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Monterey, Massachusetts: Country Homes, Houses, and Rural Real Estate

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$1,499,000 140.75 acres 3 Beds | 2 Baths | 2379 sqft
540 MAIN Rd, Monterey, MA 01245 - Berkshire County

140.75 acres Monterey, MA

This outstanding 140+ acre property, with a picturesque 2,379SF Cape, is located very close to the center of Monterey, a terrific Southern Berkshire County Community. Several well-maintained outbuildings add to the utilitarian value of this expansive one-of-a-kind property, which is coming to the market for the first time in decades.
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$1,100,000 2 acres 5 Beds | 4 Baths | 4376 sqft
79 Hupi Rd, Monterey, MA 01245 - Berkshire County

2 acres Monterey, MA

Come and enjoy the perfect Berkshire home with 180 degree views of the Berkshire hills and beyond.So much more to be appreciated by all with a chefs' kitchen,soaring ceiling with loads of natural light.Whether it's a wonderful dinner party in large open socialization areas or off to enjoy Lake Garfield, this property has it all! Additional waterfront parcel next door also for sale-see MLS# 215093.
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$935,000 2 acres 5 Beds | 5 Baths | 3515 sqft
611 Main Rd, Monterey, MA 01245 - Berkshire County

2 acres Monterey, MA

This immaculate contemporary is a gem, with a breathtaking setting overlooking the length of Lake Garfield. The bright, beautiful, 5-bedroom home features many recent renovations including a sleek modern kitchen, sunroom, first floor en-suite master, marble bathrooms, and 50-yr roof. In addition to the gorgeous views,
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$899,000 3.37 acres 4 Beds | 5 Baths | 3745 sqft
104 Fairview Rd, Monterey, MA 01245 - Berkshire County

3.37 acres Monterey, MA

Natural light floods this open floor plan contemporary home. Relaxing views for you and guests to enjoy, private setting across from Beartown State forest, yet just minutes to Great Barrington.
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$875,000 22.14 acres 4 Beds | 4 Baths | 4344 sqft
140 Beartown Mountain Rd, Monterey, MA 01245 - Berkshire County

22.14 acres Monterey, MA

FABULOUS MONTEREY CONTEMPORARY ON 22 VERY PRIVATE ACRES JUST MINUTES TO LAKE GARFIELD AND THE VILLAGE.This home has it all, sun filled rooms, glass doors from a first floor master and living area to a stone patio surrounding a gunite pool with perennial gardens, a large kitchen opens to a heated sun room. The living Room has a cathedral ceiling and a fireplace is there as well as in the master.
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$850,000 2.1 acres 5 Beds | 5 Baths | 4832 sqft
72 Beartown Mountain Rd, Monterey, MA 01245 - Berkshire County

2.1 acres Monterey, MA

Among Montereys first homes, with records dating back to 1750. Originally built as a Greek revival, today resembling the classic farm house. With a total of 6+ bedrooms, 4 full baths and a interior connected full guest home. Many amenities including fireplaces, wood stoves,library and formal dining room. Ample space for family & friends in this amazing remodeled 4800sf home. Walk to Lake Garfield
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$649,900 2.01 acres 4 Beds | 3 Baths | 2470 sqft
111 Hupi Rd, Monterey, MA 01245 - Berkshire County

2.01 acres Monterey, MA

Pristine Gem. A rambling 4 bedroom, 2.5 bath contemporary home surrounded by nature's finest.Just 5 minutes to Monterey Village.Open plan living with cathedral ceiling, a fieldstone fireplace, lots of glass overlooking Lake Garfield with public access for swimming, boating and fishing. First Floor Master Suite. French glass doors to a large deck and another set to a screened porch. See Supplemet
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$525,000 3.87 acres 4 Beds | 3 Baths | 2836 sqft
221 Beartown Mountain Rd, Monterey, MA 01245 - Berkshire County

3.87 acres Monterey, MA

DRASTIC PRICE REDUCTION. This unique home is a gorgeous, super-chic retreat on a beautiful country road. A Manhattan designer has thoroughly renovated this former screw factory. It features bright, beautiful, radiant-heated living areas. Two propane fireplaces provide heat and ambiance. Two ensuite bedrooms, beautiful bathrooms w/ stylish fixtures. Stunning in-ground pool area for entertaining...
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$459,000 2.76 acres 3 Beds | 2 Baths | 2191 sqft
141 Main Rd Rd, Monterey, MA 01245 - Berkshire County

2.76 acres Monterey, MA

Look no further you've found it all in this move in ready,fine and lovingly maintained,spacious home w/stunning four season sun room.Your own 2+ acres with 75 acres of state forest surround you in a private community w/tennis steps from your door and gorgeous Stevens Lake for kayaking and canoeing.All the above w/Great Barrington minutes away and low Monterey taxes means your home search is over.
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$459,000 2.76 acres 3 Beds | 2 Baths | 2191 sqft
141 Main Rd Rd, Monterey, MA 01245 - Berkshire County

2.76 acres Monterey, MA

Look no further you've found it all in this move in ready,fine and lovingly maintained,spacious home w/stunning four season sun room.Your own 2+ acres with 75 acres of state forest surround you in a private community w/tennis steps from your door and gorgeous Stevens Lake for kayaking and canoeing.All the above w/Great Barrington minutes away and low Monterey taxes means your home search is over.
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$429,000 16.72 acres 4 Beds | 2 Baths | 1499 sqft
51 Main Rd, Monterey, MA 01245 - Berkshire County

16.72 acres Monterey, MA

This Cape is beautifully situated on 16 acres, well off the road with southerly mountain views, a picturesque pond, & fruit trees. The main floor includes a living room with oak floors & fieldstone fireplace, a first-floor bedroom, office/bedroom, & bathroom. The second floor has two additional bedrooms & full bathroom. Minutes to Butternut Ski Area, Lake Garfield and downtown Great Barrington.
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$399,000 2 acres 3 Beds | 2 Baths | 2664 sqft
519 Main Rd, Monterey, MA 01245 - Berkshire County

2 acres Monterey, MA

Truly one of a kind! Beautiful mix of vintage and new,tastefully,artistically designed and re-imagined early 20th cent.homestead on 2 acres w/all new bones.Open center kitchen,large spaces w/cozy nooks,skylights above,dark and light wood.Options abound w/professional carpenters workshop building,fantastic garden shed and hobby farm ready.Perfectly located. Walk to Monterey General Store.
$350,000 6.28 acres 3 Beds | 1 Bath | 1584 sqft
402 Main Rd, Monterey, MA 01245 - Berkshire County

6.28 acres Monterey, MA

In the center of the village of Monterey, this charming house has surprising space and light. Set on over 6 beautiful scenic acres. Large added back space has tall windows that showcase a picture perfect view of the long spacious yard. Enjoy the oversized lower level family room with pellet stove. Large deck for outdoor dining & lounging. Walk to the general store or stroll to Lake Garfield.
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$325,000 8.74 acres 3 Beds | 3 Baths | 1980 sqft
660 Main Rd, Monterey, MA 01245 - Berkshire County

8.74 acres Monterey, MA

Architecturally designed 3BR,3 full bath country contemporary on over 8 acres. Open living room/kitchen floor plan and separate dining room with wood burning fireplace. Loft; Beautiful master bedroom wing with full bath, walk-through closets and dressing room. Lower level has 2 guest rooms, full bath and sitting area. Attached garage. Recent structural improvements and new deck. A great value!
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$265,000 6.6 acres 2 Beds | 2 Baths | 720 sqft
230 Beartown Mountain Rd, Monterey, MA 01245 - Berkshire County

6.6 acres Monterey, MA

Rare and private 6.6 acre lot in Monterey with original 1950's family cottage.Use as a get away now with large stone fireplace or create your own special home on expansive and desirable Beartown Mountain Rd location. Minutes to downtown Monterey and Great Barrington. Needs New Septic System. Being Sold AS IS.