Cheshire, Connecticut, is a picturesque town located in New Haven County, known for its blend of rural charm and suburban convenience. Established in 1780, Cheshire has a rich history that is reflected in its well-preserved colonial architecture and historic landmarks, such as the First Congregational Church and the Cheshire Academy, one of the oldest private schools in the United States. The town originally thrived as an agricultural community, and although it has evolved over the years, it still retains a pastoral feel with its rolling hills, farms, and open spaces.

Today, Cheshire is a sought-after residential community, appreciated for its excellent public schools, safe neighborhoods, and strong sense of community. The town offers a high quality of life with a range of recreational opportunities, including numerous parks, the scenic Farmington Canal Heritage Trail, and community events like the annual Cheshire Fall Festival. Its strategic location, with easy access to major highways and nearby cities like New Haven and Hartford, makes it an ideal place for those who want the tranquility of small-town living without being too far from urban amenities. Cheshire’s combination of historical charm, natural beauty, and modern conveniences continues to make it a desirable place to live in Connecticut.

Cheshire, Connecticut, has a rental housing market that primarily features single-family homes, townhouses, and smaller apartment complexes, reflecting the town’s predominantly suburban character. Rental options in Cheshire are often situated in quiet, residential neighborhoods, offering a peaceful environment that appeals to families and professionals alike. The town’s rental properties range from older, well-maintained homes with classic New England architecture to newer developments that offer modern amenities. While Cheshire does not have as many large apartment complexes as more urban areas, the available rentals often provide spacious living arrangements with access to local parks, good schools, and community amenities.

Due to Cheshire’s reputation as a desirable place to live, the rental market can be competitive, with prices reflecting the town’s high quality of life and proximity to major employment centers like New Haven and Hartford. Renters are drawn to Cheshire for its combination of suburban comfort and convenience, with easy access to major highways such as I-84 and Route 10, making commuting manageable. Despite the limited number of rental properties compared to larger cities, Cheshire’s rental market remains attractive for those seeking a quiet, family-friendly environment with the benefits of being near urban areas.

Bassett Property Management leases and manages rental properties in Cheshire CT. Contact Us  for more information.