Communities – Monterey

In it’s history the town was mostly known for its sawmills, but today it is a rural community, known more for its recreational areas in the state forests and along Lake Garfield. Much of the northwest corner of town is dominated by Mount Wilcox and the lower portion of Beartown State Forest. The state forest is crossed by the Appalachian Trail, which crosses from Great Barrington, below the peak of the mountain and on to Sky Hill in Tyringham.

Search new real estate in the Berkshires town of Monterey, MA. Discover hundreds of current listings, including lakeside homes, luxury estates, and residential land. Love what you see? Register with us to save your favorites, and receive notifications when similar properties are listed. Contact us to see any of the homes below!

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42 Sandisfield Rd, Monterey, Massachusetts 01245

Residential For Sale

1Bedroom(s)
1Bathroom(s)
23Picture(s)
759Sqft
This absolutely adorable and immaculate small house includes a stunning 4 season Porch, open living area with Cathedral Ceiling, one bedroom and one full bath Also included is 2 car garage, all privately located on 4 cleared and wooded acres within about a mile from downtown Monterey and within a short distance from Lake Garfield.
$395,000

Hupi Rd, Monterey, Massachusetts 01245

Land For Sale

8Picture(s)
6.35Acre
6.35-acre parcel located only 8 miles (11 minutes) from Rt. 7 in Great Barrington. Enjoy low Monterey taxes while being within walking distance to beautiful Lake Garfield. Flat, dry, almost perfectly square parcel on a private wooded lot in a great neighborhood. Create your own secluded paradise in the Berkshires.
$255,000

6 Beartown Mountain Rd, Monterey, Massachusetts 01245

Residential For Sale

4Bedroom(s)
3Bathroom(s)
44Picture(s)
3,944Sqft
Lake Farm is a remarkable and historic home with nearby access to Lake Garfield and within walking distance to both the town beach and the village center. Beloved by the current owners who relocated to the UK, Lake Farm was typically filled with visiting guests and generations of family and local friends enjoying Berkshire summers by the lake and winters on the slopes.
$1,750,000

19 Laurel Banks Ln, Monterey, Massachusetts 01245

Residential For Sale

3Bedroom(s)
2Bathroom(s)
29Picture(s)
1,340Sqft
LAKE BUEL COTTAGE. Sweet, move-in-ready, 3 bedroom, 2 bath home just a short walk to your deeded waterfront access with plenty of room to enjoy the lake and for storing your kayaks and other water toys. Updated kitchen and baths, wood floors, main-floor bedroom, new wood burning fireplace insert and sunroom make this lake house a wonderful place to gather with friends and family.
$475,000

10 Stevens Lake Rd, Monterey, Massachusetts 01245

Residential For Sale

3Bedroom(s)
2Bathroom(s)
4Parking(s)
22Picture(s)
2,177Sqft
Impeccable Turn Key Home on a spectacular property in Monterey. 3 Bedrooms & 2 baths, plus, a spacious home office that can be converted into an in-law suite. Bright and sunny inside & complete privacy outside. The property is surrounded by woods, offering true peace, relaxation & tranquility. Large trex deck w/ hot tub - perfect for entertaining friends and family.
$695,000

39 Pixley Rd, Monterey, Massachusetts 01230

Residential For Sale

3Bedroom(s)
3Bathroom(s)
31Picture(s)
2,482Sqft
Well built 2003 Contemporary home with views of Lake Buel. Located near the public boat launch this home has it all. Cathedral ceiling living room off the centrally located kitchen expansive decks allow for relaxation and outdoor entertaining. 3BR and 2.5BA with an entire radiant heated walk out lower level that could allow for even more living/guest space.
$699,000

112 Tyringham Rd, Monterey, Massachusetts 01245

Residential For Sale

3Bedroom(s)
2Bathroom(s)
17Picture(s)
2,250Sqft
Love me! Restore me! I am just steps from Lake Garfield Beach in the beautiful town of Monterey. I can't lie, I am going to need a complete overhaul. My Well and Septic are not functioning, as well. That will be your responsibility.
$299,000

870 New Marlborough Monterey Rd, New Marlborough, Massachusetts 01230

Residential For Sale

4Bedroom(s)
2Bathroom(s)
22Picture(s)
1,892Sqft
Make your own secluded oasis. Raised ranch home with great open floor plan and yellow pine wood floors. 1st floor master bedroom with master bath and tons of closet space. Additional bedroom and office/den with full bath also on 1st floor, 2 finished rooms and laundry on the lower level. 21.5 acres of land gives you privacy and endless opportunities.
$395,000

0 Beartown Mountain Rd, Monterey, Massachusetts 01245

Land For Sale

11Picture(s)
77.17Acre
This 77 acre parcel is ideally wedged between conserved land on 3 sides, offering a continued future of privacy. Located on desirable Beartown Mountain Rd, the land is only minutes from the charming town center and Monterey market. Lake Garfield, a 275 acre Lake and Monterey town treasure is also only a half mile from the town center.
$625,000

76 Cronk Rd, Monterey, Massachusetts 01245

Land For Sale

10Picture(s)
3.02Acre
On a quiet country road, minutes from the General Store in Monterey, is this building lot with stone walls and seasonal pond views across the road. Cleared house site. Stamped 4 Bedroom septic design in hand, and a curb is in. See also under Documents.
$105,000

0 Pixley Rd, Monterey, Massachusetts 01245

Land For Sale

4Picture(s)
3.50Acre
ATTENTION LAKE ENTHUSIASTS! Level building parcel across from Lake Buel and it's Boat Ramp. Significantly under the assessed value of $142,000. Centrally located near Great Barrington, Ski Butternut, and all Berkshire attractions. Low, low Monterey Taxes.
$95,000

6 Lime Rock Ln, Monterey, Massachusetts 01245

Residential For Sale

3Bedroom(s)
2Bathroom(s)
30Picture(s)
2,357Sqft
This property enjoys almost complete privacy nearby the village center and deeded rights to a shared waterfront parcel on coveted Lake Garfield. It's just a short stroll to either the association lake lot or the town beach.
$675,000
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