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

$725,000
5 Beds ⋅ 5 Baths ⋅ 24201342 MLS
Fabulous oversized Colonial tucked away at the end of a quiet cul-de-sac in southern Cheshire! Lovingly maintained by its original owners since 1997, this home has so much to offer! A welcoming two-story foyer opens to a formal Living Room with French doors leading to a formal Dining Room. The large Eat-in-Kitchen features Corian countertops, island with cooktop, and sliders to the backyard. A generous open-concept Family Room with vaulted ceilings and woodburning fireplace makes the perfect place to relax or entertain. A dedicated home office, Laundry Room and Half Bathroom complete the main level. Upstairs, five generously sized Bedrooms provide exceptional flexibility. The spacious Primary Suite features a Full Bathroom and walk-in closet, while two additional Full Bathrooms conveniently serve the remaining four Bedrooms. The finished lower level takes entertainment to another level with an equipped home theater, wet bar, huge flex space with built-ins, and a Half Bathroom. The park-like, level backyard is your own private oasis boasting a lovely 20 x 40 in-ground pool and an enormous ground-level deck. Updates and amenities include: central air conditioning; public water and sewer; Tesla solar Power Purchase Agreement; roof (2018); 200 amp electrical system; whole house generator; 4 HVAC zones; 2 car attached garage; central vacuum; pool liner (2018); propane line to grill; and underground irrigation system. 80 Autumn Court is the perfect place to call home!

80 Autumn Ct, Cheshire
$699,900
4 Beds ⋅ 3 Baths ⋅ 24198672 MLS
Welcome home to this 4 Bedroom, 2.5 Bath Center Hall Colonial in a quiet cul de sac neighborhood. This home creates a warm and inviting atmosphere with hard wood floors and ample natural light throughout the Formal Living Room, Dining Room and Kitchen. The Eat-in Kitchen is nicely appointed and updated with wood cabinetry, granite counters, tile backsplash, pantry and center island. A slider leads to a large deck, perfect for outdoor entertaining! A spacious Family Room, with wood burning fireplace, is the perfect spot to spend cozy winter days. A half bath and laundry/mud room completes the main level. The Primary Bedroom with walk-in closet and updated attached full bath can be found on the upper level of the home along with 3 additional generous sized bedrooms and Hall Bath. This one owner home features central air, newer windows, basement system, newer oil tank, gutter guards. Two car attached garage and level yard. Property is part of the Meadowbrook Association, which provides the benefit of a playground and walking trails at the end of the cul de sac. This home is waiting for you to make it your own!

75 Meadow Brook Pl, Cheshire
$699,000
5 Beds ⋅ 3 Baths ⋅ 24193699 MLS
Back on market due to buyer's sale falling thru. Freshly painted & move in ready! With over 3,300 sq ft, this nicely maintained 5 bed, 3.5-bath Colonial is perfectly situated on 1.25 picturesque acres with its own private pond, creating a peaceful & private retreat right in your backyard. Designed with both comfort and entertaining in mind, this spacious home features an open-concept floor plan, soaring 9-foot ceilings, and gleaming hardwood floors throughout. The heart of the home offers seamless flow between the living spaces, providing plenty of room for gatherings both large and small. Wood burning fireplace in the formal living room. The spacious eat-in-kitchen showcases striking black granite countertops, premium appliances, and sliding glass doors. Step outside to the Trex deck overlooking the beautifully landscaped grounds and tranquil pond-an ideal setting for morning coffee, outdoor dining, or simply enjoying nature. Natural sunlight fills the home and the expansive layout ensures space for everyone, with generously sized bedrooms and versatile living areas to accommodate today's lifestyle. Primary bedroom ensuite with tile shower, jet tub, and double sink. Featuring a fully finished basement that provides valuable additional living space,including full bath and additional bedroom, this home offers even more flexibility for recreation, a home office, fitness area, or guest accommodations. Norton School District. Minutes from shopping, restaurants & Whole Foods!

95 Higgins Rd, Cheshire
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