Single-family houses in Cheshire are a frequent search on our site. See Pittsfield houses, create a free account to save this search and receive alerts, or call Alton & Westall Real Estate Agency at 413-450-0268 to speak with an agent.
Cheshire sits along Route 8 between Adams and Lanesborough, with the Cheshire Reservoir in the middle of town and the Ashuwillticook Rail Trail running along its shore. Houses listed here include capes and ranches on country roads along with older homes near the village center. Some have views toward Mount Greylock, and a few sit near the reservoir. This search shows every single-family house listed for sale in Cheshire. Alton & Westall can help you compare properties and locations. See North Adams houses or browse Lanesborough houses.
Based on information submitted to BCMLS as of November 5, 2026 . All data is obtained from various sources and has not been, and will not be, verified by broker or BCMLS. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.