Sheffield

Berkshire County, Massachusetts

VIEW 42 COMMUNITY LISTINGS

Incorporated in 1733 after being purchased from a group of Stockbridge Indians, Sheffield is Berkshire County’s oldest town.

This beautiful community, made up of the two villages of Sheffield and Ashley Falls, lies on the southern border of Massachusetts next to Litchfield County, Connecticut. The town is located in the Housatonic River Valley, surrounded by the Taconic Mountains and Berkshire Hills, with sloping terrain, state forestland, rivers and waterfalls, a portion of the Appalachian Trail and the Schenob Brook wetland complex all adding to its scenic appeal. Sheffield is regarded as one of the area’s most picturesque towns, with its mountain views, expansive river valley setting and fertile agricultural land.

This beautiful community, made up of the two villages of Sheffield and Ashley Falls, lies on the southern border of Massachusetts next to Litchfield County, Connecticut. The town is located in the Housatonic River Valley, surrounded by the Taconic Mountains and Berkshire Hills, with sloping terrain, state forestland, rivers and waterfalls, a portion of the Appalachian Trail and the Schenob Brook wetland complex all adding to its scenic appeal. Sheffield is regarded as one of the area’s most picturesque towns, with its mountain views, expansive river valley setting and fertile agricultural land.

This beautiful community, made up of the two villages of Sheffield and Ashley Falls, lies on the southern border of Massachusetts next to Litchfield County, Connecticut. The town is located in the Housatonic River Valley, surrounded by the Taconic Mountains and Berkshire Hills, with sloping terrain, state forestland, rivers and waterfalls, a portion of the Appalachian Trail and the Schenob Brook wetland complex all adding to its scenic appeal. Sheffield is regarded as one of the area’s most picturesque towns, with its mountain views, expansive river valley setting and fertile agricultural land.

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Featured Listings

1373 Boardman St
Sheffield, MA $2,500,000

1373 Boardman St

Sheffield, MA

$2,500,000
  • 4 Beds
  • 4/1 Baths
  • 3,100 Sqft
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1955 N Main St
Sheffield, MA $1,600,000

1955 N Main St

Sheffield, MA

$1,600,000
  • 0/2 Baths
  • 5,540 Sqft
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856 Barnum St
Sheffield, MA $1,100,000

856 Barnum St

Sheffield, MA

$1,100,000
  • 3 Beds
  • 3 Baths
  • 1,800 Sqft
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Bull Hill Rd
Sheffield, MA $795,000

Bull Hill Rd

Sheffield, MA

$795,000
  • 18.00 Acres
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00 Polikoff Road
Sheffield, MA $185,000

00 Polikoff Road

Sheffield, MA

$185,000
  • 3.50 Acres
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69 East Rd
Sheffield , MA Upon Request

69 East Rd

Sheffield , MA

Upon Request
  • 4 Beds
  • 2 Baths
  • 2,262 Sqft
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355 South Undermountain
Sheffield , MA $6,000/mo

355 South Undermountain

Sheffield , MA

$6,000/mo
  • 3 Beds
  • 2/1 Baths
  • 1,712 Sqft
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74 East Rd
Sheffield , MA $1,975/mo

74 East Rd

Sheffield , MA

$1,975/mo
  • 1 Beds
  • 1.00 Baths
  • 700 Sqft
GET MORE DETAILS
view all 42 Sheffield listings

Sheffield

Area Map

Sheffield is within The Berkshires, Massachusetts and borders New Marlborough and Great Barrington.

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The Berkshires

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Sheffield

Market Snapshot

Avg. Price Sqft

Single Family Homes

$339 December 2024
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Median Sales Price

December 2024 - Single Family Homes

$610K
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Percentage of Asking Price

December 2024 Single Family Homes

98%
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98%
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