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Great Barrington MA Real Estate

Ranked #1 in 2012 by Smithsonian magazine’s list of “The 20 Best Small Towns in America,” Great Barrington is the social hub of the Berkshires. There is something for everyone in the charming, bucolic town – including a large variety of shops and galleries, plus nationally-recognized live performances at the Mahaiwe Performing Arts Center and a locally-owned movie cinema. Nature lovers will be kept busy with hiking trails on Monument Mountain and the Green River Trail, along with kayaking at Lake Mansfield. In colder weather, Ski Butternut is popular with locals and visitors alike, and also offers snow tubing.

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

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Click here to view homes for sale in Great Barrington.

250 Long Pond, Great Barrington, MA 01230

Price$8,750,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 225029

  • Listings
  • Beds 9
  • Baths 10
  • Sq Ft 11714
  • Acres 120

Contemporary masterpiece beautifully situated on 120 acres offers privacy and breathtaking views in every season. Main House and Guest House were designed by Steven Haas, recognized by Architectural Digest as one of the world's foremost architects. Sorpetaler sliding glass walls and expansive decks create a harmonious interplay with nature. Beautiful barn adds to allure of this unique property. Outdoor features include 25-meter heated saltwater lap pool, hot tub, outdoor showers, stone fire pit, exquisite rock outcroppings, sweeping lawn, hiking trails and access to Williams River trout stream. Quintessential Berkshires setting off private road just minutes from vibrant town center of Great Barrington, selected in 2012 by Smithsonian Magazine as #1 of The 20 best small towns in America.

Listing courtesy of Reciprocal Listing: See Realtor Remarks of NON-MEMBER

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: 4.75% last updated on 2018-12-06

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

Great Barrington, MA 01230

Price$3,950,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 212547

  • Listings
  • Has Waterfront

This scenic 56 acre lake and nature sanctuary can be all yours! 250+ acres of pristine water and woods. Round Pond is a private lake only 5 miles from downtown Great Barrington! The park-like setting includes a pure, spring-fed lake, hardwood forest, lovely plantings, nature trails, and sandy beach. Spectacular lake and mountain views! It just doesn't get any better than this.

Listing courtesy of James Mercer of ISGOOD 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: 4.75% last updated on 2018-12-06

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

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 6849
  • 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: 4.75% last updated on 2018-12-06

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 10148
  • Acres 13.2

Extraordinary home, minutes from Great Barrington and all Berkshire activities. Expansive Living Room with Bar and Fireplace. Large Dining Room w/gourmet Kitchen that boasts 2 refrigerators, 2 dishwashers, 2 ovens and a large granite prep area. Master bedroom suite on the main floor with huge 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. Square Footage includes a Lower level that features a Home Gym, Billiard Room, office, play area and additional Bedroom w /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.

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: 4.75% last updated on 2018-12-06

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$1,999,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 221283

  • Listings
  • Sq Ft 40175
  • Acres 37.72

MOTIVATED SELLER (s) 10 parcels in Gt.Barrington, MA on North & South sides of (Rt#23 E) Monterey Rd. 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: 4.75% last updated on 2018-12-06

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: 4.75% last updated on 2018-12-06

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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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.75% last updated on 2018-12-06

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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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.75% last updated on 2018-12-06

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

307 Main, Great Barrington, MA 01230

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

Est. Mortgage: $/month

MLS Number 221971

  • Listings
  • Sq Ft 6195
  • Acres 0.09

Prime Great Barrington Main Street building, located opposite Railroad Street, on market for first time since the 1960's. Double bay window storefront with about 1,780 SF of net rentable area on ground floor, was most recently the clothing stores Louisa Ellis and Joe Dagget. Full basement that includes a 250 SF office and 2 half baths and generous very dry storage. Second floor currently is set up as an office suite with conference rooms and another two half baths. Third floor is currently unimproved, but would be an amazing residence. Property includes six off street dedicated parking spaces behind the building. This building has it all, location, location and location! Pedestrians flow by all day and the property presents extremely well. A successful retail location for many years.

Listing courtesy of Aldrich Blair Team 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: 4.75% last updated on 2018-12-06

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

105 Stockbridge, Great Barrington, MA 01230

Price$1,488,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 220814

  • Listings
  • Sq Ft 5914
  • Acres 0.72

SHIRO SUSHI & HIBACHI, a Berkshire institution is available. Prime location on Route 7 in the heart of the Berkshires' Great Barrington. Turn-key Restaurant on almost 3/4 of an acre worth over 100' of highway frontage. Ample parking. (MA DOT Average Daily Traffic rating for Stockbrige Rd.17,900).

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: 4.75% last updated on 2018-12-06

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

228 & 230 Stockbridge, Great Barrington, MA 01230

Price$1,450,000The price has recently decreased

Est. Mortgage: $/month

Pending

MLS Number 224767

  • Listings
  • Sq Ft 9400
  • Acres 0.73

Prime Route 7 Location with 3 parcels for numerous possibilities. Start with an 8,400 sq/ft building with open floor space currently used for retail. Then add 2,000 sq/ft of storage on upper level serviced by a lift. Also offered is a 21/2 story building that formerly hosted a sub shop and apartment on the 2nd floor. The 3rd parcel is simply a parking lot to add more flexibility. Many possibilities for retail, office, or consumer service establishments zoned B2.

Listing courtesy of Rosemary Ann Baumann and Douglas M Goudey of WHEELER & TAYLOR REALTY CO., INC.

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: 4.75% last updated on 2018-12-06

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

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

Do not fill in this field:

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: 4.75% last updated on 2018-12-06

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