Ashley Falls

Berkshire County, Massachusetts

VIEW 41 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

232 Giberson Rd
Sheffield, MA $2,690,000

232 Giberson Rd

Sheffield, MA

$2,690,000
  • 4 Beds
  • 3/1 Baths
  • 3,459 Sqft
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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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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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1460 Ashley Falls Rd
Sheffield, MA $799,000

1460 Ashley Falls Rd

Sheffield, MA

$799,000
  • 3 Beds
  • 2/1 Baths
  • 1,866 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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481 Shunpike Rd
Sheffield, MA $1,475,000

481 Shunpike Rd

Sheffield, MA

$1,475,000
  • 1 Beds
  • 2 Baths
  • 1,296 Sqft
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view all 41 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

$212 November 2025
image description -25.3% image description +52.5% since

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Median Sales Price

November 2025 - Single Family Homes

$336K
image description +1.9% image description -15.9% since

Percentage of Asking Price

November 2025 Single Family Homes

92%
image description -7.2% image description +3.4% since
92%
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92%
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