Ashley Falls

Berkshire County, Massachusetts

VIEW 29 COMMUNITY LISTINGS

The Housatonic Valley town of Ashley Falls graces the Housatonic River valley and is considered one of the most picturesque towns in the area.

The Berkshire County village of Ashley Falls in the town of Sheffield is situated on the southern border of Massachusetts next to Litchfield County, Connecticut. Located in the Housatonic River valley, this lovely community is regarded as one of the area’s most picturesque towns, with expansive mountain views, a lush river valley setting and fertile farm land, much of which remains in agricultural production. Conveniently located on U.S. Route 7, residents have access to Springfield and Hartford, Connecticut, which are located about an hour’s drive away. The community takes pride in its many distinct buildings and architectural heritage, which is protected by the Ashley Falls Historical District Commission.

The Berkshire County village of Ashley Falls in the town of Sheffield is situated on the southern border of Massachusetts next to Litchfield County, Connecticut. Located in the Housatonic River valley, this lovely community is regarded as one of the area’s most picturesque towns, with expansive mountain views, a lush river valley setting and fertile farm land, much of which remains in agricultural production. Conveniently located on U.S. Route 7, residents have access to Springfield and Hartford, Connecticut, which are located about an hour’s drive away. The community takes pride in its many distinct buildings and architectural heritage, which is protected by the Ashley Falls Historical District Commission.

The Berkshire County village of Ashley Falls in the town of Sheffield is situated on the southern border of Massachusetts next to Litchfield County, Connecticut. Located in the Housatonic River valley, this lovely community is regarded as one of the area’s most picturesque towns, with expansive mountain views, a lush river valley setting and fertile farm land, much of which remains in agricultural production. Conveniently located on U.S. Route 7, residents have access to Springfield and Hartford, Connecticut, which are located about an hour’s drive away. The community takes pride in its many distinct buildings and architectural heritage, which is protected by the Ashley Falls Historical District Commission.

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Featured Listings

905 West Rd
Sheffield, MA $1,250,000

905 West Rd

Sheffield, MA

$1,250,000
  • 3 Beds
  • 2/1 Baths
  • 2,204 Sqft
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700 S Main St
Sheffield, MA $695,000

700 S Main St

Sheffield, MA

$695,000
  • 0/1 Baths
  • 3,360 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
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60 Parsley Ln
Sheffield, MA $995,000

60 Parsley Ln

Sheffield, MA

$995,000
  • 5 Beds
  • 4/1 Baths
  • 2,841 Sqft
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1955 N Main St
Sheffield, MA $895,000

1955 N Main St

Sheffield, MA

$895,000
  • 5,540 Sqft
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65 Silver St
Sheffield, MA $795,000

65 Silver St

Sheffield, MA

$795,000
  • 8,500 Sqft
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1786 South Undermountain Road
Sheffield, MA $795,000

1786 South Undermountain Road

Sheffield, MA

$795,000
  • 3 Beds
  • 2/1 Baths
  • 2,408 Sqft
GET MORE DETAILS
view all 29 Ashley Falls listings

Ashley Falls

Area Map

Ashley Falls is within The Berkshires, Massachusetts and borders New Marlborough and Sheffield.

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The Berkshires

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Ashley Falls

Market Snapshot

Avg. Price Sqft

Single Family Homes

$468 January 2026
image description +57.6% image description +93.5% since

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Median Sales Price

January 2026 - Single Family Homes

$1.3M
image description +123.6% image description +203.1% since

Percentage of Asking Price

January 2026 Single Family Homes

97%
image description -1.7% image description -1.8% since
97%
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