Monterey

Berkshire County, Massachusetts

VIEW 12 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

617 Main Rd
Monterey, MA $850,000

617 Main Rd

Monterey, MA

$850,000
  • 4 Beds
  • 2/1 Baths
  • 2,830 Sqft
6 Tyringham Rd
Monterey, MA $750,000

6 Tyringham Rd

Monterey, MA

$750,000
  • 4 Beds
  • 3/1 Baths
  • 4,188 Sqft
0 Norwalk Acres Rd
Monterey, MA $68,000

0 Norwalk Acres Rd

Monterey, MA

$68,000
  • 1.10 Acres
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
141 Stevens Lake Way
Monterey, MA $2,399,990

141 Stevens Lake Way

Monterey, MA

$2,399,990
  • 6 Beds
  • 5/1 Baths
  • 6,000 Sqft
20 Lakeside Ter
Monterey, MA $1,750,000

20 Lakeside Ter

Monterey, MA

$1,750,000
  • 4 Beds
  • 2/1 Baths
  • 2,300 Sqft
350 Beartown Mountain Rd
Monterey, MA $885,000

350 Beartown Mountain Rd

Monterey, MA

$885,000
  • 3 Beds
  • 3 Baths
  • 2,634 Sqft
139 Tyringham Rd
Monterey, MA $849,000

139 Tyringham Rd

Monterey, MA

$849,000
  • 4 Beds
  • 3 Baths
  • 1,956 Sqft

Monterey

Area Map

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

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Featured Communities Within

The Berkshires

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Monterey

Market Snapshot

Median Sales Price

May 2025 - Single Family Homes

$1.1M
image description +193.8% image description -42.0% vs

Percentage of Asking Price

May 2025 Single Family Homes

90%
image description -4.3% image description -3.4% vs
90%
image description -4.3% image description -3.4% vs