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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Monterey MA

10 Buckingham Ln, Monterey, Massachusetts 01245

Get lakeside ready for summer 2023 in this wonderful contemporary home with views over Lake Garfield. Situated across the little private road from the lake on Buckingham Lane, this home has nearby water access for your kayaks, paddle boards or jet ski's, etc., and a place to moor your motor or sailboat. The three-level home has wood floors and windows galore for lots of light all day long.
MLS Number 239905

Monterey MA

3 Lakeside Ave, Monterey, Massachusetts 01245

LAKE GARFIELD WATERFRONT three bedroom two bath four-season contemporary home with southwest-facing views over the main lake to the sunset beyond. A boardwalk leads from the house down to the waterfront deck and dock where one can enjoy all day sunshine and deep water swimming. The open kitchen and living room lead to a large deck facing the water.
MLS Number 239814

Monterey MA

0 Beartown Mountain Rd, Monterey, Massachusetts 01245

A terrific mostly level building parcel on the corner of Beartown Mountain Road and Hupi Road, in an area of lovely homes nearby Lake Garfield, which is just a stroll or bike ride away. A stream borders the property on the west side and there's a lovely quality of light throughout the property.
MLS Number 239729

Monterey MA

91 Pixley Rd, Monterey, Massachusetts 01245

A great location in Monterey across from Lake Buel and only five minutes to Great Barrington. This home, in need of renovation, is the perfect project for the ''house flip'' enthusiasts or for someone to make their own. With a great flow and hardwood floors throughout, the house just needs some imagination and love.
MLS Number 239508

Monterey MA

85 Main Rd, Monterey, Massachusetts 01230

TERRIFIC COUNTRY LIVING in idyllic Monterey with low real estate taxes and easy access to both Lake Garfield and Lake Buel. Butternut Ski Area is only 5 minutes away. 8 minutes to downtown Great Barrington. This Timber Frame (open floor plan) contemporary home features beautiful (wide-plank) pine wood floors, a cathedral ceiling Great Room, and a bonus Sleeping Loft area.
MLS Number 239478

Monterey MA

6 Bidwell Rd, Monterey, Massachusetts 01245

WATERFRONT......This dramatic 6,000 sq ft Contemporary on Lake Garfield has an open living plan with a main level primary en suite and 3 generous guest bedrooms, an eat-in solarium kitchen and a living room with three sides of glass to take in the view seen from most rooms. 5+ acres of landscaped & manicured grounds, beautiful stonework and mature trees for lakeside privacy.
MLS Number 239340

Monterey MA

140 Main Rd, Monterey, Massachusetts 01245

A Slice of Heaven! Lakefront Contemporary! This house has it all. Two lots comprising 5+/- acres with frontage on Stevens Lake. 4 bedrooms, 4 baths, 2 fireplaces, media room with wet bar, temperature controlled wine cellar, sauna, 2 wood burning fireplaces, gourmet kitchen, screen porch. Exquisite, mature landscaping, koi pond, community tennis court and, fiber connect! First time on the market.
MLS Number 239332

Monterey MA

67 Fairview Rd, Monterey, Massachusetts 01245

Outstanding Home set on 31+ spectacular and serene very private acres (surrounded by protected lands). Seeing is believing. This light-filled property boasts a true gourmet eat-in kitchen (with top of the line appliances), a walk-in pantry, 4 spacious bedrooms, 3 full baths, and an open floor plan for the family room, living room, and nicely appointed dining room.
MLS Number 239059

Monterey MA

0 Pixley Rd, Monterey, Massachusetts 01245

ATTENTION LAKE ENTHUSIASTS! Level building parcel across from Lake Buel and the Lake Buel 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.
MLS Number 238745

Monterey MA

Lot 32 Mount Hunger Rd, Monterey, Massachusetts 01245

This parcel is located on a beautiful country road directly across from protected Beartown State Forest land. The partially cleared lot is level and features a charming stone wall at the entrance of the property. Perc test and three-bedroom septic design have been done. Seller/contractor consulting is available for build.
MLS Number 238644

Monterey MA

15 Norwalk Acres Rd, Monterey, Massachusetts 01245

Enjoy peace and quiet in this lovely country retreat tucked away in the woods of Monterey, yet conveniently close to Southern Berkshire cultural attractions. This handsome home is filled with natural light and boasts an efficient open floor plan. The focal point of the main living area is a beautiful fieldstone surround for the wood stove which soars to the second floor.
MLS Number 238506

Monterey MA

0 Norwalk Acres Rd, Monterey, Massachusetts 01245

Beautiful wooded parcel close to the town center yet on a private road surrounded by natural beauty. Biking, swimming, hiking and skiing minutes away. Close to Lake Garfield.
MLS Number 238214
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