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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$7,000,000

Est. Mortgage: $/month

MLS Number 225029

  • Single Family
  • Address 250 Long Pond Rd
  • Village Berkshire - South
  • Year Built 2007
  • Parking Spaces 3

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: 3.6% last updated on Aug 15, 2019
* 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$3,200,000

Est. Mortgage: $/month

MLS Number 226629

  • Single Family
  • Year Built 2006
  • Parking Spaces 2
  • Bedrooms 4
  • Bathroom 5

Wind up the gated drive through the expansive lawn to this private and classic/contemporary residence. From the car park, enter a gracious and welcoming paneled foyer to striking views through the double-height living room overlooking the stone terrace, pool and grounds to Monument Mountain and the hills beyond. Unmatched attention to the creation of this estate by a noted architect and discerning owners is apparent throughout the home with its views, flow of public and private areas, proportion of design, attention to detail, custom finishes and elegant kitchen. Its attention to both comfort and style appeals to discerning buyers of all age groups with easy access to all rooms, as well as elevator to second story and attached garage. Offer includes two adjacent building parcels.

Listed by BERKSHIRE PROPERTY AGENTS, LLC

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$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 2019
* 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 Timothy Lovett of BERKSHIRE PROPERTY AGENTS, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 2019
* 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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Long Pond Rd Great Barrington MA 01230

Price$2,675,000

Est. Mortgage: $/month

MLS Number 227753

  • Land
  • High School Monument Mountain
  • Village Berkshire - South
  • Acreage 250
  • Square Feet 10,890,000

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: 3.6% last updated on Aug 15, 2019
* 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 228223

  • Commercial
  • Co Listing Office Id 265
  • Village Berkshire - South
  • Year Built 1958
  • Square Feet 25,844

REAL ESTATE ONLY. This property is a great opportunity for any investor. Currently being run as a twenty-four lane bowling alley with a bar, an arcade, a food stand, a Uhaul center and a mini golf course. You could easily add eight more bowling lanes to this property. Centrally located in Great Barrington so it is easy to get to CT, NY, the Turnpike, and all of Berkshire County. There is so much upside to this property. There is parking for over 100 cars and a very high traffic count daily.

Listed by BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 2019
* 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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359 N Plain Rd Great Barrington MA 01230

Price$2,395,000

Est. Mortgage: $/month

MLS Number 228189

  • Single Family
  • Address 359 N Plain Rd
  • Village Berkshire - South
  • Year Built 2001
  • Bedrooms 5

Take in the unparalleled beauty and majestic views of this 24-acre riverfront property. This 5-bedroom well-appointed home and private guest house create the perfect luxury retreat. With airy open-plan living, the Craftsman-style main house offers 4,500+ sq. ft., 3 fireplaces, panoramic views and a private 1st floor master wing. Entertain family and friends throughout the 1st floor or unwind in the spacious informal living room on the 2nd floor. Explore the property on well- maintained walking trails or cool off in the tranquil Williams River, the perfect spot to fish, kayak or swim. Outdoor living spaces abound, including a large screened porch with fireplace and adjacent stone patio, ideal for watching a beautiful Berkshire sunset. Minutes to Great Barrington and Tanglewood.

Listed by BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 2019
* 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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73 Round Hill Rd Great Barrington MA 01230

Price$2,395,000

Est. Mortgage: $/month

MLS Number 226785

  • Single Family
  • Address 73 Round Hill Rd
  • Village Berkshire - South
  • Year Built 1928
  • Parking Spaces 3

RUSTIC ELEGANCE AND COMFORT. Extraordinary restoration and transformation of a colonial farmhouse set on 18+ acres with protected views of rolling fields and pastures. This property features in ground pool, lovely mature gardens, historic post and beam barn, and three-car garage. One of the most special spots in the county, only five minutes from Great Barrington. This utterly unique home has been featured in numerous magazines. Come see why. Are you called to be the next steward of this remarkable place?

Listed by LANCE VERMEULEN RE, INC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 2019
* 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

267 Long Pond Rd Great Barrington MA 01230

Price$1,749,000

Est. Mortgage: $/month

MLS Number 227439

  • Single Family
  • Address 267 Long Pond Rd
  • Village Berkshire - South
  • Year Built 1820
  • Parking Spaces 2

Long Pond Farm - Set on almost 80 acres of rolling hills and verdant woods, this historic property is a rare Berkshire gem. In addition to the antique farmhouse, it includes a swimming pool, tennis court, playhouse, barn, orchard and lovely gardens. The extraordinary cooks kitchen features marble counters, dramatic cherry-topped island, and French doors to the deck with western mountain views beyond. Formal dining room. Spacious living room with two sitting areas, big bay window and fireplace. Family room with three walls of windows overlooking the scenic setting. Partially finished lower level with sauna, sound room, office and full bathroom. Your personal touches will make this house shine. Live the quintessential country life minutes from Great Barrington & the best of the Berkshires.

Listed by LANCE VERMEULEN RE, INC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 2019
* 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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46 Castle St Great Barrington MA 01230

MLS Number 228117

  • Commercial
  • Co Listing Office Id 486
  • Village Berkshire - South
  • Year Built 1901
  • Square Feet 2,700

HISTORY-PRESERVATION-RESTORATIONThe Historic Great Barrington Railroad Station built in 1901 is the third reincarnation of the train depot building in Gt. Barrington with service ending in 1971. Purchased in 1993 by current Owner, the building was meticulously restored and modernized. New copper plumbing, new mechanicals, new standing seam roof, new kitchen & bathroom, stripped down floors, working fireplace, striking lighting fixtures. Zoned B-2 in the Historic District of GB this building is impressive inside and out. Extraordinary opportunity for entrepreneurs.

Listed by BERKSHIRE PROPERTY AGENTS, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 2019
* 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

11 Londonderry Dr Great Barrington MA 01230

Price$1,650,000

Est. Mortgage: $/month

MLS Number 226719

  • Single Family
  • Address 11 Londonderry Dr
  • Village Berkshire - South
  • Year Built 2006
  • Parking Spaces 3

Totally secluded with views to Ski Catamount, yet just minutes from Great Barrington center. From the moment you enter, attention to detail is apparent, along with the dramatic wall of glass to the westerly view from the two-story great room. The same view is found from the sumptuous first floor master suite which leads out to a large sun-soaked deck. A virtual resort for country house guests - the kitchen has two of everything, the gorgeous pool area has a pool house and basketball court, the finished walk-out lower level offers exercise, play and workspace for everyone, and there's separate guest wings for fun-filled weekends. The words ''spotless'' and ''well-cared for'' do not do this property justice, as it's triple mint. Attached three-car garage for collectors. Call us for a tour.

Listed by Fintan Hanley and Timothy Lovett of BERKSHIRE PROPERTY AGENTS, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 2019
* 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

280 Division St Great Barrington MA 01230

Price$1,550,000

Est. Mortgage: $/month

MLS Number 218213

  • Single Family
  • Address 280 Division St
  • Village Berkshire - South
  • Year Built 1983
  • Parking Spaces 3

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 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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 2019
* 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

267 Long Pond Rd Great Barrington MA 01230

Price$1,495,000

Est. Mortgage: $/month

MLS Number 227440

  • Single Family
  • Address 267 Long Pond Rd
  • Village Berkshire - South
  • Year Built 1820
  • Parking Spaces 2

Long Pond Farm - Set on 63 acres of rolling hills and verdant woods, this historic property is a rare Berkshire gem. In addition to the antique farmhouse, it includes a swimming pool, tennis court, playhouse, barn, orchard and lovely gardens. The extraordinary cooks kitchen features marble counters, dramatic cherry-topped island, and French doors to the deck with western mountain views beyond. Formal dining room. Spacious living room with two sitting areas, big bay window and fireplace. Family room with three walls of windows overlooking the scenic setting. Partially finished lower level with sauna, sound room, office and full bathroom. Your personal touches will make this house shine. Live the quintessential country life minutes from Great Barrington and the best of the Berkshires

Listed by Lance Vermeulen and Claire Pollart of LANCE VERMEULEN RE, INC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 2019
* 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