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Great Barrington

Berkshire County, Massachusetts

VIEW 117 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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20 Maple Ave
Great Barrington, MA $1,995,000

20 Maple Ave

Great Barrington, MA

$1,995,000
  • 33,046 Sqft
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3 Cornwall Dr
Great Barrington, MA $1,295,000

3 Cornwall Dr

Great Barrington, MA

$1,295,000
  • 4 Beds
  • 3/1 Baths
  • 3,047 Sqft
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260 Maple Ave
Great Barrington, MA $1,195,000

260 Maple Ave

Great Barrington, MA

$1,195,000
  • 3 Beds
  • 2/1 Baths
  • 2,688 Sqft
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276 Division St
Great Barrington, MA $995,000

276 Division St

Great Barrington, MA

$995,000
  • 4 Beds
  • 3 Baths
  • 2,592 Sqft
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321 North Plain Rd
Great Barrington, MA $950,000

321 North Plain Rd

Great Barrington, MA

$950,000
  • 4 Beds
  • 2/2 Baths
  • 2,804 Sqft
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114 Brush Hill Rd
Great Barrington, MA $910,000

114 Brush Hill Rd

Great Barrington, MA

$910,000
  • 2 Beds
  • 2 Baths
  • 1,584 Sqft
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view all 117 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

$388 June 2026
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Median Sales Price

June 2026 - Single Family Homes

$575K
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Percentage of Asking Price

June 2026 Single Family Homes

100%
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