11

Monterey, MA Houses for Sale

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  • /32

    $1,149,000

    • 4 Beds
    • 2 Baths
    • 1,298 Sq Ft

    35 Bidwell Rd, Monterey, MA 01245

    A quintessential Lake Garfield home, originally built in the 1920s, now offers classic Berkshire lakefront living. With four bedrooms and two full baths, there's plenty of room for guests year-round. The property includes two parcels--one with the house, the other with a dock and the potential to build another home, creating a lakeside compound. Updates over the years include a roof, siding,

    Timothy Lovett COMPASS MASSACHUSETTS , LLC GB

    35 Bidwell Rd, Monterey, MA 01245
  • /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
  • /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
  • /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
  • /56

    $3,600,000

    • 4 Beds
    • 3.5 Baths
    • 3,313 Sq Ft

    147 Hupi Rd, Monterey, MA 01245

    A rare Lake Garfield offering - this 3300sf home sits on over an acre with sweeping southerly views across the lake's widest point. The expansive great room--encompassing living, dining, and kitchen--opens to two-story lakeside decks, as do the sunroom and primary bedroom, and rooms below. Two guest bedrooms and another full bath complete the main level, which also features two built-in A/C

    Timothy Lovett COMPASS MASSACHUSETTS , LLC GB

    147 Hupi Rd, Monterey, MA 01245
  • /43

    $785,000

    • 4 Beds
    • 2.5 Baths
    • 2,490 Sq Ft

    617 Main Rd, Monterey, MA 01245

    This fully restored and updated 4-bedroom, 3-bath 1850s farmhouse offers timeless charm in a serene Berkshire setting with deeded access to Lake Garfield. Surrounded by mature perennial gardens, stone walls, and extensive landscaping, the property features a large deck with hot tub and outdoor shower, overlooking a mountain view and a picturesque brook with stone steps and a footbridge. Inside,

    Lauren Molk ELYSE HARNEY REAL ESTATE

    617 Main Rd, Monterey, MA 01245
  • /36

    $850,000

    • 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
  • /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
  • /27

    $385,000

    • 3 Beds
    • 1 Bath
    • 872 Sq Ft

    26 Pine St, Great Barrington, MA 01230

    LAKE BUEL, NEW MARLBOROUGH COTTAGE!For the past 60 years this cottage has been a source of joy for the same family, now it is your turn. Affordable, simple, rustic three season cottage with deeded access to the lake. Well loved and nicely maintained, with updated kitchen, and a beautiful stone fireplace for those chilly evenings. Nice open plan Living/Dining area. Relax on the Deck or gather

    Helen Mullany HELEN MULLANY REAL ESTATE, LLC

    26 Pine St, Great Barrington, MA 01230
  • /35

    $468,000

    • 2 Beds
    • 1 Bath
    • 660 Sq Ft

    25 Pine St, New Marlborough, MA 01230

    LAKE LIVING DONE RIGHT! Year round retreat in the Lake Buel Community. Thoughtfully designed spaces, cozy & unpretentious. The living area, comfortable for family & guests, has vaulted ceiling and Gas Fireplace, making this home just as inviting in the cooler months. Kitchen is functional, attractive and updated. Simple lines, wainscoting, wood floors, ductless A/C units. The Sunroom is perfect

    Helen Mullany HELEN MULLANY REAL ESTATE, LLC

    25 Pine St, New Marlborough, MA 01230
  • /28

    $695,000

    • 3 Beds
    • 1.5 Baths
    • 1,500 Sq Ft

    51 Downs Rd, Great Barrington, MA 01230

    LAKE HOME IN NEW MARLBOROUGH MA 4 season home with /WATER VIEWS of LAKE BUEL....this home is 3 bedrooms and 1.5 baths, new propane gas boiler and water heater, many new windows, private well and septic....2 large decks, screen porch, fireplace, wood floors, washer/dryer, vinyl siding, eat-in kitchen, oversized two-car garage with second-floor loft area.Access to a shared deeded row to a dock

    Patrice Melluzzo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    51 Downs Rd, Great Barrington, MA 01230

Why Live in Monterey

Monterey, MA, nestled in the southern Berkshires, is a mountain town known for its natural beauty and strong community ties. The area boasts numerous hiking trails and fishing lakes, including the popular Lake Garfield, which offers year-round activities such as swimming, kayaking, fishing, and ice skating. Beartown State Forest provides 12,000 acres for hiking, camping, mountain biking, and winter sports. Monterey's housing market features early 20th-century cottages and lakefront properties, with many being converted into larger year-round homes. The Southern Berkshire Regional School District, which includes Mount Everett Regional School, is noted for its smaller class sizes and individual attention. Residents often travel to nearby towns like Lee and Great Barrington for shopping and dining, with Great Barrington offering a variety of bakeries, cheese shops, and international cuisine. Cultural attractions are abundant, with the Boston Symphony Orchestra's summer home at Tanglewood in Lenox, just 15 miles north, and local art exhibitions at the Monterey Library. Despite its rural charm, Monterey is car-dependent, with main roads like Route 23 and Route 57 connecting to larger highways. The town is about 50 miles west of Springfield and 20 miles south of Pittsfield.

Home Trends in Monterey, MA

Housing Trends

Median Sale Price
$1,075,000
Median Single Family Sale Price
$2,399,990
Average Price Per Sq Ft
$410
Number of Homes for Sale
3
Last 12 months Home Sales
6
Months of Supply
6.00
Median List Price
$2,399,990
Median Change From 1st List Price
11%
Median Home Sale Price YoY Change
156%
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