Monterey

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 $3,490,000

535 Main Rd

Monterey, MA

$3,490,000
  • 10 Beds
  • 5/1 Baths
  • 7,864 Sqft
85 Main Rd
Monterey, MA $745,000

85 Main Rd

Monterey, MA

$745,000
  • 3 Beds
  • 2 Baths
  • 2,460 Sqft
85 Pixley Rd
Great Barrington, MA $689,000

85 Pixley Rd

Great Barrington, MA

$689,000
  • 3 Beds
  • 1/1 Baths
  • 1,248 Sqft
0 River Rd
Monterey, MA $179,000

0 River Rd

Monterey, MA

$179,000
  • 2.50 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
17 Cronk Rd
Monterey, MA $2,495,000

17 Cronk Rd

Monterey, MA

$2,495,000
  • 5 Beds
  • 4/1 Baths
  • 3,615 Sqft
169 Mount Hunger Rd
Monterey, MA $2,295,000

169 Mount Hunger Rd

Monterey, MA

$2,295,000
  • 4 Beds
  • 5 Baths
  • 4,345 Sqft
630 Main Rd
Monterey, MA $2,200,000

630 Main Rd

Monterey, MA

$2,200,000
  • 5 Beds
  • 3 Baths
  • 3,073 Sqft

Monterey

Area Map

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Monterey

Market Snapshot

Median Sales Price

May 2026 - Single Family Homes

$864K
image description -19.4% image description +136.8% vs

Percentage of Asking Price

May 2026 Single Family Homes

99%
image description +10.2% image description +5.5% vs
99%
image description +10.2% image description +5.5% vs
99%
image description +10.2% image description +5.5% vs