Great Barrington

Berkshire County, Massachusetts

VIEW 107 COMMUNITY LISTINGS

Considered the major hub of the Southern Berkshires, Great Barrington is both a summer resort destination and ideal community for year-round living.

Great Barrington features a wide variety of fine restaurants, boutique downtown shopping and cultural events including dance, opera and symphony concerts. Ski Butternut resort is right in town, and Berkshire amenities such as Tanglewood and Jacob’s Pillow Dance Festival are only a short drive away. Great Barrington grew into a sought-after retreat during the Gilded Age, becoming home to a number of grand estates, and has also been the summer residential area of choice for many artists and other creative individuals in the past century. The setting is as lovely as any other in the Berkshires, surrounded by rivers, brooks and mountain vistas.

Great Barrington features a wide variety of fine restaurants, boutique downtown shopping and cultural events including dance, opera and symphony concerts. Ski Butternut resort is right in town, and Berkshire amenities such as Tanglewood and Jacob’s Pillow Dance Festival are only a short drive away. Great Barrington grew into a sought-after retreat during the Gilded Age, becoming home to a number of grand estates, and has also been the summer residential area of choice for many artists and other creative individuals in the past century. The setting is as lovely as any other in the Berkshires, surrounded by rivers, brooks and mountain vistas.

Great Barrington features a wide variety of fine restaurants, boutique downtown shopping and cultural events including dance, opera and symphony concerts. Ski Butternut resort is right in town, and Berkshire amenities such as Tanglewood and Jacob’s Pillow Dance Festival are only a short drive away. Great Barrington grew into a sought-after retreat during the Gilded Age, becoming home to a number of grand estates, and has also been the summer residential area of choice for many artists and other creative individuals in the past century. The setting is as lovely as any other in the Berkshires, surrounded by rivers, brooks and mountain vistas.

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Featured Listings

77 Seekonk Cross Rd
Great Barrington, MA $6,850,000

77 Seekonk Cross Rd

Great Barrington, MA

$6,850,000
  • 5 Beds
  • 3/1 Baths
  • 3,474 Sqft
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110 Alford Rd
Great Barrington, MA $3,500,000

110 Alford Rd

Great Barrington, MA

$3,500,000
  • 5 Beds
  • 6/1 Baths
  • 6,088 Sqft
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32 Benton Ave
Great Barrington, MA $1,995,000

32 Benton Ave

Great Barrington, MA

$1,995,000
  • 6 Beds
  • 2/1 Baths
  • 4,138 Sqft
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4 Thrushwood Ln
Great Barrington, MA $1,495,000

4 Thrushwood Ln

Great Barrington, MA

$1,495,000
  • 5 Beds
  • 4 Baths
  • 4,200 Sqft
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353 State Rd
Great Barrington, MA $1,450,000

353 State Rd

Great Barrington, MA

$1,450,000
  • 5 Beds
  • 3 Baths
  • 2,688 Sqft
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105 Christian Hill Rd
Great Barrington, MA $1,325,000

105 Christian Hill Rd

Great Barrington, MA

$1,325,000
  • 4 Beds
  • 3/1 Baths
  • 3,400 Sqft
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94 West Ave
Great Barrington, MA $1,295,000

94 West Ave

Great Barrington, MA

$1,295,000
  • 4 Beds
  • 3/1 Baths
  • 3,194 Sqft
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97 Brush Hill Rd
Great Barrington, MA $998,000

97 Brush Hill Rd

Great Barrington, MA

$998,000
  • 4 Beds
  • 4 Baths
  • 2,322 Sqft
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view all 107 Great Barrington listings

Great Barrington

Area Map

Great Barrington is within The Berkshires, Massachusetts and borders Alford, Egremont, Monterey, Sheffield, Stockbridge, Tyringham and New Marlborough.

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Featured Communities Within

The Berkshires

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Great Barrington

Market Snapshot

Avg. Price Sqft

Single Family Homes

$399 November 2025
image description +52.7% image description +18.9% since

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Median Sales Price

November 2025 - Single Family Homes

$846K
image description +26.7% image description +6.5% since

Percentage of Asking Price

November 2025 Single Family Homes

98%
image description +3.6% image description +1.9% since
98%
image description +3.6% image description +1.9% since
98%
image description +3.6% image description +1.9% since
 
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