Cheshire Connecticut
Homes for Sale and Real Estate

Area Description

Cheshire, Connecticut is a bedroom suburb of two of the state's largest cities, New Haven and Waterbury.  It is home to Cheshire Academy, one of  Connecticut's oldest private schools. It’s rolling hills and recreational opportunities are strong draws.

Area Highlights

The Neighbors

Community-oriented, close knit, active; health, academic and research workers


Strong warehousing and agricultural sectors. Many people work at ESPN, which is located in nearby Bristol Connecticut, or are employed at area colleges and health care facilities.


Located close to New Haven, Hartford and Waterbury cultural institutions.

You'll Love

Three farms in town that offer visitors the opportunity to pick your fruits and berries. Also, the Barker Character, Comic and Cartoon Museum, which is of 80,000 antique toys and collectibles!

Perfect For

Biking, hiking and outdoor recreation

Around the Area

Cheshire is readily accessible to transportation arteries, including Interstates 84 and 691, the Wilbur Cross Parkway and Connecticut Transit busses.

The town has a biking and walking trail that is part of the Farmington Canal Heritage Greenway, which covers approximately 84 miles from. New Haven, Connecticut  to Northampton, Massachusetts.



Area Map

Area Listings