Pittsfield is the Berkshire County seat and its largest city, sitting where the east and west branches of the Housatonic River meet, at the crossroads of US Route 7 and US Route 20. See Pittsfield homes under $300,000, create a free account to save this search and receive alerts, or call Alton & Westall Real Estate at (413) 450-0268 to speak with an agent.
Pittsfield sits between the Berkshire Hills to the east and the Taconic Range to the west, with Onota Lake and Pontoosuc Lake at its northern edge and the 11,000 acre Pittsfield State Forest on its western side. Houses with three or more bedrooms here span the older residential streets near downtown as well as the newer subdivisions toward the lakes. Alton & Westall Real Estate works throughout Berkshire County and is familiar with how the Pittsfield neighborhoods differ street to street. See the Berkshires towns guide or browse condos in Pittsfield.
Based on information submitted to BCMLS as of September 10, 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.