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

Great Barrington, MA250 Long Pond Rd

Price$6,999,900

Est. Mortgage: $/month

MLS Number 229561

  • Single Family
  • Address 250 Long Pond Rd
  • Village Berkshire - South
  • Year Built 2009
  • Parking Spaces 3

Contemporary masterpiece beautifully situated on 120 acres offers privacy, tranquility, and breathtaking views in every season. The Main House and the 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 3,000 square foot barn with soaring ceilings adds to the 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, running and biking trails, and access to Williams River trout stream. Quintessential Berkshires setting off a private country road just ten minutes from the vibrant town center

Listed by Non-member

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Jan 23, 2020
* 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

Great Barrington, MA

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Jan 23, 2020
* 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 & 50 Castle Rd Great Barrington MA 01230

MLS Number 229676

  • Commercial
  • Village Berkshire - South
  • Year Built 1901
  • Square Feet 1
  • List Date 01/23/2020

Extraordinary opportunity for entrepreneurs. On The Hill Zoned B-2 in the Historic District of Gt. Barrington sits the 1901 Train Station & its sibling commercial property. This acre of irreplaceable land & existing structures has private off-street parking and is on the market both separately & in totality. Purchased in 1993 by current Owner the Train Station was meticulously restored & modernized. (New copper plumbing, new mechanics, new roof, new kitchen & bathroom, stripped down floors, working fireplace, striking lighting fixtures). Impressive inside and out. The newer building built in 1998 has provided steady rental income for the current Owner. Flexibility in use is apparent w/ two floors 2400 sq ft ea. Larger business concerns or Owner occupied w/ rental income. LOCATION!

Listed by BERKSHIRE PROPERTY AGENTS, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Jan 23, 2020
* 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

Great Barrington, MA73 Round Hill Rd

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 Jan 23, 2020
* 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
  • Village Berkshire - South
  • Year Built 1958
  • Square Feet 25,844
  • List Date 08/01/2019

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 Jan 23, 2020
* 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

Great Barrington, MA267 Long Pond Rd

Price$1,649,000

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 Jan 23, 2020
* 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

Great Barrington, MA11 Londonderry Dr

Price$1,598,000

Est. Mortgage: $/month

MLS Number 229074

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

This immaculate property offers delightful indoor & outdoor gathering places with privacy, serenity, and western mountain views. Stunning cook's kitchen opens to handsome dining area on one side & living room on the other. Living room is flooded with light from the wall of windows, & features built-in cabinetry with fireplace, a bar area with soaring ceiling, & access to the huge wraparound deck. Spacious first floor master suite, & four en suite bedrooms on second floor. Finished walkout lower level includes family room, gym, & office/billiards room. Three bay garage with two additional bedrooms above, in-ground pool surrounded by stone patio, pool house, farmer's porch & gazebo, & wraparound decks. Just minutes from Great Barrington! An incredible value!

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 Jan 23, 2020
* 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

50 Castle St Great Barrington MA 01230

MLS Number 229677

  • Commercial
  • Village Berkshire - South
  • Year Built 1998
  • Square Feet 4,800
  • List Date 01/23/2020

BUILT IN 1998 ADJACENT TO THE TRAIN STATION IN GT. BARRINGTON this two story building consists of two separate 2400 sq. ft.commercial spaces each with it's own entrance and a total 20 parking spots. The location is unmatched for Owner occupied use with rental benefits. Information on current rental agreements is available to interested qualified parties. The lower floor space lease is in place for an extended time. The upper/street level is flexible and appealing for multiple uses. Location cannot be beat!

Listed by Deborah Levinson and Jen Harvey of BERKSHIRE PROPERTY AGENTS, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Jan 23, 2020
* 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

Great Barrington, MA280 Division St

Price$1,495,000

Est. Mortgage: $/month

Pending

MLS Number 228936

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

Elegant Retreat in the Heart of the Berkshires, with Pool and attached Professional/Studio Building. Grand entry leads to Living Room w/Fireplace. cozy Den, stately Dining Room w/Fireplace, Chef's Kitchen and glorious Great Room. 2 Master Bedroom Suites, one on the 1st Floor and one on the 2nd Floor (2nd Floor Master features His & Her Bathrooms). 5 additional Bedrooms (2 with private Balconies). Garage Space for 3 vehicles, bucolic Grounds and Pool, and room for a Tennis Court. Bonus: Attached Building. Perfect for Professional Office, Art/Music Studio, In-Law or Live-in Help. Ideal for large family and entertaining. There is truly room for everyone! Located minutes from Great Barrington, Tanglewood and all Berkshire Attractions. Easy access from New York, Connecticut, and Boston.

Listed by WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Jan 23, 2020
* 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

Great Barrington, MA267 Long Pond Rd

Price$1,445,000

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 Jan 23, 2020
* 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

24 Kalliste Hill Great Barrington MA 01230

Great Barrington, MA24 Kalliste Hill

Price$1,395,000

Est. Mortgage: $/month

MLS Number 229538

  • Single Family
  • Address 24 Kalliste Hill
  • Village Berkshire - South
  • Year Built 2005
  • Parking Spaces 2

Evoking the best of South Berkshire County in style and proportion. A Thoughtful reproduction Saltbox architecturally designed for a modern lifestyle. Set within lush verdant grounds in a walk to town location. A chemically friendly design exceeds expectations with materials such as ultra natural cotton insulation and pure tung oil citrus solvent on the hard wood flooring. There is a beautiful screened porch, large cooks kitchen with Wolf cooktop, double ovens, Sub Zero refrigerator, center island, and pantry. The first floor master has twin walk in closets and a beautiful bathroom. The first floor also offers a formal dining room, a fireplaced living room, and anoffice. Three additional bedrooms are on the second story and a finished game room on the lower level. A perfect Location

Listed by Maureen Kirkby of BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Jan 23, 2020
* 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

46 Castle St Great Barrington MA 01230

MLS Number 228117

  • Commercial
  • Village Berkshire - South
  • Year Built 1901
  • Square Feet 2,700
  • List Date 07/24/2019

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 Jen Harvey and Deborah Levinson of BERKSHIRE PROPERTY AGENTS, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Jan 23, 2020
* 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