luxury houses with pool for sale Kent, 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.

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.

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.

Nestled on a quiet cul-de-sac just moments from the historic Litchfield Green, this classic 1.19 acre Cape Cod offers a perfect blend of comfort and convenience. Step inside to discover a home defined by its thoughtful layout and bright, inviting spaces. The spacious, chef-inspired kitchen is a standout, featuring premium quartz countertops, skylights and a Sub-Zero refrigerator. The main floor boasts gleaming hardwood floors throughout, leading you into a sun-drenched living room anchored by a cozy wood-burning fireplace. For formal gatherings, enjoy the elegance of the freshly painted dining room or retreat to the cozy den-also featuring a fireplace - perfect for a quiet evening. The main floor offers excellent flexibility with a private home office and a convenient primary bedroom suite with a full bath. A true highlight of this home is the indoor pool, accented by sliding glass doors that seamlessly connect to the outdoors, allowing for year-round enjoyment. Upstairs, you'll find two generously sized guest bedrooms and a full bath. Additional features include an attached two-car garage with direct kitchen access, a paved driveway and a beautifully landscaped yard complete with a garden shed. Ideally positioned to enjoy all that Litchfield has to offer including fine dining, local shopping, the farmer's market, golfing, hiking trails and horseback riding. A wonderful opportunity to own a charming, well-appointed retreat.

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.

The Dean House, a/k/a The Horsford Homestead, a/k/a The Howe's Home is arguably the oldest residence in Falls Village (Canaan), CT. The original structure was built in 1735, with a major, two story addition added in 1804. Many details have withstood the test of time, and this home is a stunning statement for any old-house enthusiast. If you envy the history as a preservationist, conservationist, or restorationist, you just found your personal Xanadu. From the original fireplaces and paneling to the structural "bones" in the attic and basement, all the right features are here, as spacious rooms, cozy environs, and heartfelt warmth are the mantras. Much of the original trim, flooring, doors, and moldings are prevalent, and that impact speaks volumes. The bathrooms are recently updated, and there are newer appliances. The cedar roofs are no more than 7 years old. The outdoor environment is lush and well maintained. There's a kidney shaped in-ground pool, beautiful gardens, and even a large flat lawn that once served as a home to a full-sized English croquet court. The large old barn dates well back in time, and there's a gazebo for quiet reflection and outdoor meals. Several other smaller buildings exist for all types of storage. And then there's the newer building (1997) - a combination of a two-car garage, a huge studio/workshop, a smaller storage room, and a roughly 1700 sq. ft. in-law apartment on the second floor. Approximately 30 acres of farmland is organic. Drive-bys are welcomed, but please do not pull in the driveway without a confirmed appointment.

This one-of-a-kind custom designed home is a peaceful sanctuary, situated on top of a hill on 18 secluded acres (that is subdividable) and bordered by conservation land. To access the home, you drive over a bridge and up a paved and gravel driveway. The home is fine for entertaining, featuring a cook's kitchen with stainless steel appliances, a breakfast bar and granite leather suede countertops. The expansive dining area includes a gas fireplace, and the living room boasts a soaring ceiling and a wood burning fireplace. A large deck provides amazing views, and you can enjoy swimming all year round with the indoor 18x36 inground saltwater pool, complete with a dehumidifying system and alarm. The main level is completed by a laundry room, mud room and attached two-car garage. For a retreat, the primary bedroom suite offers a sitting room with custom crafted Mahoghany doors and ceiling fan, with a luxurious primary bath featuring a soaking tub, tile shower and dual sinks. The lower level includes a wine cellar, a full bath, a tandem two-car garage and a walkout patio. An elevator which serves all three levels of the home. Mechanical features of the property include energy efficient geothermal heat and air conditioning, a generator and underground utilities. The grounds are thoughtfully cultivated featuring fruit trees, blueberry and raspberry bushes, fenced in gardens, a stone walkway and the paved driveway. A beautiful place to reside in the Litchfield Hills.

In the heart of Millerton, where charm, history, and community come together, this distinctive 1870 residence offers approximately 2,888 square feet of warm and gracious living space. Thoughtfully expanded in 2008, the home features four bedrooms, two full baths, and a conveniently located half bathroom on the first floor, blending original character with spaces designed for modern living. The addition introduces a beautifully scaled, light-filled living room with hardwood floors, multiple windows, and a wood-burning brick fireplace. Generous yet welcoming, it is a natural gathering place for quiet evenings at home, time with family and friends, and effortless entertaining. The primary bedroom is a retreat of its own, distinguished by high ceilings, beautiful proportions, and a second wood-burning brick fireplace. Three additional bedrooms provide space for family, guests, a home office, or creative pursuits, while the finished basement adds valuable extra living space for recreation, work, or relaxation. Outside, a covered front porch welcomes you home, while the rear deck, private backyard, and bluestone patio with a third brick fireplace create inviting spaces for morning coffee, outdoor dining, and relaxed evenings beneath the trees. Millerton’s cafés, restaurants, shops, The Moviehouse, village park, and the Harlem Valley Rail Trail are all within walking distance. Rich in character and thoughtfully expanded, this special home offers historic beauty, modern comfort, and the ease of life in a close-knit village community.

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.

Introducing: Katsura. It might surprise you to learn that the ultimate lake wilderness retreat you've been searching for in Maine, Vermont, or Montana is actually hidden right here in the foothills of Connecticut. Perfectly positioned just over two hours from NYC, Katsura Lodge is a masterclass in privacy, offering a rare opportunity to truly escape into nature. Set at the end of a gated, long private crushed stone driveway, this 118-acre unspoiled woodland sanctuary offers approximately a mile of pristine frontage on Winchester Lake. It is the ultimate luxury camp. A place to unplug, exhale, and reconnect with family and friends. Offering over 5,000 square feet of sophisticated living space, this custom built, 5 bedroom contemporary residence integrates beautifully with its surroundings. Exceptional craftsmanship including heart pine and stone floors, custom cherry cabinetry, and soaring cathedral ceilings creates an elevated, warm aesthetic. In the great room, an impressive double-height fireplace, crafted from stones sourced directly from the property, anchors the space, while a cozy windowed reading nook invites quiet afternoons. Seemingly endless Albertini sliding glass doors erase the line between indoors and out, framing captivating views of the manicured grounds and the water. The home is designed for seamless entertaining on any scale. A gourmet chef's kitchen features top-of-the-line appliances, an adjoining wet bar, and a spacious wine cellar. The glass wrapped breakfast room flows effortlessly into an expansive screened-in porch with a built-in grill. Here, the lake-facing wall opens completely to a covered patio, providing flawless indoor-outdoor lounging and dining, regardless of the weather. The 1st floor primary suite is a true sanctuary, featuring vaulted ceilings, a second property sourced stone fireplace, a whirlpool jetted soaking tub, and access to a private terrace. Ascend the sculptural staircase to find an art-lover's landing overlooking the great room, leading to four generously sized upper-level bedrooms - each with extensive custom cherry built-ins - alongside three full bathrooms and a relaxed loft. A media/game room, mudroom, laundry room, and temperature-controlled three-car garage complete the home's flawless functionality. The outdoor amenities rival any private resort. Spend long summer afternoons fishing in peaceful Winchester Lake, a 229-acre body of water celebrated for its untouched shoreline and superior bass fishing. Grab your kayak from the boathouse and head to the captivating stone inlet. Paddle out into the larger of the two coves to your own private island. Serve up a match on your private tennis court. Warm afternoons are best spent by the gunite pool and pool house, complete with a wet bar, full bath, changing room, outdoor shower, and a sauna-ready room. End the day roasting s'mores around the firepit. When the seasons turn, the estate transforms into a winter wonderland. Strap on your snowshoes or cross-country skis to explore your private trails and expansive meadows, go ice skating on the lake, or take a quick 30-minute drive to the local ski slopes. Katsura Lodge - a luxurious four-season lakefront estate settled in unspoiled wilderness, just over two hours from NYC.

Set in the hills above Millbrook, West Meadow is encircled as far as the eye can see by endless, heart-stopping views of the entire Hudson Valley. The house and pool sit on a beautifully landscaped plateau above a sloping lawn that gives way to a prolific cutting garden, rose beds, tennis court wrapped in wisteria vines, and groomed meadows. A fruit orchard and abundant vegetable garden enhance the pastoral beauty while providing a measure of sustainability. The architect Pietro Cicognani designed a home that harmoniously balances details of comfort, beauty, modernity, and history. West Meadow feels as if it’s been in place for centuries. The spacious great room boasts two 18th century stone fireplaces and floors of limestone tile imported from France. Fresh air and light pour in through six custom French doors facing both east and west. The library opens to a long covered porch and one of many stunning views. A central gathering place for friends and loved ones, the kitchen is warmed by a fireplace with pizza oven. In the summer, a wall of floor-to-ceiling windows and doors opens to fragrant gardens, thyme- and lavender-laced stone terraces, the uninterrupted panorama, and matchless sunsets. Upstairs, the primary suite features vaulted ceiling, large windows, and spacious accommodations for luxurious comfort and self-care, including steam shower and a soaking tub that has its very own view. On the bottom floor, a remarkable two thousand bottle wine cellar and tasting room offers something special for oenophiles and casual wine enthusiasts alike. Also on that level is built-in cedar storage, a full laundry, and a staff bedroom. A long, private drive leads through the natural habitat to every outdoor spot on the estate that has been designed for restful ease, comfort, and beauty. Discreetly set apart from the residence, outbuildings include a caretaker’s home, a two-bedroom guest suite, heated greenhouse, four-stall equipment garage, full shop, office, chicken house, and run-in shed. There is ample room on the property for livestock or a stick and ball polo field. Surrounding the house, the columned porch allows for seating in sun or shade, and panoramic views for watching a storm approach, an eagle cavort, or the sun lower in the painted sky.

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+

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.

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.

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.

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.