$149,900
- 5 Beds
- 3 Baths
- 2,250 Sq Ft
136 Church St Unit 142, Cheshire, MA 01225

Nadine Hiser
KRG - Key Realty Group
(413) 475-9494
$149,900
136 Church St Unit 142, Cheshire, MA 01225
Nadine Hiser
KRG - Key Realty Group
(413) 475-9494
$149,000
108 Church St, Cheshire, MA 01225
Nadine Hiser
KRG - Key Realty Group
(413) 481-1596
Cheshire, Massachusetts, nestled in the scenic Berkshires, offers a quaint small-town experience with a rich history dating back to its 18th-century dairy farming roots. Known for its outdoor recreation, Cheshire is a haven for nature enthusiasts, featuring the nearly 13-mile Ashuwillticook Rail Trail and sections of the Appalachian Trail. Mount Greylock, the state's highest peak, is an 8-mile hike away, while The Cobbles offers views of the Taconic Mountains. The town hosts community events like the Appalachian Trail Community Celebration Day, enhancing its close-knit atmosphere. Housing in Cheshire includes classic New England styles such as farmhouses, Colonial Revivals, and midcentury ranches, with competitive prices lower than the state median. The Hoosac Valley Regional School District serves the area, though schools receive average ratings. Shopping and dining options are limited, with a few local businesses like Cheshire Glassworks and Common Table, a popular eatery. For more variety, residents often travel to nearby Pittsfield. Massachusetts Route 8 connects Cheshire to Pittsfield and Adams, with Albany International Airport about 50 miles away. While cell phone service can be spotty, the town's charm lies in its natural beauty and community spirit.
On average, homes in Cheshire, MA sell after 43 days on the market compared to the national average of 52 days. The median sale price for homes in Cheshire, MA over the last 12 months is $373,525, up 19% from the median home sale price over the previous 12 months.
In Cheshire, there are currently 2 multi-family homes for sale, providing an appealing investment opportunity for buyers. With multi-family homes priced between $149,000 to $149,900, there's a range to accomodate every budget. As of August, 2025 the median home price in Cheshire is $398,000, while the average sale price is $364,851, offering insights into the local housing market. On average, multi-family homes spend 43 days listed before being sold. Multi-family homes include a variety of property types, from duplexes, triplexes, and fourplexes, to apartment complexes, all within a single building divided to accommodate multiple families living separately. These multi-family properties for sale offer investors the chance to generate rental income. Whether you're considering a duplex for a beginner investment or an apartment complex for a more substantial venture, there are investment properties available to meet your requirements. Explore the range of multi-family homes for sale in Cheshire, MA.