18+ Homes with Acreage for Sale in Pittsfield

Welcome to this beautifully maintained Cape Cod-style home, built in 2001 and set on 1.13 acres. Off...

Beautifully updated and maintained four bedroom, three and a half bath colonial. Spacious common are...

Exceptional custom-built home on 3.81 private acres in Pittsfield, offering the perfect blend of lux...

This custom-built home seamlessly blends country tranquility with modern convenience. Inside, a grac...

Welcome to 134 Oak Hill Road, a charming raised ranch nestled in one of Pittsfield's more desirable ...

Live, Love, & Play in Blythewood Estates a private enclave near premier Lake Onota to experience idy...

Set within one of the Berkshires most coveted communities, 9 Eastbrook Lane is a masterclass in refi...

Set just off the shoreline of Onota Lake and accessed by a private bridge, this approximately 1.25-a...

Set on 3.04 acres across two lots abutting protected land, this Executive Ranch is the only single-l...

Own a Living Masterpiece. Meticulously curated by the current stewards since 2006. This Colonial Rev...

Welcome to an extraordinary lakefront estate on the shores of Pontoosuc Lake, an offering that sets ...

To Be Built Home - Create your custom, energy-efficient, low-maintenance home with flexible floor pl...