Connecticut Real Estate Search

Cheshire Homes for Sale

Newest West Cornwall, CT Homes For Sale

$1,295,000
4 Beds ⋅ 4 Baths ⋅ 24193100 MLS
Situated along a picturesque country lane, this private 4 BDR home is a light-filled sanctuary offering the perfect blend of gracious and serene country living. A welcoming front porch invites you into a spacious foyer, flanked by a quiet home study on one side and a large, sun-drenched living room anchored by a cozy fireplace on the other. A bright kitchen effortlessly connects a formal dining room to an expansive family room with vaulted ceilings and a second fireplace, creating a seamless flow for entertaining. Outstanding indoor amenities include a private sauna near the kitchen and a dedicated staircase leading to a versatile upper-level study or exercise room. Another set of stairs from the main entrance leads to the second floor featuring 3 generous bedrooms and a luxurious primary ensuite retreat, complete with its own private dressing/reading room and a balcony overlooking the grounds and distant views towards the Catskills. Outside, a lovely wood deck on the main level leads to a swimming pool and a classic barn, making this secluded estate an extraordinary haven inside and out. Close to Cream Hill Lake, Mohawk Ski Area, hiking and biking trails, area private schools, farm to table restaurants, fly fishing on the Housatonic and other unique treasures in the Litchfield Hills. 2 hours to NYC.

37 Woodruff Ln, Cornwall
$235,000
24184946 MLS
Nestled on one of West Cornwall's most coveted roads, this exceptional 5.06-acre Town Street parcel offers the perfect balance of privacy, and abundant sunshine. Rich in character, the property is bordered by seasonal stream creating a timeless New England setting. Perc tested for a 4-bedroom home, the land is ready for your vision. An existing driveway leads to a selectively cleared building site, providing an ideal canvas for a custom country residence surrounded by natural beauty.Experience the best of Litchfield County throughout every season. Enjoy summer days at nearby Cream Hill Lake or Hammond Beach, explore miles of scenic hiking trails, shop local farm stands, and paddle or fish along the renowned Housatonic River. In the winter, Mohawk Mountain is just a short drive away for skiing and snowboarding.Offering an uncommon combination of tranquility, convenience, and year-round recreation, this remarkable property presents a rare opportunity to create a legacy home in one of Northwest Connecticut's most desirable locations.

335 Town St, Cornwall
$275,000
24185254 MLS
Providing both privacy and ample sunlight on one of the town's most desirable roads, this 4-acre Town Street lot in West Cornwall is just minutes from Cream Hill Lake and primed for your creative ideas. An expansive colonial-era meadow is decorated with historic stonewalls, paying tribute to its agricultural history. This land has already been perc tested for a 5-bedroom residence. A driveway opens into this selectively cleared area, laying the foundation and landscape for you to create your customized country retreat. Experience Cornwall's Hammond Beach or Cream Hill Lake Association in the summers and enjoy skiing at Mohawk Mountain during the winter months. The town is also interwoven with picturesque hiking trails and boasts a robust network of farm-fresh produce. Additionally, the Housatonic River flows through the villages of Cornwall, offering some of the finest paddling and fishing opportunities in the region. Enjoy all that Litchfield County has to offer from this rare Cornwall opportunity.

331 Town St, Cornwall
$2,395,000
4 Beds ⋅ 4 Baths ⋅ 24178314 MLS
Introducing: Sage Hill The approach to this property is a slow one. Down a curved country road lined with evergreens that shade your path and allow dappled sunlight to light the way. A stone wall curves along the landscape, welcoming you to a drive anchored by a classic red barn. This 1890 farmhouse sits elegantly on a rolling lot, its large front porch making it easy to imagine long evenings watching the sun set with friends nearby. The foyer welcomes you with practicality and warmth. A bench for sitting while removing your boots, hooks for your coat. To the right is a sitting room with a wood-burning fireplace and large surrounding windows, making it a favorite room for humans and plants alike. To the left is the living room, with ample space for entertaining. Bookshelves line the far wall and a fireplace flanks them, making this a natural gathering spot after dinner parties. The dining room is a showstopper: soaring ceilings and detailed molding create a gracious space for holiday gatherings. The kitchen features a large walk-in pantry, a propane stove, a gorgeous decorative antique cookstove, and enough space for a dining table. The room opens beautifully to the pool area, with bluestone surrounding the space and a newly built gunite pool offering respite just steps away. The first floor also offers a full en-suite bedroom that could serve as the primary suite, guest quarters, or an in-law suite.

58 Dibble Hill Rd, Cornwall
$750,000
3 Beds ⋅ 2 Baths ⋅ 24173802 MLS
Looking for a charming, atmospheric, updated country retreat? One level living? Look no further! THis home is the perfect country retreat. It is a wonderful and comfortable 3BR ranch in West Cornwall, tucked nicely on a 4.5 acre lot with mature gardens, a big barn (think workshop, artist studio, or both!) in a lovely spot, surrounded by nature in the quiet and friendly town of Cornwall. You'll love the big living room with it's arched wooden ceiling and soapstone wood stove, the screened porch that functions as a three season room, and the peaceful setting. Minutes from Mohawk ski area, great hiking trails, the recently updated Cornwall market and the famous Cornwall covered bridge, not to mention all of the other fantastic cultural and culinary treats of Litchfield County. Beautiful hardwood floors throughout, roof is 5 years old, barn roof is 3 years old, oil tank was replaced, hot water heater replaced 4 years ago. Gorgeous newer Mahogany deck. On demand generator, newer windows throughout, all bedrooms on one level. Floor plan is in the attachments.

56 Todd Hill Rd, Cornwall
$1,945,000
4 Beds ⋅ 5 Baths ⋅ 24161510 MLS
The Stonewall Estate at Dibble Hill: Set across three distinct parcels totaling 19 private acres, this property offers a rare combination of architectural character, natural beauty, and long-term flexibility bordering protected land held by the Cornwall Conservation Trust. At its center, a 4,800+ sq ft contemporary barn-style residence is perfectly sited on 5 acres overlooking a spring-fed pond, framed by classic New England stone walls and thoughtfully designed gardens that evolve with the seasons. A sun-drenched glass entry foyer creates a striking sense of arrival, leading into expansive living spaces designed for both relaxed country living and sophisticated entertaining. The French country kitchen is exceptionally appointed with dual Sub-Zero refrigeration, multiple freezer drawers, and a six-burner Wolf range. The great room is dramatic featuring soaring beam ceilings, a commanding fieldstone fireplace, and four sets of French doors opening to a raised bluestone terrace. A fully enclosed glass solarium offers year-round connection to the surrounding landscape. The home includes 4 bedrooms, 4.5 baths with Waterworks fixtures, Travertine and wide-plank hardwood flooring. Beyond the main residence, a 11.5-acre buildable parcel directly behind the home for privacy and a 1.6-acre parcel across the street; Detached four-car garage with an additional space below. A rare opportunity to create a weekend or full time legacy estate in the Litchfield Hills.

117-118 Dibble Hill Rd, Cornwall
$799,000
3 Beds ⋅ 2 Baths ⋅ 24168831 MLS
Set on 18 picturesque acres in a tranquil country setting, this spacious ranch offers privacy, charm, and convenience-just moments from the covered bridge and village center. A long, welcoming driveway leads to the home. Inside, the sprawling floor plan features generously sized bedrooms and multiple rooms enhanced by large picture windows that fill the home with natural light. The living area is anchored by a beautiful stone fireplace with a pellet stove insert, creating a warm and inviting atmosphere. The galley kitchen offers efficiency and functionality, while the expansive primary bedroom includes its own private entrance. Storage is abundant throughout, including multiple closets and a cedar closet. Two full bathrooms provide flexibility, with one oversized bath incorporating a convenient laundry area. Central Air. This home has been thoughtfully updated with major improvements, including a whole-house generator, all new windows, new hot water heater, new roof, new chimneys, and fresh interior and exterior paint. A new well and a 50amp RV plug add even more value and versatility. The property continues to impress outdoors with a 10x9 shed, a separate 20x18 garage/barn with two 6-foot-wide doors, classic split rail fencing, and timeless stone walls that enhance the natural beauty of the landscape. A rare opportunity to enjoy peaceful country living with modern updates and plenty of space to roam. Ample space to reconfigure floor plan. Room sizes are approximate.

255 Dibble Hill Rd, Cornwall
$875,000
4 Beds ⋅ 3 Baths ⋅ 24161651 MLS
Privately set at the end of a long drive and surrounded by protected and conservation land, this well-cared-for home offers 16.61 acres, 4 bedrooms, 2.5 baths-a rare combination of privacy, scale, and move-in-ready ease in the heart of Cornwall. The home features a comfortable, classic layout designed for both full-time living and weekend retreat. Light-filled interiors and thoughtful proportions create an inviting atmosphere throughout, while the fireplace anchors the main living space with warmth and character. The setting is what truly sets this property apart. Sweeping mountain views extend across the pristine Coltsfoot Valley. With surrounding land protected, these views remain preserved, offering a level of permanence that is increasingly hard to find. A compelling opportunity to own meaningful acreage with enduring views, privacy, and immediate livability-just minutes from the village centers of Cornwall and the broader Litchfield County amenities.

82 Valley Rd, Cornwall
Start Your Search

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.