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Monterey, MA Houses for Sale

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  • /42

    $1,150,000

    • 3 Beds
    • 3 Baths
    • 2,266 Sq Ft

    3 Stratford Ln, Monterey, MA 01245

    Lake life awaits! Contemporary year-round home lake views from all rooms & lake access on beautiful Lake Garfield! This 2,266 sq ft property features 3 BRs, 3 BAs, updated kitchen, & wood floors throughout most of the home. Heat pumps provide economical heating & cooling. Spacious den/music room & study on walkout lower level. Set on 1.3 acres, w/ plenty of room for gardens & tons of deck space

    Claire Pollart LANCE VERMEULEN RE, INC

    3 Stratford Ln, Monterey, MA 01245
  • /36

    $900,000

    • 10 Beds
    • 4 Baths
    • 5,293 Sq Ft

    458 Monterey Rd, Great Barrington, MA 01230

    This rare find, located on the Great Barrington/Monterey line, offers the right buyer a unique opportunity to live, work, and play in the heart of the Berkshires. Situated on 4.32 acres, this 1958 ranch-style home has evolved over the years into a sprawling 5,200 square-foot property boasting endless potential. While it currently serves as an owner-operated wellness facility, an expansive

    Cortney Dupont COHEN & WHITE ASSOCIATES

    458 Monterey Rd, Great Barrington, MA 01230
  • /39

    $885,000

    • 3 Beds
    • 3 Baths
    • 2,634 Sq Ft

    350 Beartown Mountain Rd, Monterey, MA 01245

    One of the oldest homes in Monterey, this stately Colonial built in 1750 sits proudly at the forefront of a picturesque 28-acre parcel across from a 12,000 acre state forest. Located on a quiet dirt road up from Lake Garfield, the property offers a storybook setting with mature gardens, two private ponds, and two brooks. The setting is rich with natural beauty.Inside, the home features three

    Fintan Hanley COMPASS MASSACHUSETTS , LLC GB

    350 Beartown Mountain Rd, Monterey, MA 01245
  • /39

    $675,000

    • 4 Beds
    • 3.5 Baths
    • 4,188 Sq Ft

    6 Tyringham Rd, Monterey, MA 01245

    Welcome to LEDGEHURST - A Timeless Berkshire Treasure with Sweeping Village ViewsProudly perched on top of a hill overlooking the charming village of Monterey, LEDGEHURST is a classic c.1780 Colonial residence steeped in history and scenic beauty. Once the home of the Bidwell family--founders of Monterey--this landmark estate is ready to begin its next chapter. This historic home offers a

    Christian Deckert WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    6 Tyringham Rd, Monterey, MA 01245
  • /41

    $925,000

    • 4 Beds
    • 3 Baths
    • 2,362 Sq Ft

    76 Corashire Rd, New Marlborough, MA 01230

    Did you dream of someday living in a log cabin? Maybe it was surrounded by field and woods with a river running through it. Did it have a spacious porch and deck for a rocking chair or two? Of course, it had a fireplace or maybe even six. In your dreams it had 4 bedrooms and 3 baths and a brick floored sunroom. A storage barn? Pool? Absolutely! Well, dreams do come true because your dream

    Deborah Mielke CORASHIRE REALTY

    76 Corashire Rd, New Marlborough, MA 01230
  • /84

    $2,399,990

    • 6 Beds
    • 5.5 Baths
    • 6,000 Sq Ft

    141 Stevens Lake Way, Monterey, MA 01245

    Discover Stevens Lake! This incredible property offers you a lifestyle that is unmatched in the modern world. The residence is perched overlooking the lake to experience spectacular sunrises. Entering from the garage there is a mud/laundry room which opens to the kitchen fit for any Chef. The kitchen features granite counters, Subzero and Viking appliances, a large pantry with an additional

    Derek Strzepa NOCHER REALTY

    141 Stevens Lake Way, Monterey, MA 01245
  • /40

    $1,590,000

    • 11 Beds
    • 12.5 Baths
    • 8,134 Sq Ft

    518 Main St, Great Barrington, MA 01230

    The iconic Wainwright Inn, built in 1766, is ideally located on Main Street in Great Barrington, the largest town & hub of the famous Berkshires vacation destination in Western Massachusetts. The Inn consists of a main house with 9 guest suites & a spacious owner's suite, & a carriage house with an apartment & two additional guest suites. In pristine condition, the current owners have improved

    Tanya LeRose THE KINDERHOOK GROUP - PITTSFIELD

    518 Main St, Great Barrington, MA 01230
  • /28

    $749,000

    • 3 Beds
    • 1.5 Baths
    • 1,300 Sq Ft

    51 Downs Rd, Great Barrington, MA 01230

    LAKE BUEL NEW MARLBOROUGH MA 4 season home with water views of Lake Buel.3 bedrooms, 1.5 baths, new propane gas boiler and water heater, private well and septic....2 large decks, screen porch, fireplace, wood floors, washer/dryer, vinyl siding, eat-in kitchen, front and rear decks. oversized two-car garage with second-floor loft area.Access to a shared deeded row to a dock with space for your

    Patrice Melluzzo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    51 Downs Rd, Great Barrington, MA 01230
  • /58

    $5,500,000

    • 5 Beds
    • 5.5 Baths
    • 5,500 Sq Ft

    114 Downs Rd, New Marlboro, MA 01230

    Welcome to your dream lakefront oasis! This brand-new, custom-built 5,500 sq ft+/- home offers the perfect blend of luxury, comfort, & breathtaking natural beauty. Spanning three thoughtfully designed levels, this 5-bedroom, 5 1/2-bathrooms masterpiece features amazing lake views, refined finishes, & exceptional functionality for everyday living & entertaining.The open-concept main floor features

    Claire Pollart LANCE VERMEULEN RE, INC

    114 Downs Rd, New Marlboro, MA 01230

Why Live in Monterey

Monterey, nestled in the southern Berkshires, offers a blend of nature, culture, and community. Known for its hiking trails and fishing lakes, the town has attracted residents since the mid-19th century. Lake Garfield, a 275-acre lake, is a popular spot for swimming, kayaking, fishing, and ice skating. Beartown State Forest provides 12,000 acres for hiking, camping, mountain biking, and winter sports. The community is characterized by a mix of early 20th-century cottages and modern lakefront homes, with many seasonal residences being converted into year-round dwellings. Monterey's strong sense of community is evident, with residents often coming together despite differing views. The Southern Berkshire Regional School District, which includes Mount Everett Regional School, offers smaller class sizes and individualized attention. For shopping and dining, locals travel to nearby Lee and Great Barrington, which feature a variety of shops, restaurants, and a cinema. Cultural attractions include the Boston Symphony Orchestra's summer home at Tanglewood in Lenox and the Monterey Library, which hosts art exhibitions and community events. While Monterey is car-dependent, it is about 50 miles west of Springfield and 20 miles south of Pittsfield, with Route 23 and Route 57 providing access to major highways. The area has a low crime risk compared to the national average, adding to its appeal for potential residents.

Home Trends in Monterey, MA

Housing Trends

Median Sale Price
$1,075,000
Median Single Family Sale Price
$1,075,000
Average Price Per Sq Ft
$452
Number of Homes for Sale
1
Last 12 months Home Sales
5
Months of Supply
2.40
Median List Price
$1,017,500
Median Change From 1st List Price
16%
Median Home Sale Price YoY Change
124%
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