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Great Barrington MA Homes for Sale

Great Barrington, MA is a beautiful town has a lot to offer so whether you're looking for a full-time residence or vacation/second home, make Great Barrington your new home. We specialize in representing buyers and sellers in Great Barrington and all of Berkshire County.

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

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20 Berkshire Heights, Great Barrington, MA 01230

Price$3,850,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 223462

  • Listings
  • Beds 6
  • Baths 7
  • Sq Ft 7500
  • Acres 3.17

Complete 2012 rebuild and seamless expansion of a gracious home on The Hill in Great Barrington, into a stunning timeless and modern Federal estate, perched on a notable parcel with a barn and private spa pool. No detail was overlooked inside or out from custom everything to geothermal heating and cooling. Too many amenities to list, including central A/C, full house generator, Pella true divided light windows throughout, Rocky Mountain hardware, Lutron lighting, spray foam insulation, double insulated floors, and most all of the house has radiant heated floors and of course state-of-the-art mechanicals. The three acres are beautifully landscaped and include a spa pool with a waterfall and auto cover, bocci court, invisible dog fence, a seasonal stream, and a barn. Walk to town.

Listing courtesy of Tim 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: 4.53% last updated on 2018-08-16

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

450 Monterey, Great Barrington, MA 01230

Price$3,100,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 221283

  • Listings
  • Sq Ft 40175
  • Acres 37.72

MOTIVATED SELLER (s) 12 parcels 33 acres in Gt.Barrington, MA on North & South sides of (Rt#23 E) Monterey Rd w/ a combined frontage of 2604 ft. Formerly a campus including housing, classrooms, athletic fields, buildable land & existing fiber connectivity it is zoned residential (R-2) which by right include single family dwellings, government owned or non-profit educational facilities, municipal parks, agricultural uses & swimming pools. Uses allowed by special permit include two-family dwellings, lodging houses, private schools, summer camps, country clubs, and professional buildings. Easily accessible in the heart of Southern Berkshire County three miles from downtown Gt. Barrington this property being sold ''as is''.

Listing courtesy of Christian Deckert and Deborah Levinson 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: 4.53% last updated on 2018-08-16

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

11 Londonderry, Great Barrington, MA 01230

Price$1,999,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 222322

  • Listings
  • Beds 8
  • Baths 10
  • Sq Ft 5074
  • Acres 13.2

Extraordinary home, minutes from Great Barrington and all Berkshire activities. Expansive Living Room with Bar and Fireplace. Built for entertaining. Large Dining Room w/gourmet Kosher Kitchen that boasts 2 refrigerators, 2 dishwashers, 2 ovens and a large granite prep area. Master bedroom suite on the main floor with tremendous Master Bath and plenty of storage. Two guest wings offer 6 additional Bedrooms and 5 full Baths. 2 Laundry rooms, one the main floor and one on the second floor. The lower level sports a Home Gym, Billiard Room, office and play area with an additional Bedroom and 2 full Baths. The yard features an in-ground Pool with Pool House and Basketball Court. All have been carefully woven into the natural surroundings with mountain views. 3 bay Garage with custom storage.

Listing courtesy of Maggie C Merelle and Steven J. Weisz 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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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.53% last updated on 2018-08-16

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

280 DIVISION, Great Barrington, MA 01230

Price$1,700,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 218213

  • Listings
  • Beds 7
  • Baths 6
  • Sq Ft 6080
  • Acres 5.61

Affording the perfect combination of privacy and luxury, this fabulous Contemporary is an outstanding choice for the Berkshires. It's stunning interior with 7 bedrooms, 5 baths and powder room, includes a guest wing with separate entrance, uniquely suitable for a professional in-home office. The luxurious master bedroom features his and her bathrooms en suite. Situated on beautiful, professionally landscaped five plus acres, spacious decking and a dramatic gunite pool, this home is just a few short miles from town and is a convenient location for all the Berkshires offers.

Listing courtesy of Steve Erenburg 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: 4.53% last updated on 2018-08-16

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

180 North Plain, Great Barrington, MA 01230

Price$1,700,000The price has recently decreased

Est. Mortgage: $/month

Pending

MLS Number 205527

  • Listings
  • Beds 17
  • Baths 5
  • Sq Ft 4926
  • Acres 82

Beautiful old farms combined on 82 rolling acres. Two antique houses now converted to five rental apartments. Indoor riding ring and 10 stall horse barn. Fabulous views. Abuts the Housatonic. Industrially zoned so could be used for business as well. Excellent location just minutes from the center of Great Barrington.

Listing courtesy of C. Randolph Thunfors 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: 4.53% last updated on 2018-08-16

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

317 Long Pond, Great Barrington, MA 01230

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

Est. Mortgage: $/month

MLS Number 221844

  • Listings
  • Beds 4
  • Baths 3
  • Sq Ft 3008
  • Acres 1.02

This unique modern home, designed by an award winning architect, blends open living space, quality materials and construction with convenience for today's families.Ceiling to floor windows offer spectacular views of lake from every room. 200 feet of water frontage and private dock.Enter through a nine foot door to a foyer with a custom floating stairway. First floor features open living, dining and chefs kitchen, two bedroom and full bathroom. 2nd floor houses master bedroom/bath and a 2nd bedroom en suite. A family/ media room allow space for privacy or family and friends to gather. High speed and cable connection. All located minutes from the heart of great barrington, ski areas and cultural events.The home of your dreams awaits you.Over sized garage.More details in docume

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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Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.53% last updated on 2018-08-16

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

10 Haley, Great Barrington, MA 01230

Price$1,500,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 223182

  • Listings
  • Beds 4
  • Baths 3
  • Sq Ft 4092
  • Acres 2.16

A rare opportunity to own two acres with breathtaking mountain views, in a prime location on The Hill. This comfortable, one-of-a-kind home is perfectly sited with westerly views from every room, and its views are protected by conservation land across the street. Radiant floors throughout the first floor, lower level & garage. Built by the current owners in 2000 and has been lovingly and carefully maintained, this wonderful home features a first-floor open plan with fireplace and four-season porch, cook's kitchen, and master suite, and spacious attached garage, while the walk-out lower level offers three bedrooms. Just a few minutes from downtown Great Barrington, restaurants, movies, shops, and all of the other amenities and advantages the ''best small town in America'' has to offer.

Listing courtesy of Leslie G Chesloff and Maggie Barry 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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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.53% last updated on 2018-08-16

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

14 Monument Valley, Great Barrington, MA 01230

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

Est. Mortgage: $/month

MLS Number 219997

  • Listings
  • Beds 5
  • Baths 5
  • Sq Ft 3892
  • Acres 63.6

63 incredible acres of forest and ponds surround this home that has been in one family for several generations. The land extends to the top of the mountain where there are cross country skiing and hiking trails. A stream runs almost all year and empties into two ponds. Off the very large kitchen is a screened-in porch and deck. The living room which was the original part of the house and built in an A frame, has great character and leads to a family room overlooking the pool and backyard. The master bedroom is on the first floor and overlooks the pool and deck as well. Two more bedrooms occupy the opposite end of the 1st floor and incorporate a small utility kitchen. The property also includes a two level barn; one part currently is a wood shop, other part was formerly housing horses

Listing courtesy of Stephen R. Schoenfeld and Joanna Szwyd of STONE HOUSE PROPERTIES, LLC

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: 4.53% last updated on 2018-08-16

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

24 Locust Hill, Great Barrington, MA 01230

Price$1,350,000The price has recently decreased

Est. Mortgage: $/month

Pending

MLS Number 223737

  • Listings
  • Beds 4
  • Baths 5
  • Sq Ft 4058
  • Acres 2.16

Views over thousands of acres of protected farm land. Cutting edge technology in a traditional style in this LEED rated home. Views of rolling hills with sheep and backed by mountains. Careful thought was given to every aspect of conservation of power and materials in this lovely bucolic setting. Gorgeous gardens and old growth trees enrich the property. The large windows and doors of the public rooms bring the views front and center. The living room, dining room and master bedroom all open onto a wide stone patio. The second floor has a second sitting room opening onto a veranda with a gas fireplace. Four bedrooms, 4 1/2 baths including the garage office suite. Geothermal and solar power. Separate barn and picturesque garden shed. All moments from Great Barrington.

Listing courtesy of Martha Piper 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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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.53% last updated on 2018-08-16

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

6 & 8 Berkshire Heights, Great Barrington, MA 01230

Price$1,295,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 222829

  • Listings
  • Beds 5
  • Baths 6
  • Sq Ft 3489
  • Acres 2.18

Magnificent Great Barrington turn-key home in coveted ''The Hill'' neighborhood. A rare opportunity to live in a tranquil pastoral setting, in walking distance to vibrant downtown Great Barrington. Spacious1st floor master suite w/ luxurious master bath, state-of-the-art sun filled gourmet eat-in kitchen, spectacular large living room w/ stone fireplace and cathedral ceilings, beautiful finished lower level. Top of the line finishes throughout. Loads of sunlight & open floor plan. Large, level backyard w/ mature plantings, patio & meditation garden. The perfect home for entertaining family & friends or relaxing with your favorite book in front of the fireplace. Close to the Berkshires' premier cultural attractions. Your Berkshires paradise awaits!

Listing courtesy of Marc Bachman 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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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.53% last updated on 2018-08-16

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

55 Kalliste Hill, Great Barrington, MA 01230

Price$1,295,000The price has recently decreased

Est. Mortgage: $/month

Pending

MLS Number 221036

  • Listings
  • Beds 5
  • Baths 5
  • Sq Ft 5034
  • Acres 2.16

Views, Views, Views! Pristine Mountaintop Estate overlooking the Berkshire hills on exclusive Kalliste Hill. 5 minutes from downtown Great Barrington. Large living spaces with vaulted ceilings, a big stone fireplace and tons of glass. Country Kitchen with granite counters and room for all of your holiday guests. First Floor Master Bedroom suite. Two additional Bedrooms and a Den on the main floor. The Lower Level gives you 2 more Bedrooms and 2 full Baths, plus a Great-room and 2 extra spaces that you can finish. Fabulous outdoor Deck and screened-in Sunroom complete this one-of-a-kind home.

Listing courtesy of Steven J. Weisz 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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Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.53% last updated on 2018-08-16

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

58 Hollenbeck, Great Barrington, MA 01230

Price$1,275,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 222559

  • Listings
  • Beds 4
  • Baths 3
  • Sq Ft 3500
  • Acres 0.37

A Perfect Family Home in Great Barrington 's premiere neighborhood within walking distance to Lake Mansfield, downtown restaurants and shops. Room for kids to play in the large private and sunny yard. A cooks dream kitchen, plaster walls, 5 fireplaces, sun room, eat in kitchen, formal dining, office, four bedrooms, large family/game/media room and more. Beautiful back yard with stone patio for grilling and family parties, mature gardens and a glass conservatory/greenhouse. It can be used for growing your favorite newly legalized plants or meditation. Some of its extraordinary features: Rocky Mountain bronze hardware and solid kitchen sink, marble counters, Brazilian walnut, Italian travertine, and onyx flooring, solid walnut mantle, Texas limestone hearths, so much more-see supplement

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: 4.53% last updated on 2018-08-16

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