Cheshire Real Estate

Cheshire, CT Homes for Sale

Cheshire, CT homes for sale generally range from $325,000 for older capes to over $800,000 for newer colonials on larger lots. Dave Jones Realty has worked this Route 10 corridor for decades, guiding buyers through neighborhoods that mix mid-century construction with subdivisions built since the 1990s. Cheshire sits about 20 minutes north of New Haven and 25 minutes south of Hartford, making it a practical choice for commuters splitting the difference between both cities while staying in a well-regarded school district.

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Home Styles and Price Ranges

Cheshire's housing stock centers on colonial-style homes built between 1970 and 2005, typically listing between $450,000 and $700,000 with 2,000 to 3,200 square feet. Older cape and ranch homes near the town center date to the 1950s and 1960s and price between $325,000 and $450,000. Larger custom colonials on lots of one acre or more, common in the northern and western sections of Cheshire, list from $700,000 to over $1 million.

Neighborhoods

Cheshire Center

The area around South Main Street and Route 10 holds Cheshire's oldest homes, including capes and colonials within walking distance of the town green and Bartlem Park. Lot sizes here average a quarter to a third of an acre with mature trees.

Northern Cheshire

Northern Cheshire near Mixville Road and West Main Street features larger colonials on one-acre-plus lots built since the 1990s. Homes in this section commonly exceed 3,000 square feet and back onto wooded parcels.

Daily Life

Cheshire residents reach Interstate 84 in Southington in about 12 minutes and Interstate 691 in under 10 minutes for connections to New Haven and Hartford. The Farmington Canal Heritage Trail runs directly through town, offering a paved route for walking and cycling. Cheshire High School serves the entire town, and Bartlem Park hosts town recreation programs and summer concerts. Downtown Cheshire along South Main Street holds locally owned restaurants and shops within the historic district.

Working With a Local Agent

Dave Jones Realty has represented buyers and sellers across Cheshire Center and northern Cheshire, offering direct comparison between the town's older core and its newer subdivisions.

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Newest Homes for Sale in Cheshire, CT

$549,900
2 Beds ⋅ 2 Baths ⋅ 24199192 MLS ⋅ Copper Hill BLDG.
Discover a rare blend of privacy, light and effortless single level living at Copper Hill - one of Cheshire's most desirable condominium communities. This sun-filled 2-bedroom, 2-bath ranch stands out with soaring vaulted ceilings, skylights, and an airy open layout that instantly feels like home. The expansive living and dining space flows seamlessly to an oversized 25' x 12' deck, an entertainer's dream overlooking your private yard. Few units in Copper Hill offer this level of seclusion combined with thoughtful design. A dedicated home office nestled off the foyer is perfect for today's work-from-home lifestyle. The eat-in kitchen features stainless steel appliances and flows seamlessly into the family room, complete with a wood-burning fireplace and a 2nd deck access. Comfort meets functionality in this well designed entertaining space. The primary suite is a serene retreat, featuring a spa-like open bathroom concept and generous walk-in closet. The second bedroom is equally spacious and light-filled - perfect for guests or additional flexibility. With nearly 2,000 sq ft of finished living space plus a large lower-level basement, newer windows, roof, and furnace-the major updates are done! The epoxied 2-car garage floor adds a fresh, modern touch, and the extended private driveway accommodates up to 4 cars. Set at the end of a quiet cul-de-sac. This is the one you'll want to own! Offered as-is.

3 Racebrook Ct, Cheshire
$529,900
2 Beds ⋅ 3 Baths ⋅ 24203640 MLS
Tucked well back from the road on 4.13 beautiful acres, this inviting Raised Ranch offers a peaceful, private setting surrounded by nature and lovely garden areas. The home features 1,234 sq. ft. on the main level plus an additional 576 sq. ft. of beautifully finished living space in the walk-out lower level. The light and bright main level features a beautifully updated kitchen with white cabinetry and center island, open to the dining area with sliders leading to a spacious deck with awning-the perfect spot to relax and enjoy the serene surroundings. A sun-filled living room, two bedrooms and two full baths complete this level. The generously sized primary bedroom features its own private full bath. The finished walk-out lower level offers additional flexible living space with built-ins, a half bath and laundry area-ideal for a family room, home office, gym or guest space. Set back among the woods with plenty of privacy and beautiful natural surroundings, this special property is a wonderful retreat for nature lovers while still offering the convenience of Cheshire living. Come see the beauty of what the town of Cheshire offers with its open space, Roaring Brook Falls, The Farmington Canal Heritage Trail, Parks & Outdoor Recreation. Offering several retail districts that feature a variety of shops and restaurants including Whole Foods, Starbucks, Barnes & Noble. Seller to find suitable housing.

225 Timber Ln, Cheshire
$524,900
3 Beds ⋅ 2 Baths ⋅ 24206266 MLS
Move right in and enjoy this completely refreshed ranch offering comfortable one-level living in a sought-after neighborhood setting. The interior has been thoughtfully updated with engineered hardwood flooring throughout the main living areas, giving the home a clean and modern feel. At the center of the home is a fully remodeled kitchen featuring new cabinetry, countertops, appliances and finishes, with an open connection to the dining and living spaces that makes everyday living and entertaining easy. The spacious living room is warm and inviting, highlighted by a wood-burning fireplace and plenty of natural light. The dining area offers ample space for gatherings and opens conveniently to the rear patio and yard. The bedroom wing includes three well-proportioned bedrooms, including a primary suite with its own private full bath, plus an additional full hall bath. A two-car garage, separate enclosed storage area and generous closet space provide plenty of room for storage. Outside, the landscaped property offers excellent curb appeal and a private setting with space to relax, entertain or create your own backyard retreat. With newer major systems and exterior improvements already in place, including the roof, siding, windows, heating and central air, this home offers the combination of updated finishes and long-term peace of mind. Conveniently located near parks, shopping, dining, medical facilities and everyday amenities, this turnkey home is ready for its next owner.

401 Juniper Ln, Cheshire
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