Monterey

Berkshire County, Massachusetts

VIEW 11 COMMUNITY LISTINGS

At the southern end of the Berkshires, Monterey is a small town frequently sought after for its beautiful, pastoral atmosphere and outdoor recreation,.

Monterey features state forest land, rolling hills and mountain terrain, a part of the Konkapot River and Lake Garfield, one of the area’s loveliest lakes. Both the Appalachian Trail and the Henry Knox Trail, the famed path that General Knox took to Boston during the American Revolution, pass through the area. Rich in history, Monterey was first settled by colonists in the early 18th century and named in commemoration of the Mexican-American War’s Battle of Monterrey. Today Monterey is a country community perfect for those who enjoy peaceful rural seclusion.

Monterey features state forest land, rolling hills and mountain terrain, a part of the Konkapot River and Lake Garfield, one of the area’s loveliest lakes. Both the Appalachian Trail and the Henry Knox Trail, the famed path that General Knox took to Boston during the American Revolution, pass through the area. Rich in history, Monterey was first settled by colonists in the early 18th century and named in commemoration of the Mexican-American War’s Battle of Monterrey. Today Monterey is a country community perfect for those who enjoy peaceful rural seclusion.

Monterey features state forest land, rolling hills and mountain terrain, a part of the Konkapot River and Lake Garfield, one of the area’s loveliest lakes. Both the Appalachian Trail and the Henry Knox Trail, the famed path that General Knox took to Boston during the American Revolution, pass through the area. Rich in history, Monterey was first settled by colonists in the early 18th century and named in commemoration of the Mexican-American War’s Battle of Monterrey. Today Monterey is a country community perfect for those who enjoy peaceful rural seclusion.

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Featured Listings

535 Main Rd
Monterey, MA $3,900,000

535 Main Rd

Monterey, MA

$3,900,000
  • 10 Beds
  • 5/1 Baths
  • 7,864 Sqft
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28 Main Rd
Tyringham, MA $1,360,000

28 Main Rd

Tyringham, MA

$1,360,000
  • 4 Beds
  • 2/1 Baths
  • 3,443 Sqft
GET MORE DETAILS
85 Main Rd
Monterey, MA $795,000

85 Main Rd

Monterey, MA

$795,000
  • 3 Beds
  • 2 Baths
  • 2,460 Sqft
GET MORE DETAILS
58 Mt Hunger Rd
Monterey, MA $15,000/mo

58 Mt Hunger Rd

Monterey, MA

$15,000/mo
  • 3 Beds
  • 3 Baths
  • 2,100 Sqft
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0 Gould Rd
Monterey, MA $550,000

0 Gould Rd

Monterey, MA

$550,000
  • 16.00 Acres
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470 Main Rd
Monterey, MA $425,000

470 Main Rd

Monterey, MA

$425,000
  • 3 Beds
  • 1/1 Baths
  • 2,599 Sqft
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10 Art School Rd
Monterey, MA $295,000

10 Art School Rd

Monterey, MA

$295,000
  • 3.00 Acres
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14 Blue Hill Rd
Monterey, MA $275,000

14 Blue Hill Rd

Monterey, MA

$275,000
  • 2,400 Sqft
GET MORE DETAILS
view all 11 Monterey listings

Monterey

Area Map

Monterey is within The Berkshires, Massachusetts and borders Great Barrington, Otis, New Marlborough and Tyringham.

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The Berkshires

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Monterey

Market Snapshot

Avg. Price Sqft

Single Family Homes

$468 January 2026
image description +8.0% image description +28.5% since

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Median Sales Price

January 2026 - Single Family Homes

$730K
image description +14.1% image description -45.5% since

Percentage of Asking Price

January 2026 Single Family Homes

101%
image description +6.6% image description +3.3% since
101%
image description +6.6% image description +3.3% since
 
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