centered on a fireplace, is the kind of place you'll want to spend a winter evening. A main-level primary suite offers a private deck, a generous walk-in closet, and a spa-style bath, a true retreat within the home. Upstairs, four additional bedrooms share a full bath, with room for family, guests, or a dedicated workspace. The finished lower level adds a media room, home office, and laundry, keeping daily life organized and out of the way. Outside, the property comes alive. A side deck off the living room is perfect for morning coffee. The pool area, anchored by an impressive millstone table, is ready for summer entertaining. The perfect country retreat only two hours from NYC.

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$1,095,000
5bedrooms
4bathrooms
land 1.4ha

By William Pitt Sotheby's International Realty

Nearby
39

House with pool and garden Warren (United States)

Welcome to your private rural sanctuary in scenic Warren. Tucked away on expansive acreage with its own serene pond and gorgeous grounds, this unique, single-level ranch offers the ultimate blend of privacy, natural beauty, and incredible potential. Being sold entirely as-is, this estate is ready for its next steward to bring their creative vision and make it truly shine. The primary residence features a comfortable two-bedroom layout designed for easy, single-level living, which flows effortlessly out to an in-ground pool and dedicated pool house-perfect for summer entertaining or quiet afternoons soaking in the pastoral views. Adding immense value and versatility is a fully self-contained, two-bedroom in-law apartment complete with its own private kitchen, full bathroom, and independent laundry. Embrace the very best of Litchfield County living; you are minutes from pristine lakes, hiking trails, and endless outdoor recreation, all while enjoying close proximity to the historic charm, fine dining, and boutique shopping of nearby Kent, Litchfield, and Washington Depot. Opportunities to own significant acreage with these multi-generational amenities in a prime, low-tax Warren location are rare. Bring your imagination and your updates, and claim this countryside haven as your own. All this just 2 hours from Manhattan. Bedroom count includes legal in-law unit.

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$499,000
4bedrooms
2bathrooms
land 2.3ha

By William Pitt Sotheby's International Realty

Nearby
36
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House with pool and terrace Kent (United States)

A Kent Landmark, Reimagined - This historic converted dairy barn offers 3,600 sq ft of flexible living space on over 14 private acres, with direct Housatonic River frontage and protected land trust borders. Hand-hewn beams, cathedral ceilings, and skylights carry the property's history throughout; while a converted silo houses a home office, art studio and gym. The sunny modern kitchen, renovated for large gatherings and generous entertaining, features an oversized island with seating, a commercial range, premium appliances, double sinks and dishwashers, and a wine cellar. The spacious dining area and lounge open to a landscaped patio overlooking a heated in-ground pool and cabana. Grounds include perennial gardens, several outdoor seating areas, and private manicured trails leading to a stream with waterfalls and the river frontage. The home includes private guest quarters and a primary suite with an elegant en suite bath featuring a radiant heated floor, sitting room, office and two walk-in closets. It features 3 additional updated bathrooms, a formal living room, pellet stoves, generous parking and EV charging. In-home garage with a workbench and space for a games table, plus old-style out-buildings complete the property.

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$1,200,000
4bedrooms
4bathrooms
land 6ha

By William Pitt Sotheby's International Realty

Nearby
30

House with pool New Fairfield (United States)

Welcome to 145 Pine Hill Rd. A renovated Organic Modern home mixing both modern amenities and rustic charm. Adorned with random plank flooring, hand-hewn beams and massive field stone fireplace. The 12ft sliders in the Living Room allow for access onto the spacious deck. The culinary space is a chef's haven, equipped with state-of-the-art appliances & premium finishes that inspire culinary creativity. With southern exposure, the house offers plenty of opportunities for sunlight, expansive views off the deck along with a great setting for gardening. Each of the 4 bedrooms provides a unique space, while the 4 baths feature refined fixtures & chic designs, ensuring every personal convenience is met. Off the primary bedroom is a retreat unto itself, featuring a circular patio where one can reflect in the joyful sounds of the water fountain or unwind in the private hot-tub. The lower level is another entertainment area with full bathroom and spacious family room with wet-bar which opens to the swimming pool and deck areas. Great for the avid outdoor enthusiast where there is plenty of hiking, mountain biking and fishing.

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$1,195,000
307m²
4bedrooms
3bathrooms

By Annonceur International

Nearby
30

House with pool New Fairfield (United States)

Welcome to 145 Pine Hill Rd! An exquisite home offering 4-bedrooms with 3.5 baths and a generous 3400+/- total sf. Home is set on a spacious 4.57 -acre lot and features an oversized 4 car-detached garage. As you approach the property, you'll be greeted by a front porch, welcoming you inside. The heart of the home is adorned w/reclaimed, hand-hewn beams accentuating the ceilings & mantle, paired harmoniously with a propane log fireplace. This central gathering space is bathed in natural light spilling in through expansive windows, complemented by a twelve-foot wide Anderson double slider leading to a meticulously crafted deck, optimizing the western exposure for all day sun. The kitchen offers a state-of-the-art appliances and extensive countertop space with over 20 feet on the perimeter and an 11 ft island. Each of the 4 bedrooms provides a unique space, while the 3.5 baths feature refined fixtures & chic designs. Off the primary bedroom is a retreat unto itself, featuring a circular patio where one can reflect in the joyful sounds of the water fountain or unwind in the private hot-tub. The lower-level family room with a built-in bar and a cozy wood-burning stove, ideal for entertaining & relaxation alike. A saltwater in-ground heated pool & beautifully crafted outdoor entertainment areas, including a whimsical chicken coop/shed, enrich the outdoor living experience. Nestled near captivating attractions such as Pootatuck State Forest & Candlewood Lake.

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$1,445,000
320m²
4bedrooms
3bathrooms

By Annonceur International

Nearby
30

House with pool and garden Brookfield (United States)

REDUCED to SELL! Quintessential Vintage Farmhouse, circa 1784, on 2.31 glorious, manicured acs, adorned w/perennial gardens that signal the seasons. Offering the best of today's modern amenities with the charm of yesteryear, this 4 BR, 4.5 bath Colonial Farmhouse w/3 bay barn garage, is the ultimate for the antique lover. The main entry, showcases a formal living room w/fireplace, adjacent dining room with bay window plus a den with fireplace serving as an ideal TV room or reading room. The rear of the house forms the focal point with/its covered Mahogany porch, wrap deck & stone terrace w/stone fireplace viewing the pool & gardens. A vaulted primary suite hosts balcony, private bath, huge WIC w/built-ins & a TV room. New Chef's kitchen w/high end appliances, 3 working fireplaces, new wide board honed floors in great room & kitchen, granite counters, serving bar, coffee bar & more; ideal for the entertainer. The in ground gunite pool, surrounded by perennial gardens & cast aluminum fencing is set apart but easily viewed from the main house. A 3 bay barn garage is enhanced with a loft housing a gym, full bath and extra guest room, possibly an optional in-law suite. A true gem of the past, restored lovingly through generations, the provenance carefully protected from family to family.Other upgrades incl:new roof (2025), new windows , new hot water heater (2023),new well pump & tank( 2026), whole house generator, updated baths, wood stove in family room, new vinyl fencing+

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$1,295,000
399m²
4bedrooms
3bathrooms

By Annonceur International

Nearby
50

House with pool and terrace Poughquag (United States)

Among Dalton Farm's carriage house residences, this end-unit townhouse stands apart for its generous proportions and distinctive floor plan. First-floor living meets an expansive loft and a fully finished walkout lower level — three distinct levels, each with its own purpose, adding up to a home that expands and contracts with how you're using it that day. The two-story living room fills the main level with light. Open to the adjoining dining room and kitchen, the spaces feel connected while holding onto their own comfortable scale. A spacious primary suite and second bedroom with an adjacent full bath complete the main level, along with a new washer and dryer set in the transitional hallway leading to the lower level. Overlooking the living room, the loft is at once a library, home office, and gathering space. It's where work gets done, books are enjoyed, board games are played, and festive meals have room to grow. A full bath and walk-in closet give the loft the flexibility to serve as overflow guest space. The walkout lower level is fully finished, adding approximately 1,350 square feet with two bedrooms, a full bath, a mirrored flex space for workouts or yoga, a media lounge enhanced with acoustic wall panels, and a separate area for the billiards table. With more than 3,300 square feet of finished living space, the home offers four bedrooms, four full baths, and exceptional flexibility across three finished levels. The covered front porch welcomes quiet mornings, while the rear deck extends the home's living spaces outdoors for dining, entertaining, or simply enjoying the view. Below, the walkout patio provides additional outdoor space just steps from the recreation room. The landscape has been thoughtfully designed to frame — rather than compete with — the protected wetland meadow beyond, its tall grasses shifting from green to gold through the season, backed by a wooded hillside that keeps the view feeling protected and open. The current owners have maintained the home with real discipline: a new roof, mechanical systems serviced on schedule, California Closets throughout, and a two-car garage outfitted with ceiling-mounted storage and not an inch of wasted space — the kind of thoroughness that pays off long after moving day. Dalton Farm is more than a well-respected HOA, it's a place with real history and an active, connected community. Set on the former estate of Franklin Roosevelt Jr., the neighborhood's clubhouse, the 200-year-old Roosevelt House, anchors a self-governing community known for its stability and engaged homeowners. Residents enjoy the swimming pool, tennis courts, walking trails, and equestrian center, along with a full calendar of community life—from book clubs to seasonal gatherings, all within easy reach of the Taconic State Parkway, Metro-North, and the Hudson Valley's villages, restaurants, and everyday conveniences.

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$685,000
4bedrooms
4bathrooms
land 0.1ha

By Four Seasons Sotheby's International Realty

Nearby
40

House with pool and garden Bridgewater (United States)

Beyond stone entry gates, a long driveway leads to this 1958 midcentury home, set well back from the road on 7.11 acres in Bridgewater. Six fireplaces, exposed-beam ceilings, expansive windows and open living areas connect the interiors to long western views. The open-plan kitchen features a substantial soapstone preparation island with abundant storage, a full-size Viking refrigerator/freezer and a six-burner range with grill and plancha. A fireplace and adjoining breakfast area make it the natural center of the house. A separate dining room with fireplace and a light-filled living room with a built-in bar provide space for larger occasions. The main-level primary suite includes an office and walk-in closet. Its bath pairs two vanities with a large walk-in shower and a clawfoot tub positioned to take in the view. At pool level, additional bedrooms, a kitchenette, laundry, a den and sitting rooms provide flexibility for guests and relaxation. Outside, the heated swimming pool, stone terraces, covered seating and outdoor dining areas open onto broad lawns and flowering gardens. Apple, pear, plumb and peach trees mingle with mature willows, and stone walls define the grounds. The pond freezes into a skating rink in winter; in summer, the willows along its bank are the place to sit and listen to the frogs. A horse barn with water and electricity offers stabling, loft space, storage and a workshop, with a riding ring nearby. A three-car garage completes the outbuildings. From the kitchen fireplace to the poolside terraces, the home offers places to gather and watch remarkable western sunsets. Recent updates include: New Kitchen Renovation. Whole house painted New AC compressor Viking Fridge freezer Patio Bluestone Extensive drainage system Stonewalls Pool Heater Metal Roof 2015

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$1,790,000
4bedrooms
6bathrooms
land 2.9ha

By William Pitt Sotheby's International Realty

Nearby
26

House with pool and garden Washington (United States)

Stone Bridge: The Ultimate Classic Country Estate - PERFECTION AND READY TO MOVE IN! Embodying the pinnacle of refined country living, "Stone Bridge" is a magnificent stone and shingle estate with Elevator to all floors and Geothermal Heating, that seamlessly marries timeless architectural grandeur with state-of-the-art modern amenities. Situated on over 24.9 private, bucolic acres in Washington, Connecticut's highly desirable Nettleton Hollow area, this masterfully crafted property offers an unparalleled sanctuary of elegance and privacy. Constructed by the HOBI Award-winning Corbo Associates, the residence spans more than 7,000 square feet of sophisticated living space, complemented by an additionally finished 3,100 square feet on the lower level. A seamless indoor-outdoor flow defines the main living areas, which open gracefully onto sprawling terraces and a covered patio complete with an outdoor fireplace. The manicured grounds serve as a private resort, featuring mature plantings, artisanal stonework, a full irrigation system, and a pristine, heated gunite pool. Inside, soaring ceilings and expansive walls of glass flood every room with natural light while bringing the breathtaking countryside views indoors. The estate features five luxurious bedroom suites, including the rare flexibility of both first- and second-floor primary retreats. An elevator effortlessly ensures absolute accessibility throughout the home. An entertainer's paradise, the estate boasts seven fireplaces, an elegant library, home theater, a game room, gym and a spectacular 1,500-bottle wine cellar with a dedicated tasting room. Culinary enthusiasts will appreciate the top-of-the-line main kitchen, which serves as the heart of the home, alongside a full butler's kitchen designed for seamless event hosting. Built to the highest standards of construction and energy efficiency, the home features sound-dampened walls, a comprehensive security system, an integrated generator, and central vacuum. Future-proof technology is woven throughout the property, utilizing a cutting-edge geothermal heating and cooling system and Cat 6 audio wiring for premium sound, data, and internet connectivity. The estate is approached via a long, meandering driveway that overlooks a nearby pond, leading to a three-car garage connected via a stately porte-cochere to a second garage. Stone Bridge is more than a residence; it is an extraordinary country lifestyle.

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$5,595,000
5bedrooms
10bathrooms
land 10.1ha

By William Pitt Sotheby's International Realty

Nearby
28

House with pool and garden Washington (United States)

Tucked away at the terminus of a quiet dirt road, this 13-plus-acre sanctuary delivers absolute privacy alongside uncompromising mid century modern luxury. Approached via a winding scenic driveway, the property opens to reveal sweeping, recently opened panoramic vistas of Nettleton Hollow, complete with a tranquil brook and quintessential Litchfield County countryside. At the heart of the estate is a masterfully updated 1950s residence. Inside, striking vaulted ceilings elevate the freshly painted public spaces, and renovated hardwood floors, all anchored by a dramatic central fireplace with venetian plaster finish. Oversized plate-glass windows pull double duty, bathing the interiors in natural light while perfectly framing the idyllic valley views. The main and upper level feature a remarkably spacious primary suite, alongside two additional bedrooms and three-and-a-half baths. Designed with seamless hosting in mind, the lower level offers a private, full walk-out fourth bedroom suite equipped with radiant heated floors. Outside, southern exposure warms a series of expansive entertaining terraces leading to a 40-foot gunite pool with an automatic cover. Practical luxuries include a dedicated pet-fenced yard, comprehensive mechanical upgrades, generator, and abundant parking for entertaining. This property offers immediate access to nature, sitting just a short stroll from Steep Rock Land Trust's hidden gem, the Johnson Farm Preserve. Yet, this total woodland immersion doesn't sacrifice convenience: under five minutes from the world-class Mayflower Inn & Spa, and less than a 15-minute drive to the acclaimed dining, boutiques, and everyday services of New Preston, Washington Depot, and Woodbury. Peace and Serenity Await.

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$2,395,000
4bedrooms
5bathrooms
land 5.3ha

By William Pitt Sotheby's International Realty

Nearby
29

House with pool and garden Roxbury (United States)

* A beautiful 3-bedroom historic farmhouse * A separate 2-bedroom guest house * A pristine 6.71-acre building lot Move in and enjoy lush, pastoral Roxbury right away in the charming and immaculate 3-bedroom, c. 1817 main house, and host family and guests in the separate 2-bedroom guest house. The adjacent 6.71-acre parcel at the rear lets you protect your views and privacy forever. You can also build the 4-bedroom estate of your dreams on this approved building lot, with its own driveway and road access. Or use the mostly flat lot as an orchard or garden, or hold the separate parcel as an investment to sell in the future. The lot abuts preserved land. Located in southern Roxbury, just 90 minutes from New York City, the main residence exudes rustic character, with original hand-hewn beams, wide-plank oak floors, a wood-burning fireplace, and classic plaster walls. A brand-new standing-seam metal roof carries a lifetime guarantee. At the heart of the house is a spacious eat-in kitchen. On one side are a formal dining room and a library, and on the other is a sunlit double living room wrapped in windows. The 658-square-foot guest house overlooks a spring-fed pond and Little Jacks Brook. It has a generous living room, two bedrooms, and a full bath, and it runs on its own well and septic system. The grounds are serene and beautifully landscaped, with a cantilevered "waterfront" sun deck, mature trees, lush gardens, and a gently rolling lawn. This wonderful home has been frequently published and blends history, potential, and natural beauty in one of Litchfield County's most coveted locations. The possibilities of this Roxbury compound are many and endless. Additional purchase options: Main House and Guest House on 2 acre deeded lot $695,000 or building lot 6.71 acres $395,000. House buyer has right of first refusal, lot cannot be sold until home is sold.

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$950,000
5bedrooms
3bathrooms
land 3.5ha

By William Pitt Sotheby's International Realty

Nearby
29

House with pool and garden Brookfield (United States)

31 Deer Run Road in Brookfield, CT is a raised ranch home set on a level acre framed by mature trees, offering year-round indoor and outdoor living space. The main level features hardwood floors, a light-filled living room, and a formal dining room detailed with decorative wainscoting. Adjacent to the dining space, the eat-in kitchen offers white cabinetry, a vaulted ceiling, and direct access to the rear deck overlooking the yard. The primary bedroom and two additional bedrooms are conveniently situated on the main level. Both the primary bath and the full hall bath feature heated floors for added comfort. The lower level expands the living space with a spacious family room anchored by a classic brick fireplace, a dedicated office area, and sliding glass doors that open to the backyard. Outside, a fully fenced in-ground pool surrounded by a paver patio serves as a primary outdoor gathering spot, complemented by a raised deck and covered patio. Additional features include a 22kW whole-house generator, along with convenient access to Candlewood Lake, local shopping, dining, and major commuter routes.

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$650,000
3bedrooms
3bathrooms
land 0.4ha

By William Pitt Sotheby's International Realty

Nearby
39

House with pool and garden Morris (United States)

Situated on 10.94 private acres across Litchfield and Morris, this updated and charming Cape Cod home offers a perfect blend of comfort and scenic tranquility. The main level features a remodeled kitchen complete with quartz and soapstone countertops and a pantry with a dedicated coffee bar. The cozy living room highlights a wood-burning fireplace, flowing seamlessly into a sunroom overlooking the serene pond and professionally landscaped backyard. The main-floor primary suite boasts an updated bathroom, walk-in closet and a slider leading directly to the back deck. Convenience is the key with a main-floor laundry area, mudroom and half bath leading to the attached three-car garage, plus a versatile office/gym with a separate entrance. Hardwood flooring runs throughout both the main and upper levels. Upstairs you will find two comfortable guest bedrooms-one with a walk-in closet and a full bath. The finished lower level provides additional living space with a large family room and full bath, offering easy access to the patio and in-ground Gunite pool. An additional one-car under-house garage space provides ample storage for equipment or hobbies. Outside, enjoy the ultimate privacy featuring classic stonewalls and a dedicated garden area. Conveniently located just minutes from fine dining, shopping, golf courses, private schools and all the charm of the Litchfield area.

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$1,200,000
3bedrooms
4bathrooms
land 4.4ha

By William Pitt Sotheby's International Realty

Nearby
40

House with pool and terrace Brookfield (United States)

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.

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$1,750,000
3bedrooms
3bathrooms
land 0.3ha

By William Pitt Sotheby's International Realty

Nearby
31

House with pool and terrace Bridgewater (United States)

Rarely available. 1880 antique gem on 10 acres, with a first level primary bedroom and bath, situated on one of Bridgewater's most prestigious and quiet roads, offering a private setting. This residence masterfully blends historic character with an airy, open floor plan where the kitchen flows seamlessly into a spacious great room and a formal living room anchored by a classic fireplace. The interior living space consists of a main floor primary bedroom and bath, second level with 2 bedrooms and shared bath and a third level bedroom with it's own bath. The spaces transition beautifully to a 24 x 18 screened porch with slate flooring, opening onto a bluestone terrace. Perfect for entertaining, the terrace overlooks the pool and captures western exposures. The property is further enhanced by a two-story barn, providing ample space for storage or workshop. This is a unique opportunity to own a quintessential New England retreat in a premier location.

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$1,495,000
4bedrooms
4bathrooms
land 4.1ha

By William Pitt Sotheby's International Realty

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