Monterey

Berkshire County, Massachusetts

VIEW 15 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.

Read MoreRead Less

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
GET MORE DETAILS
28 Main Rd
Tyringham, MA $1,360,000

28 Main Rd

Tyringham, MA

$1,360,000
  • 3 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
0 Norwalk Acres Rd
Monterey, MA $68,000

0 Norwalk Acres Rd

Monterey, MA

$68,000
  • 1.10 Acres
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
GET MORE DETAILS
141 Stevens Lake Way
Monterey, MA $2,275,000

141 Stevens Lake Way

Monterey, MA

$2,275,000
  • 6 Beds
  • 5/1 Baths
  • 6,000 Sqft
GET MORE DETAILS
16 Heberts Cove
Monterey, MA $1,375,000

16 Heberts Cove

Monterey, MA

$1,375,000
  • 3 Beds
  • 2/1 Baths
  • 2,153 Sqft
GET MORE DETAILS
139 Tyringham Rd
Monterey, MA $760,000

139 Tyringham Rd

Monterey, MA

$760,000
  • 4 Beds
  • 3 Baths
  • 1,956 Sqft
GET MORE DETAILS
view all 15 Monterey listings

Monterey

Area Map

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

Loading...

Featured Communities Within

The Berkshires

view all communities +-
+-

Monterey

Market Snapshot

Avg. Price Sqft

Single Family Homes

$314 November 2025
image description -42.7% image description +20.6% since

Select a date range above

Previous Next

Median Sales Price

November 2025 - Single Family Homes

$685K
image description -51.1% image description +77.6% since

Percentage of Asking Price

November 2025 Single Family Homes

100%
image description +2.8% image description +0.5% since
100%
image description +2.8% image description +0.5% since
100%
image description +2.8% image description +0.5% since
100%
image description +2.8% image description +0.5% since
 
Get FULL MARKET REPORT