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Great Barrington Real Estate

Great Barrington is the heart of southern Berkshire County. Both a summer resort and home to Ski Butternut, Great Barrington has plenty to do all year long. In 2012, Smithsonian magazine ranked Great Barrington #1 in its list of "The 20 Best Small Towns in America". The town is also home to a vibrant farm-to-table restaurant scene and has also become a major arts and culture destination.

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250 Long Pond Rd, Great Barrington, MA 01230

Price$8,750,000

Est. Mortgage: $/month

MLS Number 225029

  • Single Family
  • Village Berkshire - South
  • Year Built 2007
  • Parking Spaces 3
  • Bedrooms 9

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.

Listed by Non-member

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$/month over payments
Federal 30-year interest rate: 4.9% last updated on Oct 11, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Great Barrington, MA 01230

Price$3,950,000

Est. Mortgage: $/month

MLS Number 212547

  • Land
  • High School Monument Mountain
  • Village Berkshire - South
  • Square Feet 10,890,000
  • Waterfront 1

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.

Listed by ISGOOD REALTY

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$/month over payments
Federal 30-year interest rate: 4.9% last updated on Oct 11, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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20 Berkshire Heights Rd, Great Barrington, MA 01230

MLS Number 223462

  • Single Family
  • Village Berkshire - South
  • Year Built 1915
  • Bedrooms 6
  • Bathroom 7

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.

Listed by BERKSHIRE PROPERTY AGENTS

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$/month over payments
Federal 30-year interest rate: 4.9% last updated on Oct 11, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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109 Stockbridge Rd, Great Barrington, MA 01230

MLS Number 221397

  • Commercial
  • Co Listing Office Id 110139
  • Village Berkshire - South
  • Year Built 1958
  • Square Feet 26,012

Bowling and family entertainment Center on prime Route 7 corridor. Well established & popular Berkshire attraction. 24 Bowling Lanes, Indoor Mini-Golf, Arcade Center, Cafe & Bar. 3.69 acres and over 275 feet of frontage. Parking for 109 cars. High traffic area (DOT reported 17,900). Ongoing & profitable business, many upgrades, licenses transfer, turn-key!

Listed by WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

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$/month over payments
Federal 30-year interest rate: 4.9% last updated on Oct 11, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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109 Stockbridge Rd, Great Barrington, MA 01230

MLS Number 221398

  • Commercial
  • Co Listing Office Id 110139
  • Village Berkshire - South
  • Zoning Business
  • List Date 11/15/2017

Bowling and Family Entertainment Center on prime Route 7 corridor. Well established & popular Berkshire attraction. 24 Bowling Lanes, Indoor Mini-Golf, Arcade Center, Cafe & Bar. 3.69 acres and over 275 feet of frontage. Parking for 109 cars. High traffic area (DOT reported 17,900). Ongoing & profitable business, many upgrades, licenses transfer, turn-key!

Listed by Steven Weisz and Maggie Merelle of WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

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$
%
$/month over payments
Federal 30-year interest rate: 4.9% last updated on Oct 11, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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450 Monterey Rd, Great Barrington, MA 01230

Price$1,999,000

Est. Mortgage: $/month

MLS Number 221283

  • Single Family
  • Village Berkshire - South
  • Square Feet 40,175
  • List Date 10/31/2017

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''.

Listed by BERKSHIRE PROPERTY AGENTS

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$
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$/month over payments
Federal 30-year interest rate: 4.9% last updated on Oct 11, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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11 Londonderry Dr, Great Barrington, MA 01230

Price$1,999,000

Est. Mortgage: $/month

MLS Number 222322

  • Single Family
  • Village Berkshire - South
  • Year Built 2006
  • Parking Spaces 3
  • Bedrooms 8

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.

Listed by Maggie Merelle and Steven Weisz of WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

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$
%
$/month over payments
Federal 30-year interest rate: 4.9% last updated on Oct 11, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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180&190 North Plain Rd, Great Barrington, MA 01230
Pending

MLS Number 205526

  • Land
  • High School Monument Mountain
  • Village Berkshire - South
  • Square Feet 3,444,000
  • Waterfront 1

Beautiful old farms on 82 rolling acres. Two antique houses now with 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.

Listed by STONE HOUSE PROPERTIES, LLC

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$
%
$/month over payments
Federal 30-year interest rate: 4.9% last updated on Oct 11, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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280 Division St, Great Barrington, MA 01230

Price$1,700,000

Est. Mortgage: $/month

MLS Number 218213

  • Single Family
  • Village Berkshire - South
  • Year Built 1983
  • Parking Spaces 3
  • Bedrooms 7

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.

Listed by COHEN & WHITE ASSOCIATES

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$
%
$/month over payments
Federal 30-year interest rate: 4.9% last updated on Oct 11, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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228 & 230 Stockbridge Rd, Great Barrington, MA 01230

MLS Number 224767

  • Commercial
  • Co Listing Office Id 217
  • Village Berkshire - South
  • Year Built 1900
  • Square Feet 9,400

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.

Listed by WHEELER & TAYLOR REALTY CO., INC.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.9% last updated on Oct 11, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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317 Long Pond Rd, Great Barrington, MA 01230

Price$1,595,000

Est. Mortgage: $/month

MLS Number 221844

  • Single Family
  • Village Berkshire - South
  • Year Built 2015
  • Parking Spaces 2
  • Bedrooms 4

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

Listed by WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 4.9% last updated on Oct 11, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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14 Monument Valley Rd, Great Barrington, MA 01230

MLS Number 219997

  • Single Family
  • Village Berkshire - South
  • Year Built 1964
  • Parking Spaces 3
  • Bedrooms 5

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

Listed by STONE HOUSE PROPERTIES, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 4.9% last updated on Oct 11, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details