Stockbridge

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.

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.

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.

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

11 Mahkeenac Ter
Stockbridge, MA $2,998,000

11 Mahkeenac Ter

Stockbridge, MA

$2,998,000
  • 4 Beds
  • 2 Baths
  • 1,592 Sqft
1 Devon Rd
Stockbridge, MA $1,695,000

1 Devon Rd

Stockbridge, MA

$1,695,000
  • 6 Beds
  • 5/1 Baths
  • 4,952 Sqft
9 Interlaken Rd
Stockbridge, MA $752,000

9 Interlaken Rd

Stockbridge, MA

$752,000
  • 3 Beds
  • 1/1 Baths
  • 1,750 Sqft
46 Glendale Rd
Stockbridge, MA $749,000

46 Glendale Rd

Stockbridge, MA

$749,000
  • 3 Beds
  • 2 Baths
  • 2,015 Sqft
4 Fox Meadow Ln
Stockbridge, MA $695,000

4 Fox Meadow Ln

Stockbridge, MA

$695,000
  • 4 Beds
  • 2 Baths
  • 2,715 Sqft
40 Prospect Hill Rd
Stockbridge, MA $599,900

40 Prospect Hill Rd

Stockbridge, MA

$599,900
  • 3 Beds
  • 2 Baths
  • 1,292 Sqft
19 Hawthorne Rd  #Carriage Barn E-2
Stockbridge, MA $585,000

19 Hawthorne Rd #Carriage Barn E-2

Stockbridge, MA

$585,000
  • 2 Beds
  • 2/1 Baths
  • 1,935 Sqft
15 W Stockbridge Rd
Stockbridge, MA $550,000

15 W Stockbridge Rd

Stockbridge, MA

$550,000
  • 4 Beds
  • 3 Baths
  • 2,600 Sqft

Stockbridge

Area Map

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Stockbridge

Market Snapshot

Median Sales Price

April 2026 - Single Family Homes

$3.2M
image description +146.2% image description +700.0% vs

Percentage of Asking Price

April 2026 Single Family Homes

91%
image description -16.0% image description -4.2% vs
91%
image description -16.0% image description -4.2% vs