Stockbridge

Berkshire County, Massachusetts

VIEW 31 COMMUNITY LISTINGS

The charming Berkshire village of Stockbridge boasts perhaps the most well-known Main Street in the country, captured in a famous painting by Norman Rockwell.

Originally settled in the early 18th century and serving as an Indian mission, the area grew into a resort destination for the affluent in the mid 1800s and today maintains its reputation as a quiet, graceful retreat. Surrounded by mountains with the Housatonic River winding through its center, Stockbridge is known for its pastoral beauty, with lakes, the famed Tanglewood estate, and Stockbridge Bowl with its beach and boating club all nearby. The village’s small-town atmosphere preserves a nostalgic way of life, close to all of the Berkshire region’s sought-after amenities.

Originally settled in the early 18th century and serving as an Indian mission, the area grew into a resort destination for the affluent in the mid 1800s and today maintains its reputation as a quiet, graceful retreat. Surrounded by mountains with the Housatonic River winding through its center, Stockbridge is known for its pastoral beauty, with lakes, the famed Tanglewood estate, and Stockbridge Bowl with its beach and boating club all nearby. The village’s small-town atmosphere preserves a nostalgic way of life, close to all of the Berkshire region’s sought-after amenities.

Originally settled in the early 18th century and serving as an Indian mission, the area grew into a resort destination for the affluent in the mid 1800s and today maintains its reputation as a quiet, graceful retreat. Surrounded by mountains with the Housatonic River winding through its center, Stockbridge is known for its pastoral beauty, with lakes, the famed Tanglewood estate, and Stockbridge Bowl with its beach and boating club all nearby. The village’s small-town atmosphere preserves a nostalgic way of life, close to all of the Berkshire region’s sought-after amenities.

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Featured Listings

55 Main St
Stockbridge, MA $3,500,000

55 Main St

Stockbridge, MA

$3,500,000
  • 5 Beds
  • 4/1 Baths
  • 5,946 Sqft
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46 Glendale Rd
Stockbridge, MA $749,000

46 Glendale Rd

Stockbridge, MA

$749,000
  • 3 Beds
  • 2 Baths
  • 2,015 Sqft
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15 W Stockbridge Rd
Stockbridge, MA $550,000

15 W Stockbridge Rd

Stockbridge, MA

$550,000
  • 4 Beds
  • 3 Baths
  • 2,600 Sqft
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4 Madisons Way
Stockbridge, MA $25,000/mo

4 Madisons Way

Stockbridge, MA

$25,000/mo
  • 4 Beds
  • 3/1 Baths
  • 2,536 Sqft
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4 Old Colonial Rd
Stockbridge , MA $13,000/mo

4 Old Colonial Rd

Stockbridge , MA

$13,000/mo
  • 2 Beds
  • 2 Baths
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44 Main St
Stockbridge, MA $9,500/mo

44 Main St

Stockbridge, MA

$9,500/mo
  • 3 Beds
  • 2 Baths
  • 1,500 Sqft
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44 Main St #1
Stockbridge, MA $8,500/mo

44 Main St #1

Stockbridge, MA

$8,500/mo
  • 3 Beds
  • 2 Baths
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5 Glendale Rd #Cottage
Stockbridge , MA $2,400/mo

5 Glendale Rd #Cottage

Stockbridge , MA

$2,400/mo
  • 1 Beds
  • 1 Baths
  • 1,000 Sqft
GET MORE DETAILS
view all 31 Stockbridge listings

Stockbridge

Area Map

Stockbridge is within The Berkshires, Massachusetts and borders Great Barrington, Lenox and Richmond.

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Stockbridge

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