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 Road Great Barrington MA 01230

Great Barrington, MA250 Long Pond Road

Price$7,250,000

Est. Mortgage: $/month

MLS Number 240514

  • Residential
  • Bedrooms 7
  • Square Feet 11,714
  • Acreage 119.73

This unique architecturally designed contemporary offers the perfect blend of sophisticated esthetics with easy country living sited beautifully on 119+ acres of privacy and tranquility. The main residence and guest house are surrounded by nature and sweeping views in all seasons. Sorpetaler sliding glass walls and expansive decking overlook the 25 meter heated saltwater lap pool, hot tub, stone fire pit and striking rock outcroppings. The 3,000 sq ft finished barn with double volume height ceiling offers numerous uses on your way to the hiking & bike trails to the frontage on the williams river...All just a short drive to the sought after town of great barrington for dining, shopping & entertainment!

Listed by Mary Jane White and Brandon White of COHEN & WHITE ASSOCIATES

$
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%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 2023
* 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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24 & 30 Berkshire Heights Road Great Barrington MA 01230
Pending

MLS Number 239716

  • Residential
  • Bathroom 4
  • Bedrooms 4
  • Square Feet 6,240
  • Acreage 46.25

A rare estate offering in the berkshires. Breathtaking southern and western views from this historically important great barrington estate. Designed by charles platt for charles freer of the renowned freer gallery in dc, and constructed of stone quarried from the property, this one floor layout was well ahead of its time. The main house has a large, comfortable living room with views from massive windows, a library, a gracious dining room, all with fireplaces. The property encompasses a stable and riding ring, pool, orchard, vineyard and two fully equipped guest houses and a caretaker's home. This is a rare opportunity to own a unique nearly 50 acre estate with magnificent views - all close to great barrington.

Listed by Martha Piper of WILLIAM PITT SOTHEBY'S - GT BARRINGTON

$
$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 2023
* 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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410 Park Street Great Barrington MA 01230

MLS Number 239618

  • Commercial
  • Acreage 0.43

Spectacular. Historic mill building fully renovated. In great barrington's village of housatonic. Utterly unique in the berkshires. Offices, non-profit, light industry... Many possibilities! Light-filled, three stories of stunning open space. First floor includes studio, recording studio, kitchen and bath with adjoining private, walled gardens at each side. 2nd floor comprises a large gallery space, living room, primary bedroom suite and guest bedroom with private bath. 3rd floor is fully open loft space. Finished basement. Central ac, all updates systems, commercial grade fire systems, residential or commercial use. Also listed as residential mls id: 238236.

Listed by Selina Lamb of Birch Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 2023
* 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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410 Park Street Great Barrington MA 01236

Great Barrington, MA410 Park Street

Price$3,750,000

Est. Mortgage: $/month

MLS Number 239619

  • Residential
  • Bathroom 5
  • Bedrooms 2
  • Square Feet 13,350
  • Acreage 0.43

Stunning, one-of-a-kind modern and gorgeous historic mill building in the dynamic village of housatonic, ma. Utterly unique in the berkshires. Light-filled, three stories of stunning open space. First floor includes studio, recording studio, kitchen and bath with adjoining private, walled gardens at each side. 2nd floor comprises a large gallery space, living room, primary bedroom suite and guest bedroom with private bath. 3rd floor is fully open loft space. Finished basement. Central ac, all updates systems, commercial grade fire systems, residential or commercial use.

Listed by Selina Lamb of Birch Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 2023
* 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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42 West Sheffield Road Great Barrington MA 01230

MLS Number 240044

  • Residential
  • Bathroom 3
  • Bedrooms 5
  • Square Feet 7,000
  • Acreage 19.85

Tennis, golf anyone? Stroll to wyantenuck country club from your own private 20+- acre oasis. Views of the beautiful course will seduce you. This truly authentic home has so much, a chef's kitchen, light bright living room with double sided fireplace, 5 bedrooms, a spacious primary with a lovely sun room, dressing room and beautiful bath. Family/media room, 2 home offices, quaint gym, observatory, outdoor decks, detached charming barn and 4 car garage, this home is waiting for it's next chapter. Bring friends and family as there is room for all. Hike for hours from your own back yard. Just minutes to thriving downtown great barrington.

Listed by BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 2023
* 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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281 Main Street Great Barrington MA 01230

MLS Number 239667

  • Commercial

Currently a gorgeous, successful bed and breakfast. The space consists of the entire third floor of the southworth building. It has six exquisite suites features a sitting area, sleeping area and spacious bathroom. The two-bedroom owner's quarters is the coolest pad in town. A stunning living/dining/bar space features nine windows overlooking downtown. Commercial kitchen with stunning wall of red storage cabinetry. Mint condition. Elevator access. We look forward to showing you this unique property. All artwork, some personal items, and espresso machine excluded from sale.

Listed by Lance Vermeulen of LANCE VERMEULEN RE,INC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 2023
* 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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281 Main Street Great Barrington MA 01230

Great Barrington, MA281 Main Street

Price$1,995,000

Est. Mortgage: $/month

MLS Number 239666

  • Residential
  • Bathroom 9
  • Bedrooms 8
  • Square Feet 6,800

Currently a gorgeous, successful bed and breakfast. The space consists of the entire third floor of the southworth building. It has six exquisite suites features a sitting area, sleeping area and spacious bathroom. The two-bedroom owner's quarters is the coolest pad in town. A stunning living/dining/bar space features nine windows overlooking downtown. Commercial kitchen with stunning wall of red storage cabinetry. Mint condition. Elevator access. We look forward to showing you this unique property. All artwork, some personal items, and espresso machine excluded from sale.

Listed by Lance Vermeulen of LANCE VERMEULEN RE,INC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 2023
* 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 TourAsk A QuestionMore Details

281 Main Street Great Barrington MA 01230

MLS Number 239658

  • Commercial
  • Acreage 0.01

This gorgeous, successful bed and breakfast offers a unique opportunity to live and work in the heart of great barrington. Each of the six exquisite suites features a sitting area, sleeping area and spacious bathroom. The two-bedroom owner's quarters is the coolest pad in town. A stunning living/dining/bar space features nine windows overlooking downtown. Commercial kitchen with stunning wall of red storage cabinetry. Mint condition. Elevator access. We look forward to showing you this unique property. All artwork, some personal items, and espresso machine excluded from sale.

Listed by Lance Vermeulen of LANCE VERMEULEN RE,INC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 2023
* 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 TourAsk A QuestionMore Details

5 Copper Beech Lane Great Barrington MA 01230

MLS Number 240345

  • Residential
  • Bathroom 4
  • Bedrooms 4
  • Square Feet 3,559

The attention to detail in this distinctive, modern copper beech condo is remarkable. Created by combining two units, it was recently renovated top to bottom.The grand entry foyer leads to a bright and spectacular living room with fireplace and access to expansive deck and screened porch. The stylish kitchen/dining area features the finest fittings and finishes. First floor master suite is outfitted with two walk-in closets and a dazzling spa-like bathroom.Upstairs you'll find a spacious balcony and three bedrooms, two of which are en-suite.Highly accessible design includes home elevator. Tasteful landscaping adds privacy. Attached garage. Association pool. Convenient to downtowngreat barrington, and the best of the berkshires. With its bold, thoughtfuldesign, this home is a rare find.

Listed by Claire Naylor Pollart of LANCE VERMEULEN RE,INC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 2023
* 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 TourAsk A QuestionMore Details

5 Copper Beech Lane Great Barrington MA 01230

MLS Number 240350

  • Condo
  • Bedrooms 4
  • Bathroom 4
  • Year Built 1999
  • Square Feet 3,559

The attention to detail in this distinctive, modern copper beech condo is remarkable. Created by combining two units, it was recently renovated top to bottom. The grand entry foyer leads to a bright & spectacular living room with fireplace and access to expansive deck and screened porch. The stylish kitchen/dining area features the finest fittings and finishes. First floor master suite is outfitted with two walk-in closets and a dazzling spa-like bathroom. Upstairs you'll find a spacious balcony and three bedrooms, two of which are en-suite. Highly accessible design includes home elevator. Tasteful landscaping adds privacy. Attached garage. Association pool. Convenient to downtown great barrington, and the best of the berkshires. With its bold, thoughtful design, this home is a rare find.

Listed by Claire Naylor Pollart of LANCE VERMEULEN RE,INC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 2023
* 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 TourAsk A QuestionMore Details

11 Thrushwood Lane Great Barrington MA 01230

Great Barrington, MA11 Thrushwood Lane

Price$1,750,000

Est. Mortgage: $/month

MLS Number 238318

  • Residential
  • Bathroom 4
  • Bedrooms 5
  • Square Feet 4,248
  • Acreage 1.46

Top of the line everything: open plan living with, first floor master, fireplace, screened porch. 5 bds, 4.5 bths, 4248 sf, gourmet kitchen with upgraded miele appliances and quartz counters, oversized two car garage with electric vehicle charging station and apoxy floor, radiant heated primary bath, technology package, heated community pool. So many bells and whistles (see documents) there are to many to list. Hoa covers all lawn maintenance, plowing, shoveling up to the front door. Beautiful community within a mile to downtown great barrington and near to all the berkshires has to offer. Town water and sewer. This is the only new construction home in the berkshires for sale. Photos are from a similar home with the same floor plan in the community without many of the upgrades.

Listed by BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 2023
* 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 TourAsk A QuestionMore Details

206 Blue Hill Road Great Barrington MA 01230

Great Barrington, MA206 Blue Hill Road

Price$1,600,000

Est. Mortgage: $/month

Pending

MLS Number 240055

  • Residential
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 1,692
  • Acreage 22.59

Set on one of the most beautiful roads in the berkshires and surrounded by hundreds of acres of preserved land, this 22 acre parcel with a classic colonial home offers seasonal western views and breathtaking sunsets. The setting is exceptional. The land is gently sloped, partially open, lightly wooded, and ideal for a farmstead, new build or expansion. This charming home has been fully renovated, and is said to be one of the first homesteads on the road. The first floor offers a western facing kitchen and dining, living room with gas stove, a large library/den with wood burning fireplace, a sweet sunny porch and a half bath. On the 2nd floor you'll find an ensuite primary, and two nicely appointed bedrooms with a shared full bath. An unfinished attic has excellent potential as a studio.

Listed by Claudia Crane of BERKSHIRE PROPERTY AGENTS,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 2023
* 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 TourAsk A QuestionMore Details

Based on information submitted to BCMLS  as of June 8, 2023 . All data is obtained from various sources and has not been, and will not be, verified by broker or BCMLS.  All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.