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Cheshire Homes for Sale

Newest Sailsbury Homes For Sale

$485,000
2 Beds ⋅ 3 Baths ⋅ 24190973 MLS
This 1850 Antique home has been proudly cherished and meticulously cared for by the same family for 59 years. It is ready to be passed on to the next owner to enjoy all the beauty, cultural activities & outdoor recreation the coveted NW corner of Litchfield County provides. Proximity to the renowned Lime Rock Park Racetrack is sure to please automotive enthusiasts. Nearby prestigious private schools make this an ideal primary dwelling, or a weekend escape to rest & recharge. Upon entering the large living room, one immediately feels the warmth with wall to wall carpeting and a fireplace. An additional den/sitting room w/fireplace compliments the living area. A country styled, eat-in kitchen w/pantry area, tile floor, ample cabinets & large picture window is inviting. For more lively family gatherings, there is a formal DR w/french doors leading to a spectacular sun porch with walls of windows creating a tranquil, relaxing ambiance, flooded with natural sunlight. The upper floor has a primary bedroom with large, built in closets, a full bathroom with tub and a 2nd bedroom. The concrete floor basement has a full bathroom w/shower stall, utility sink & laundry with entrance to a one car attached garage. Oil steam boiler recently rebuilt & serviced regularly, chimneys repointed, heightened & capped, new water tank 2024. There is an outdoor storage shed on the property. Come see for yourself this special property & all it has to offer!

465 Lime Rock Rd, Salisbury
$595,000
2 Beds ⋅ 2 Baths ⋅ 24192177 MLS
The Cub House Located in the coveted Twin Lakes area of Salisbury, The Cub House is all about possibility. Set on nearly six acres along a quiet gravel road, this property offers an ideal address, beautiful natural surroundings, and the chance to either improve the existing It features a functional layout with a comfortable kitchen that opens into a large living and dining room with a fireplace. The primary has an ensuite bath and the second bedroom and hall bath complete the main floor. There is also a covered porch and an open deck. The lower level has an additional semi-finished room, plus ample storage, laundry and a garage. The home offers a solid foundation for updates. Whether you're looking to modernize the existing structure, create a custom country getaway, or expand your footprint on the generous acreage, the possibilities are endless. Enjoy total seclusion surrounded by nature, while still being just minutes from lake recreation and town conveniences. Bring your contractor and your design ideas. Properties with this much land and privacy in this location do not come along often! Imagine crisp mornings on your porch, afternoons on the water, and evening walks in this coveted lake community. Dive into lake life, and never look back. Offered as-is.

149 Rocky Ln, Salisbury
$669,000
3 Beds ⋅ 2 Baths ⋅ 24190919 MLS
Set on just under six acres along one of Salisbury's most scenic roads, The Bunker Hill House is a true one-of-a-kind property. A seasonal haven for accomplished artists since its construction in the late 1970s, the three-bedroom, two-bathroom home is defined by imaginative architecture and thoughtful design. Originally constructed using repurposed metal Agway barns, the home itself is an expression of creativity. At its center, a light-filled entry way connects the home's two wings. Skylights overhead fill the space with natural light, while French doors open to a private dining porch nestled among seasonal gardens. The south facing wing is split between two levels. Downstairs, a welcoming living room features a custom bow window, wall-to-wall bookshelves, and a wood-burning fireplace. Upstairs, the primary suite offers its own fireplace and an ensuite full bathroom. The northern wing centers around a bright kitchen with high ceilings, an eat-in dining area, and a window bench. Beyond, the library is one of the home's defining spaces, with custom floor-to-ceiling bookshelves lining three walls and a large picture window overlooking the front gardens. Across the hall, an octagonal bedroom opens onto a private porch, while an adjoining office leads to the home's third bedroom. Rising above it all is the octagonal viewing tower, where expansive windows frame sweeping views of the gardens, surrounding hills, and distant mountain ranges.

96 Bunker Hill Rd, Salisbury
$995,000
4 Beds ⋅ 3 Baths ⋅ 24178310 MLS
Meet Daphne. An 1865 farmhouse brimming with old-world charm on the exterior, yet step inside and it's clear that great care was taken to weave in modern touches throughout. The mudroom offers a lovely, tidy landing spot - complete with a door to close off when you'd rather hide the mess - perfect for dropping outdoor gear, with custom moulding details that make it beautiful enough to welcome guests, too. The first floor provides plenty of gathering space: a dining room with custom mouldings, and a library with built-in bookshelves - an excellent spot to connect with company when they pop through town. But the great room is where the wow factor lives. A thoughtful combination of living room and kitchen, this is the true heart of the home. Soaring ceilings, a wood-burning fireplace, and ample windows flood the space with natural light. The oversized kitchen island offers eat-in counter seating and generous storage. Also on the first floor: an en-suite primary bedroom with vaulted ceilings, whitewashed walls, and a large custom built walk-in closet. Upstairs, three additional bedrooms and a spacious full bath -featuring both a soaking tub and a glass-enclosed shower - offer plenty of room for guests. Outside, the backyard is a sweet retreat: a bluestone patio, stone walls, and a fully fenced area for furry friends. A garden bed invites you to try your hand at growing your own vegetables, and just up the hill, the perfect firepit spot awaits for star-filled summer evenings

175 Main St, Salisbury
$1,725,000
4 Beds ⋅ 3 Baths ⋅ 24190420 MLS
Timeless New England Charm on Coveted Wells Hill Road Dating to circa 1850, this beautifully preserved country home is a quintessential Lakeville retreat, blending historic character with the relaxed elegance of Litchfield County living. Set on two open, level acres and bordered by protected land, the property enjoys exceptional privacy, pastoral views, and a peaceful sense of permanence. Inside, the home offers four bedrooms and three baths, with warm, inviting spaces that celebrate its historic roots while accommodating modern living. Original architectural details, generous rooms, and abundant natural light create an atmosphere that is both welcoming and timeless. Outdoors, the property is designed for making the most of every season. An in-ground swimming pool anchors the landscape, while a charming gazebo provides the perfect setting for afternoon gatherings, evening cocktails, or quiet moments overlooking the expansive grounds. With protected acreage as your backdrop, the setting feels remarkably private and serene. Ideally located on one of Lakeville's most desirable country roads, 461 Wells Hill Road is just minutes from the village centers of Lakeville and Salisbury, Lake Wononscopomuc, hiking and biking trails, acclaimed private schools, and the vibrant cultural and culinary offerings of the Northwest Corner. Whether as a full-time residence or a weekend escape, this is a rare opportunity to own a classic Connecticut country property in an extraordinary setting.

461 Wells Hill Rd, Salisbury
$824,500
3 Beds ⋅ 2 Baths ⋅ 24187900 MLS
Welcome to 11 Prospect Mountain Road, a beautifully maintained Colonial offering timeless charm, modern updates, and exceptional privacy on 6 scenic acres. Abutting Town of Salisbury Forest Land with access to U.S. forest land and the Appalachian Trail, this property is a nature lover's dream. The main level features a welcoming foyer ideal for a sitting area or home office, a renovated kitchen with stainless steel appliances and quartz countertops, a full bath, and a spacious front-to-back room with a wood-burning stove with options for living, dining or first floor bedroom. Step outside to the side deck with a hot tub overlooking beautifully landscaped grounds. Upstairs are three bright, generously sized bedrooms and a spacious full bath with convenient second-floor laundry. The full-height, heated basement offers over 1,200 square feet of flexible space for a recreation room, gym, workshop, or additional living area, plus abundant storage. The property includes approximately two acres of open lawn, gardens, and a fenced backyard, with more than four wooded acres providing privacy and a beautiful natural setting. A utility shed and large barn/garage offer outstanding storage and endless possibilities for hobbies, equipment, or workspace. Just minutes from Salisbury's schools, shops, restaurants, and year-round recreation, this move-in-ready home offers the perfect balance of peaceful country living and everyday convenience.

11 Prospect Mountain Rd, Salisbury
$2,550,000
4 Beds ⋅ 4 Baths ⋅ 24178309 MLS
From the moment you turn down the long, meandering driveway, you can sense you are approaching something truly special. Arriving at Water's Edge, on 13 private acres, the home with its classic barn, charming outbuilding, and circular drive initially presents a modest front, but an incredible surprise awaits. The true gravitas of this property reveals itself the moment you step outside. The home is perfectly oriented to draw your eye to the magnificent backyard, where the pristine waters of Lake Wononpakook serve as your direct backdrop. Here, a private dock stretches out into the water as kayakers gently float past. Transitioning inside from the water, a beautifully rounded, private stone patio leads into a quintessential screened porch, the exact spot where, let's be honest, you'll be spending most of your evenings. Inside the main residence, the exceptional level of care and detail that went into its construction is immediately apparent. Built just 30 years ago, which we affectionately refer to as a "new build" here in Litchfield County, the interior offers a highly flexible floor plan. The main level features light filled common spaces, including a dining room and a living room, both oriented to frame the lake views and anchored by a cozy wood-burning fireplace. The kitchen is a natural gathering hub, complete with ample counter space for meal prep and a generous breakfast bar for entertaining.

142 Interlaken Rd, Salisbury
$2,195,000
4 Beds ⋅ 4 Baths ⋅ 24185847 MLS
Experience the best of country living in this beautifully renovated home in Lakeville, Connecticut. Set on more than four private acres, this inviting residence offers eight spacious rooms, including four bedrooms and four full bathrooms, with the convenience of a first-floor bedroom suite. Designed for comfortable living and entertaining, the eat-in kitchen flows effortlessly into the formal dining room and onward to the welcoming living room, where a wood-burning fireplace and French doors open to the outdoor patio. A generous covered porch provides the perfect setting for relaxing summer afternoons while overlooking the thoughtfully landscaped grounds. The backyard is a true highlight, featuring a heated saltwater pool surrounded by mature plantings, creating a private retreat for swimming, entertaining, or simply enjoying the peaceful surroundings. An attached two-car garage and oversized mudroom add everyday convenience and practicality. Although tucked away in a serene setting, this exceptional property is just minutes from the charming villages of Lakeville and Salisbury, offering easy access to local shops, dining, recreation, and cultural attractions. Enjoy the perfect balance of privacy, comfort, and Litchfield County charm.

243 Wells Hill Rd, Salisbury
$595,000
3 Beds ⋅ 3 Baths ⋅ 24185287 MLS
This antique home, originally built in the 1700s, has been thoughtfully expanded into a home where antique bones meet mid-century ambition. The original structure anchors the property with a country kitchen open to a casual dining area, with wide board floors, a hand-hewn beam overhead, and blue-and-white tile that gives the space real personality. The kitchen flows into a living room with fireplace; up a level, a bedroom (currently used as a closet) and a full bath.The mid-century addition shifts the mood entirely: a dramatic great room with vaulted ceiling, exposed redwood paneling and beams, stone fireplace, and a sense of scale you don't expect until you're standing in it. A sunroom and two additional bedrooms sharing a bath round out the wing. Outside, the in-ground pool sits tucked behind a white picket fence with mature trees all around. A detached two-car garage and backup generator complete the package. Set on 6+ private acres in the Taconic section of Salisbury, this is the perfect country retreat with genuine character.

311 Taconic Rd, Salisbury
$795,000
3 Beds ⋅ 2 Baths ⋅ 24183486 MLS
The Art of Salisbury Living "There is a timeless rhythm to life in Salisbury-where historic beauty meets a relaxed, sophisticated countryside pace. This property puts you at the very center of it all." Set well back from the road on an expansive village lot, this classic 3-bedroom Cape offers a rare combination of secluded privacy and walkable town convenience. The home has been thoughtfully reimagined for modern life, featuring a recently renovated kitchen and beautifully updated bathrooms, all framed by full air conditioning for year-round comfort. Spend your mornings sipping coffee on the deep front porch as the mist lifts off the Litchfield Hills, or stroll directly across the street to the iconic White Hart Inn. In the evenings, retreat indoors to unwind by the cozy living room fireplace, or host dinner on the private rear patio. Complete with ample parking and a sprawling lawn, this property represents the very best of elegant, small-town New England living.

22 Under Mountain Rd, Salisbury
$895,000
2 Beds ⋅ 2 Baths ⋅ 24181900 MLS
Bright & Accessible One-Floor Living with Year-Round Sunporch - Just Minutes from Town! Welcome to effortless, sun-drenched living in this pristine single-story home. Designed for comfort and convenience, featuring a radiant living room bathed in natural light and cozy wood burning fireplace, perfect for relaxing or entertaining. Seamlessly connected is a formal dining room that sets the stage for memorable gatherings.The heart of the home extends into a spectacular, heated year-round sunporch and outdoor summer terrace. This versatile space offers a tranquil retreat to enjoy your morning coffee or unwind with a book, no matter the season. A separate, cozy den provides the ideal footprint for a quiet home office, media room, or library. The thoughtful floor plan boasts two spacious bedrooms and two full baths, including a primary suite designed for ultimate privacy with door to backyard and endless closet space. Zero stairs to navigate, every corner of this home maximizes accessibility without compromising on style. The convenience of an attached garage leading directly into the kitchen for easy access. Situated in a highly desirable neighborhood on the edge of the village of Lakeville, you will enjoy easy access to the villages of Salisbury, Sharon and Millerton, NY.

33 Wells Hill Rd, Salisbury
$795,000
4 Beds ⋅ 2 Baths ⋅ 24182169 MLS
Nestled on 1.13 picturesque acres between Salisbury and Sharon, this exceptional circa-1850 residence blends timeless New England character with modern comfort. Offering 4-5 bedrooms and 2+ full baths, the home features classic architectural details, two inviting wood-burning fireplaces, a newly installed propane-fired heating system, double-pane insulated windows, and a generator for added peace of mind. Designed for both relaxation and entertainment, the property boasts a spectacular 48-foot screened porch, a spacious second-floor bonus room, and an attached two-bay garage. Outside, a beautiful level lawn extends to approximately 378 feet of frontage along Salmon Kill Creek, complete with a private swimming hole. Ideally located just minutes from the shops and restaurants of Salisbury and Sharon, as well as Sharon Hospital, this historic and highly desirable area offers year-round recreational opportunities, including hiking, skiing, golfing, and access to Lakeville Lake. The property is also conveniently situated near several renowned private schools. Automotive enthusiasts will love the proximity to Lime Rock Park. A rare opportunity to own a classic country home in one of the Northwest Corner's most sought-after locations.

28 White Hollow Rd, Salisbury
$615,000
4 Beds ⋅ 3 Baths ⋅ 24181062 MLS
Nestled in the heart of the village, this delightful 4-bedroom, 2-bath Cape-style home offers comfort, convenience, and timeless charm. Designed for easy living, the main level features two bedrooms and a full bath, providing excellent flexibility for guests, home office space, or single-level living. A bright and inviting living room with a wood-burning fireplace flows seamlessly into a generously sized dining room, where doors open to a garden patio and the soothing seasonal sounds of a nearby brook. The well-appointed kitchen is equipped with updated stainless-steel appliances and enjoys convenient access to the breezeway and attached one-car garage. Upstairs, a hallway lined with built-in storage leads to a sun-filled bedroom and a spacious primary suite. The en-suite bath is thoughtfully finished with elegant marble details and a relaxing soaking tub. Enjoy easy access to the lake, village shops, and a nearby walking trail, all just moments from your doorstep. This inviting home combines village convenience with peaceful natural surroundings, creating an ideal place to call home

22 Walton St, Salisbury
$1,750,000
5 Baths ⋅ 24177393 MLS
Prime Commercial Opportunity in the heart of Lakeville. Discover a rare blend of historic character and modern functionality in this stunning 16,587 square foot commercial industrial property. Featuring classic brick industrial architecture seamlessly integrated with contemporary upgrades-including a new, durable metal roof-this facility is engineered to inspire. Whether you are envisioning an innovative corporate headquarters, a creative production hub, an upscale event venue, or a high-end flex space, the architectural layout offers endless possibilities to bring your vision to life. The property's brilliant design utilizes a striking, sunlit glass breezeway that fluidly connects the two primary wings of the facility, offering a perfect separation of operations and administration. The main hub centers around a dramatic, elevated loft that serves as a perfect creative studio or open collaborative space, sitting directly above four private offices. Flowing seamlessly from the workspace are robust employee facilities, featuring dual full bathrooms with their own shower and locker room. Step through the glass breezeway into a private suite Designed specifically for client meetings, and quiet administrative focus. Properties with this caliber of architectural character, extensive paved yard space, and structural integrity rarely hit the market. Schedule your private walkthrough today to explore the endless potential of this premier facility.

29 Brook St, Salisbury
$1,275,000
3 Beds ⋅ 3 Baths ⋅ 24177485 MLS
Set in the heart of Connecticut's Litchfield Hills, this beautifully renovated 3-bedroom, 3-bath home offers the perfect balance of comfort, nature, and adventure. Thoughtfully updated and surrounded by established gardens, the property features inviting indoor and outdoor living spaces, including two private patios ideal for entertaining or quiet mornings overlooking the landscape. A detached two-car garage adds convenience and charm. What truly sets this property apart is its extraordinary location. Directly across the street, the Housatonic River flows past the iconic Great Falls, one of the region's most breathtaking natural landmarks. A public paddling and boat launch is just steps away, making kayaking, canoeing, and fly fishing part of everyday life. The Appalachian Trail is within walking distance, offering immediate access to miles of scenic hiking through protected woodlands and ridgeline vistas. A rare opportunity to enjoy refined country living immersed in the natural beauty and recreational treasures of Salisbury.

329 Housatonic River Rd, Salisbury
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