Sheffield, MA Multifamily Homes & Duplexes for Sale

/53
$695,000
- 6 Beds
- 5 Baths
- 4,572 Sq Ft
604 Sheffield Plain, Sheffield, MA 01257

A rare opportunity awaits in the heart of historic Sheffield. This exceptional multi-unit property, originally a classic 1740s farmhouse, has been thoughtfully converted into a lucrative income-producing asset while retaining its timeless New England charm. Perfectly positioned just south of Great Barrington, it offers both tenants and owners a convenient commute to local attractions, work, and

Tony Segalla LANCE VERMEULEN RE, INC

604 Sheffield Plain, Sheffield, MA 01257
/54
$649,000
- 5 Beds
- 2.5 Baths
- 2,750 Sq Ft
168 Main St, Sheffield, MA 01257

Historic village living at its finest. This expansive Turn-of-the-Century Sheffield home is rich with original detail, from its warm wood floors to a magnificent fieldstone fireplace. The property boasts a large, private yard, offering ample space for gardening, recreation, or outdoor entertainment. A substantial barn on the property provides excellent potential for a workshop, studio, or extra

Tony Segalla LANCE VERMEULEN RE, INC

168 Main St, Sheffield, MA 01257
/44
$1,600,000
- 9 Beds
- 4.5 Baths
- 8,406 Sq Ft
2049 S Undermountain Rd, Sheffield, MA 01257

An exceptional opportunity awaits on 11 private acres in Sheffield. This unique property, currently utilized as a functional therapy facility, offers a massive footprint and a flexible canvas for your next venture. The centerpiece is an 8,000+ sq. ft. building comprised of over 10 offices, multiple conference rooms, common areas, and three residential apartments, creating an ideal setup for a

Tony Segalla LANCE VERMEULEN RE, INC

2049 S Undermountain Rd, Sheffield, MA 01257
/30
$695,000
- 3 Beds
- 6 Baths
- 4,044 Sq Ft
1180 Ashley Falls Rd Unit A,B,C,D,E, Sheffield, MA 01222

Old Historic Village downtown location! The centrally located Post Office building constructed in 1860, presents a unique opportunity for both residential and commercial use. Its strategic location ensures consistent foot traffic, making it an invaluable cornerstone of village life. With no mail delivery service in Ashley Falls, the Post Office attracts local residents daily. This building is

Tony Segalla LANCE VERMEULEN RE, INC

1180 Ashley Falls Rd Unit A,B,C,D,E, Sheffield, MA 01222
/70
$895,000
- 9 Beds
- 7 Baths
- 5,267 Sq Ft
567 S Main St, Sheffield, MA 01257

Investment opportunity in Sheffield. Versatile investment opportunity set on 11 private acres. This multi-building property, held by the same family for four decades, offers strong income potential with flexible configurations across three separate structures. Main House with (4) 1BR and (1) 2BR apartment, a second 3 BR home, and a three-bay garage. Just 15 minutes from GB and 10 minutes to

Claire Pollart LANCE VERMEULEN RE, INC

567 S Main St, Sheffield, MA 01257

Massachusetts Sheffield

Why Live in Sheffield

Sheffield, Massachusetts, a rural community in the Berkshires, offers tranquility and scenic beauty with its rolling green hills and the Housatonic River Valley. Bordering Connecticut and 9 miles from the New York state line, Sheffield is known for its historic charm, including homes dating back to the 1700s. The area is ideal for outdoor enthusiasts, with attractions such as the Appalachian Trail, Mount Washington State Forest, and Race Brook Falls providing ample hiking opportunities. Winter sports are available at nearby Catamount Mountain Resort and Ski Butternut. Sheffield Town Park features Little League fields, a basketball court, and a pavilion, while the Bushnell-Sage Library offers a playground and a wildflower garden. The residential landscape includes Cape Cod, ranch-style, and contemporary homes, with properties ranging from the 1760s to modern builds. Sheffield students attend Southern Berkshire Public Schools, with the highly regarded Berkshire School also available. Dining options include the Marketplace Kitchen and Café and the Sheffield Farmers Market, which operates year-round. Sheffield is conveniently located along U.S. Route 7, providing access to Great Barrington's amenities and an hour's drive to Springfield, Hartford, or Albany. The town is also notable for the Historic Upper Sheffield Covered Bridge, the site of a government-verified UFO encounter in 1969.

Learn more about living in Sheffield

Home Trends in Sheffield, MA

On average, homes in Sheffield, MA sell after 124 days on the market compared to the national average of 51 days. The median sale price for homes in Sheffield, MA over the last 12 months is $737,500, up 23% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$737,500

Median Single Family Sale Price

$852,500

Average Price Per Sq Ft

$452

Number of Homes for Sale

Last 12 months Home Sales

Months of Supply

4.00

Median List Price

$895,000

Median Change From 1st List Price

Median Home Sale Price YoY Change

23%

How to Buy a Home How to Finance a Home How to Sell a Home

In Sheffield, there are currently 5 multi-family homes for sale, providing an appealing investment opportunity for buyers. With multi-family homes priced between $649,000 to $1,600,000, there's a range to accomodate every budget. As of July, 2025 the median home price in Sheffield is $895,000, while the average sale price is $1,239,750, offering insights into the local housing market. On average, multi-family homes spend 124 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 Sheffield, MA.

Sheffield Types of Homes for Sale

More About Living in Sheffield

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