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 Hawthorne Rd
Stockbridge, MA $14,500,000

11 Hawthorne Rd

Stockbridge, MA

$14,500,000
  • 19 Beds
  • 21/4 Baths
  • 19,364 Sqft
16 Old Tree Farm Rd
Stockbridge, MA $2,995,000

16 Old Tree Farm Rd

Stockbridge, MA

$2,995,000
  • 5 Beds
  • 4/1 Baths
  • 3,862 Sqft
8 Shamrock St
Stockbridge, MA $2,650,000

8 Shamrock St

Stockbridge, MA

$2,650,000
  • 5 Beds
  • 4/1 Baths
  • 3,700 Sqft
1 Devon Rd
Stockbridge, MA $1,595,000

1 Devon Rd

Stockbridge, MA

$1,595,000
  • 6 Beds
  • 5/1 Baths
  • 4,952 Sqft
2 Fox Meadow Ln
Stockbridge, MA $750,000

2 Fox Meadow Ln

Stockbridge, MA

$750,000
  • 3 Beds
  • 2 Baths
  • 2,446 Sqft
9 Interlaken Rd
Stockbridge, MA $712,000

9 Interlaken Rd

Stockbridge, MA

$712,000
  • 3 Beds
  • 1/1 Baths
  • 1,750 Sqft
78 E Main St
Stockbridge, MA $579,000

78 E Main St

Stockbridge, MA

$579,000
  • 3 Beds
  • 2 Baths
  • 1,664 Sqft
1 Massasoit Rd
Stockbridge, MA $499,000

1 Massasoit Rd

Stockbridge, MA

$499,000
  • 2 Beds
  • 1 Baths
  • 828 Sqft

Stockbridge

Area Map

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Stockbridge

Market Snapshot

Median Sales Price

August 2026 - Single Family Homes

$649K
image description -21.6% image description -59.5% vs

Percentage of Asking Price

August 2026 Single Family Homes

96%
image description +1.8% image description -11.4% vs
96%
image description +1.8% image description -11.4% vs
96%
image description +1.8% image description -11.4% vs
96%
image description +1.8% image description -11.4% vs
96%
image description +1.8% image description -11.4% vs