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Monterey MA Homes for Sale

Monterey is a tiny, charming community featuring large land parcels and beautiful waterways. The Monterey General Store is the heart of this charming town, and its no wonder why with it’s back deck where you can enjoy a cup of coffee while you listen to the babbling brook. In addition to the General Store, you will also find a library, post office, town hall, and church. Monterey is also home to a number of well-preserved historic buildings, adding to its charm.

Browse current homes for sale in Monterey, MA. Don't hesitate to contact us with any of your questions.

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185 BEARTOWN MOUNTAIN, Monterey, MA 01245

Price$4,500,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 220508

  • Listings
  • Beds 4
  • Baths 4
  • Sq Ft 4160
  • Acres 35.11

Casually elegant and beautiful shingled eco-luxury mountaintop home with rare and extraordinary protected southerly long-range views, abutting 12000 acre Beartown State Forest. Carefully and exquisitely crafted, the gracious rooms feature four fireplaces with a hefty stone central core, mahogany windows and doors, and radiant heated wood floors. The horse barn has three generous stalls, a tack room, and caretaker's quarters. Horses enjoy organic pastures and an outdoor arena that could easily be a tennis court. The private setting and views are unmatched in the southern Berkshires, and the quality of construction speaks for itself.

Listing courtesy of Timothy Lovett of BERKSHIRE PROPERTY AGENTS

Berkshire Property Agents
12 Railroad Street
Great Barrington MA, 01230
Office: 413-528-6800

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.65% last updated on 2018-09-20

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

50 Mt Hunger Estates, Monterey, MA 01245

Price$2,750,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 222124

  • Listings
  • Beds 7
  • Baths 5
  • Sq Ft 5700
  • Acres 16.53

THREE-STATE SOUTH WESTERLY VIEW over Lake Garfield to the Catskill range all the way on the other side of the Hudson River. Built on a mountaintop and down a long gated drive, this seven-bedroom, five-bath, 5700sf Contemporary home in Monterey, MA enjoys ultimate privacy on over 16 acres. Enter a two-story great room and be immediately knocked out by the view, possibly the best from any home in the southern Berkshires. The generous first floor master suite has an office library, and there are two more bedrooms on the main floor. Guests have their own floor with four bedrooms, two baths, and a second kitchen and family room, all with the same panoramic vistas. Five fireplaces, two-car attached garage, and separate two-car garage for county and lake toys. The ultimate mountainside lodge.

Listing courtesy of Timothy Lovett of BERKSHIRE PROPERTY AGENTS

Berkshire Property Agents
12 Railroad Street
Great Barrington MA, 01230
Office: 413-528-6800

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.65% last updated on 2018-09-20

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

11 Wellman, Monterey, MA 01245

Price$1,895,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 224288

  • Listings
  • Beds 4
  • Baths 4
  • Sq Ft 3710
  • Acres 15.49

FIDDLETOP, MONTEREYAn elegant, iconic Berkshire estate located on a country lane in prime Monterey. The driveway takes you past open fields and towering oak and maple trees up the rolling hillside to the most perfect setting in the Berkshires. Distant views stretch out from the pool and beautifully landscaped grounds. Generous public rooms including a living room with wood-burning fireplace and French doors opening on to a stone floor 3 season porch, formal dining room with wood-burning fireplace, guest bath, butler's pantry, period kitchen with arched windows, a master suite with two full baths, guest suite with distant views, and two additional bedrooms. Renovate the guest suite in the detached garage for additional room. An extraordinary property and setting with limitless potential.

Listing courtesy of L. Chapin Fish of BROCKMAN REAL ESTATE, LLC

Berkshire Property Agents
12 Railroad Street
Great Barrington MA, 01230
Office: 413-528-6800

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.65% last updated on 2018-09-20

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

527 Main, Monterey, MA 01245

Price$1,595,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 218925

  • Listings
  • Beds 3
  • Baths 3
  • Sq Ft 3245
  • Acres 5.8

Lake Life! Lake Garfield home cantilevered over the lake. Lots of decks and glass.

Listing courtesy of John Delmolino of BERKSHIRE REAL ESTATE CONNECTIONS

Berkshire Property Agents
12 Railroad Street
Great Barrington MA, 01230
Office: 413-528-6800

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.65% last updated on 2018-09-20

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

141 Stevens Lake, Monterey, MA 01245

Price$1,490,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 222148

  • Listings
  • Beds 6
  • Baths 6
  • Sq Ft 6300
  • Acres 14.99

WATERFRONT ON STEVENS LAKE WITH STUNNING WATER VIEWS. Entertain in style in the beautifully appointed dream kitchen with custom cherry cabinets, granite counters, a walk in pantry, Viking range, and Subzero refrigerator. The beautiful open plan great room with 20ft ceilings has a wall of windows overlooking the water and mountains beyond. Central air, a beautiful fireplace, skylights, a three season screened porch, wood floors, first floor master with glorious bath and 2 walk in closets, 6300 square feet of living with 6 bedrooms and 6.5 baths. The above ground lower level is finished. There is an oversized two car garage. Just minutes to downtown Great Barrington, Lake Garfield, Beartown State Forest and all that Berkshire County has to offer.

Listing courtesy of Maureen White Kirkby of BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY

Berkshire Property Agents
12 Railroad Street
Great Barrington MA, 01230
Office: 413-528-6800

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.65% last updated on 2018-09-20

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

27 Stevens Lake, Monterey, MA 01245

Price$1,299,500The price has recently decreased

Est. Mortgage: $/month

MLS Number 222454

  • Listings
  • Beds 5
  • Baths 5
  • Sq Ft 3580
  • Acres 2.11

STEVEN'S LAKE WATERFRONT! Perched on a knoll overlooking a serene body of water, this beautifully appointed home has commanding views of nature at its best! Offering 5 + bedrooms, 5 baths, dramatic great room with vaulted ceiling and stone fireplace, renovated kitchen, all orientated to a wraparound deck and an inviting screen porch. The lower level offers a spacious family room. HV/AC have been updated. Steven's Lake is a private community and a non motor boat lake with tennis court and is located 10 minutes from downtown Great Barrington.

Listing courtesy of Mandy Victor-Pieczarka and Scott W. Sawyer of STONE HOUSE PROPERTIES, LLC

Berkshire Property Agents
12 Railroad Street
Great Barrington MA, 01230
Office: 413-528-6800

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.65% last updated on 2018-09-20

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

170 GOULD, Monterey, MA 01245

Price$1,200,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 223800

  • Listings
  • Beds 5
  • Baths 5
  • Sq Ft 4788
  • Acres 13.76

A light, bright, very private contemporary country home, with an exquisite approach, on almost 14 acres of rolling meadows; featuring its own private swimming/trout pond, beach and dock. High ceilings and massive windows prevail, plus a 12 month glass porch, all overlooking a gorgeous setting. Designed for a large family, it offers an oversized master BR down, 3BRs + office upstairs and small gym on a lower level. Additional spacious guest apartment, with another master BR, bath and 2nd living room, can be an income producing rental, if desired. Located near skiing, hiking trails, the Monterey town beach boat ramp at Lake Garfield, and all the terrific Berkshire cultural venues. Many amenities; Verizon internet.

Listing courtesy of Timothy Lovett of BERKSHIRE PROPERTY AGENTS

Berkshire Property Agents
12 Railroad Street
Great Barrington MA, 01230
Office: 413-528-6800

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.65% last updated on 2018-09-20

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

540 MAIN, Monterey, MA 01245

Price$1,099,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 212666

  • Listings
  • Beds 3
  • Baths 2
  • Sq Ft 2379
  • Acres 140.75

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.

Listing courtesy of George Cain of WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

Berkshire Property Agents
12 Railroad Street
Great Barrington MA, 01230
Office: 413-528-6800

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Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.65% last updated on 2018-09-20

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

57 Art School, Monterey, MA 01245

Price$1,090,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 224294

  • Listings
  • Beds 6
  • Baths 5
  • Sq Ft 4468
  • Acres 8.94

This expanded custom stone Contemporary Post and Beam home, is sited in a private meadow on 8.94 acres in the beautiful Monterey countryside. The 5-bedroom, 4500 square foot residence has a high level of craftsmanship in a classic Berkshire Post and Beam vernacular designed for modern living. The large chef's kitchen has an open floor plan with soaring ceilings and a wall of windows overlooking the Gunite pool and lush acres. The rooms transition in size from intimate dining and office to the large great room, and include full wet bar. The first floor master has two walk in closets and a bath you dream about. A recreation area with family room, exercise area, and game room are on the lower level with another bedroom and full bath.

Listing courtesy of Maureen White Kirkby of BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY

Berkshire Property Agents
12 Railroad Street
Great Barrington MA, 01230
Office: 413-528-6800

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Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.65% last updated on 2018-09-20

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

16 Bidwell, Monterey, MA 01245

Price$795,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 219857

  • Listings
  • Beds 3
  • Baths 2
  • Sq Ft 2081
  • Acres 1.2

The best of Berkshire waterfront living awaits your family in this wonderfully sited, invitingly and attractively contemporarized 'memory-making' year-round 3-bedroom+, 2 bath family lake house. Spacious deck overlooking the water; open plan living/dining/country kitchen wood-stove-warmed. Privately set on over an acre with a beach and dock at the water's edge of crystal clear, much-desired Lake Garfield. Visit today; love it for a lifetime!

Listing courtesy of Nancy K. Kalodner and Henry A Hagenah of COHEN & WHITE ASSOCIATES

Berkshire Property Agents
12 Railroad Street
Great Barrington MA, 01230
Office: 413-528-6800

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.65% last updated on 2018-09-20

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

72 Beartown Mountain, Monterey, MA 01245

Price$785,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 223602

  • Listings
  • Beds 5
  • Baths 5
  • Sq Ft 4832
  • Acres 2.1

Very unique, splendidly updated family compound/legal 2-family with income producing opportunity, a magical place surrounded by lovely gardens, located on an enchanted country lane in Monterey, MA. Walk to the Lake Garfield sandy beach, Hike the trails in Beartown State Forest, Ski Butternut and enjoy all that Great Barrington, Stockbridge and Lenox offer; restaurants, shops, galleries, all within a short drive. This very special property consists of 2 attached homes plus oversized 2-car garage; the larger historic home, together with the classy newer addition, both homes updated to today standard and maintained with extraordinary touch of class. The price has recently been reduced, including a brand new, 5br Septic System, financed by the seller from proceeds of the sale.''Virtual Tour''.

Listing courtesy of Dagmar Kubes of BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY

Berkshire Property Agents
12 Railroad Street
Great Barrington MA, 01230
Office: 413-528-6800

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Do not fill in this field:

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.65% last updated on 2018-09-20

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Monterey, MA 01245

Price$599,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 224179

  • Listings
  • Beds 4
  • Baths 2
  • Sq Ft 1760
  • Acres 22.02

22 ACRES WITH THE VACATION HOME YOU ALWAYS DREAMED OF. Imagine summers relaxing on your screened porch or sipping a cool drink on your front porch. Winters skiing at Berkshires favorite ski area, Eight minutes away.Then coming home and warming up by the wood burning fireplace.Lot's of room fro family and friends. This home nestled on 22+ acres of land set away from road for privacy yet only eleven minutes to Great Barrington.

Listing courtesy of Anita Schilling of WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

Berkshire Property Agents
12 Railroad Street
Great Barrington MA, 01230
Office: 413-528-6800

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Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.65% last updated on 2018-09-20

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.