The town of Monterey was settled in the 1740s by a group of Proprietors from Watertown, MA. While known as the Town of Tyringham from 1761 to 1847, the town was given the name Monterey when it split from the town of Tyringham. Losing out to the Midwest in the business of cheesemaking and to cities in the papermaking and tanning business, Monterey turned to its natural environment. From the late 1800s, people in search of peaceful and recuperative surroundings began prolonged visits at various times of the year. It became a popular resort town with two of the area’s most beautiful lakes: Lake Buel and Lake Garfield. The town has retained its rural character and has a large second home community. With a population of 1017, Monterey is part of the Southern Berkshire Regional School District.

Monterey Real Estate

13 Listings
lots of glass facing the lake.

$2,690,000 19 Buckingham Ln
Monterey, MA 01245 4 beds  3 baths  2,016 sqft Listing office: COMPASS MASSACHUSETTS , LLC GB

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Enjoy boating, water skiing, paddle boarding and canoeing on Lake Buel.

$925,000 19 Sackman Way
Monterey, MA 01245 4 beds  3 baths  2,345 sqft Listing office: HOUSATONIC REAL ESTATE

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Aerial View

$2,995,000 161 Beartown Mountain Rd
Monterey, MA 01245 4 beds  5 baths  4,702 sqft Listing office: STONE HOUSE PROPERTIES, LLC

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630 Main Rd, Monterey, MA 01245

$2,200,000 630 Main Rd
Monterey, MA 01245 5 beds  3 baths  3,073 sqft Listing office: HELEN MULLANY REAL ESTATE, LLC

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Bright and spacious open plan living

$2,295,000 169 Mount Hunger Rd
Monterey, MA 01245 4 beds  5 baths  4,345 sqft Listing office: COMPASS MASSACHUSETTS , LLC GB

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120 Hupi Rd, Monterey, MA 01245

$1,150,000 120 Hupi Rd
Monterey, MA 01245 4 beds  3 baths  3,349 sqft Listing office: COMPASS MASSACHUSETTS , LLC GB

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99 Beartown Mountain Rd, Monterey, MA 01245

$875,000 99 Beartown Mountain Rd
Monterey, MA 01245 4 beds  4 baths  2,498 sqft Listing office: COMPASS MASSACHUSETTS , LLC GB

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535 Main Rd, Monterey, MA 01245

$3,490,000 535 Main Rd
Monterey, MA 01245 10 beds  6 baths  7,864 sqft Listing office: WILLIAM PITT SOTHEBY'S - GT BARRINGTON

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8 Heberts Cove, Monterey, MA 01245

$525,000 8 Heberts Cove
Monterey, MA 01245 1 beds  1 baths  755 sqft Listing office: WILLIAM PITT SOTHEBY'S - GT BARRINGTON

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42 Sandisfield Rd, Monterey, MA 01245

$399,000 42 Sandisfield Rd
Monterey, MA 01245 1 beds  1 baths  750 sqft Listing office: COMPASS MASSACHUSETTS , LLC GB

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17 Cronk Rd, Monterey, MA 01245

$2,495,000 17 Cronk Rd
Monterey, MA 01245 5 beds  5 baths  3,615 sqft Listing office: HOUSATONIC REAL ESTATE

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The very private 16'x40' pool area has a large stone patio surrounding it.

$1,500,000 140 Beartown Mountain Rd
Monterey, MA 01245 4 beds  4 baths  4,343 sqft Listing office: COMPASS MASSACHUSETTS , LLC GB

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85 Main Rd, Monterey, MA 01245

$745,000 85 Main Rd
Monterey, MA 01245 3 beds  2 baths  2,460 sqft Listing office: WILLIAM PITT SOTHEBY'S - GT BARRINGTON

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