Great Barrington Luxury Homes

View a list of Great Barrington Massachusetts luxury homes currently for sale below and let us know if you would like to learn more or schedule a tour.  If you would like to save your favorite Great Barrington MA luxury real estate listings, you can register with our site.  You may also be interested in Great Barrington homes or Stockbridge luxury homes.

250 Long Pond Great Barrington MA 01230

Great Barrington, MA250 Long Pond Rd

Price$6,999,900

Est. Mortgage: $/month

Pending

MLS Number 229561

  • Residential
  • Bathroom 10
  • Bedrooms 9
  • Square Feet 14,700
  • Acreage 119.73

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 Reciprocal Listing: See Realtor Remarks of NON-MEMBER'

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$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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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30 Berkshire Heights Great Barrington MA 01230

MLS Number 232327

  • Residential
  • Bathroom 4
  • Bedrooms 5
  • Square Feet 5,500
  • Acreage 46.28

This sanctuary is a dream come true and only 5 minutes from gb. A magnificent estate sits high above great barrington with views to the south and west looking out as far as ct an d the catskills. Almost 50 breath-taking acres, covered in part by soaring austrian pines, present awe inspiring vistas. The grounds include glorious plantings, a vineyard, horse trails as well as a horse ring and barn. The estate was known for its horticultural wonders. The main house built in 1917 by charles freer of the famed freer gallery of art in washington, dc is constructed of stone and contains 5 plus bedrooms. The dining room with a vaulted ceiling and fp can be both cozy with a table set for 6 or elegant for a bigger gathering. A large living room is perfect for entertaining.

Listed by Stephen R. Schoenfeld and Joanna Szwyd of STONE HOUSE PROPERTIES, LLC'

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$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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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454 Main Great Barrington MA 01230

Great Barrington, MA454 Main St

Price$2,400,000

Est. Mortgage: $/month

MLS Number 231623

  • Residential
  • Bathroom 2
  • Square Feet 5,519
  • Acreage 1.26

This unique and majestic property has been originally erected in 1853 as a residence for a local doctor clarkson t. Collins. The american gothic revival style home has been converted many times since and it is currently the home of a renowned local jeweler. It consists of 1940 sq. Ft of the first floor and 1680 sq. Ft of the second floor. With the right mix of creative vision and passion, it can be turned back to that ''one of a kind'' home. Situated right in the heart of great barrington, within walking distance to downtown, it is also only 2+ hours travel from boston or new york. Come take a look, bring your architect and decorator and this incredible property could be yours.See also mls 230288

Listed by Stephen R. Schoenfeld and Joanna Szwyd of STONE HOUSE PROPERTIES, LLC'

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$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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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350 Maple Great Barrington MA 01230

Great Barrington, MA350 Maple Ave

Price$1,695,000

Est. Mortgage: $/month

MLS Number 231411

  • Residential
  • Bathroom 6
  • Bedrooms 6
  • Square Feet 7,800
  • Acreage 2.18

Owner occupied business opportunity available in this gracious and spacious 6-bedroom, 5 1/2 bath, well-maintained colonial in great barrington , just minutes to town center. Enjoy cooking in your gourmet country kitchen featuring 6-burner viking stove, sub-zero refrigerator, open plan to 30 x 25 ft family room with 10 ft brick fireplace and dining area lead-out to an in-ground pool with privacy. Parquet flooring in large formal dining room, front parlor with 2 fireplaces. Living room features oak flooring in herringbone pattern with access to screened-in porch on first level. 6 bedrooms upstairs, including spacious master br w/ en suite bath, separate vanities, and jacuzzi tub. A 23 x 30 ft game room was added with deck and full bath over the 3-car garage. Motivated seller.

Listed by Rosemary Ann Baumann of WHEELER & TAYLOR REALTY CO., INC.'

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$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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 Great Barrington MA 01230

Great Barrington, MA73 Round Hill Rd

Price$1,695,000

Est. Mortgage: $/month

MLS Number 226785

  • Residential
  • Bathroom 4
  • Bedrooms 5
  • Square Feet 3,488
  • Acreage 18.55

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 Claire Naylor Pollart of LANCE VERMEULEN RE, INC'

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$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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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99 Brush Hill Great Barrington MA 01230

Great Barrington, MA99 Brush Hill Rd

Price$1,395,000

Est. Mortgage: $/month

MLS Number 232322

  • Residential
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 3,763
  • Acreage 5

Privately set in a hillside glade just five minutes to downtown great barrington, this immaculate, brilliantly renovated property is simply outstanding. Anchored by a gorgeous stone chimney and flooded with light, the dramatic two-story living room invites in the verdant surroundings through a wall of glass. Cook fabulous meals in the stunning chef's kitchen. Savor them in the dining room with cathedral ceiling overlooking the stone patio. Bliss out in the 3-season sunroom where the gorgeous green tile reflects the woods outside. Luxuriate in your first floor primary suite with huge glass doors on to the deck and dramatic en suite bathroom. Upstairs, your family and/or guests will be love the two beautiful bedrooms, stylish renovated bathroom, and small loft reading nook. See more.

Listed by Barney Stein of LANCE VERMEULEN RE, INC'

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$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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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58 Hollenbeck Great Barrington MA 01230

Great Barrington, MA58 Hollenbeck Ave

Price$1,193,985

Est. Mortgage: $/month

MLS Number 230226

  • Residential
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 3,500
  • Acreage 0.37

30 day occupancy, move right ina perfect light filled family home with 3500 square feet of perfection. Oversized sunny and level private yard with a greenhouse to grow your own food. Within walking distance to lake mansfield and downtown restaurants, shops, and movies. A dream kitchen with marble, viking, wolf, subzero appliances, a solid brass sink, wine cooler, freezer drawers, pot filler and so much more. Room for kids to play inside and out. Plaster walls, 5 fireplaces, sun room, eat in kitchen, formal dining, office, four bedrooms, large family/game/media room and more. Beautiful back yard with room for a pool, to throw a ball, a stone patio for grilling and family parties, mature gardens and a beautiful glass conservatory or greenhouse. Broadband internet via spectrum or verizon

Listed by Maureen White Kirkby of BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY'

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$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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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24 Seekonk Cross Great Barrington MA 01230
Pending

MLS Number 231196

  • Residential
  • Bathroom 4
  • Bedrooms 3
  • Square Feet 2,908
  • Acreage 3.79

Perfectly sited on 3.79 picturesque acres, this classic new england farmhouse was expanded and completely redesigned in 2002, retaining original character while instilling current style and comfort. Remarkable artistic choices define each and every room. The beautiful living and dining rooms have wood-burning fireplaces and open into the stunning kitchen, with a sunny breakfast area on one end and comfortable sitting area/den on the other. French doors irresistibly invite you to the magnificent private backyard, with storybook views of a pond, meticulous gardens, gently sloping landscape, and distant tree farm. Top of the line materials, appliances and biogeometry design elements combine for exceptional and timeless quality throughout. First floor master, extraordinary loft with en-suite

Listed by Brian Farrell of STONE HOUSE PROPERTIES, LLC'

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$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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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94 West Great Barrington MA 01230

Great Barrington, MA94 West Ave

Price$998,000

Est. Mortgage: $/month

Pending

MLS Number 231243

  • Residential
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 3,194
  • Acreage 1.01

Stately elegant yet classic and comfortable. Beautifully restored for the 21st century. This grand home on the 'hill' in great barrington is not only well appointed and opulent but boasts details of yesteryear with modern amenities that make for a life of ease and leisure. The entire home has been re-designed, transformed and restored into a four bedroom, two and a half bathroom, 3194 sqft residence on just over one acre of land with room for expansion. Features of the home include a cook's kitchen open to the family room with the formal dining room just steps away. The formal and functional living room has floor to ceiling windows and a fireplace. The majestic spiral staircase transports us to the second floor where the magnificent master bedroom and bathroom will not disappoint.

Listed by George McKeown of LANCE VERMEULEN RE, INC'

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$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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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300 Blue Hill Great Barrington MA 01230
Pending

MLS Number 227969

  • Residential
  • Bathroom 5
  • Bedrooms 6
  • Square Feet 3,437
  • Acreage 12

Historic 1790 gentleman's post and beam farmhouse,restored and updated on 12 acres. Distant views to the catskill mountains in the west. 1 mile country walk to a 12,000-acre state park with full access including a 35 acre freshwater, non -motorboat lake. Over 3400 sqft of living space on three levels. Main level is immaculate with eat in kitchen, dining, livingroom with fireplace, den and the most fabulous screened porch. Second floor has three spacious bedrooms and two baths. Third floor is bedrooms, bathroom and large bunk room/bedroom. Lower level has ability to be a wonderful guest space, living space, full bath with sauna and bedroom with private terrace. The gardens, orchard, with views. The property is so special.

Listed by Kim Hamberg Wilder and Suzann Laverack Ward of BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY'

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$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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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8 Muddy Brook Great Barrington MA 01230
Pending

MLS Number 231671

  • Residential
  • Bathroom 5
  • Bedrooms 4
  • Square Feet 2,912
  • Acreage 3.83

Updated contemporary....Set on a secluded great barrington circle.Established gardens, in-ground heated salt pool, patio. There are 4 bedrooms, 4 fabulous updated tiled baths, new eat in kitchen with custom cabinetry, caesar stone counters, 6 burner bosch gas stove, liebherr refrigerator, micro wave and wine fridg.....Great light and views of the luscious yard from every window ...Open floor plan includes, dining room, living room with fireplace, 4 season sun room, two master suites on the main floor and family room. Second floor offers 2 additional bedrooms, and 2 full baths.Amenities include: fire pit, central air, oil heat, water filtration system, cable tv, internet, security system, windows on main level replaced , 2 car attached garage. This one is a beauty!

Listed by Patrice C. Melluzzo and Samantha A. Homeyer of WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY'

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$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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 Burning Tree Great Barrington MA 01230
Pending

MLS Number 228547

  • Condo
  • Elementary School Muddy Brook Reg.
  • Junior High Monument Valley Reg.
  • High School Monument Mountain
  • Square Feet 4,274

This custom built ''smart'' condominium villa at the cottages in the barrington brook community presents cutting edge modernity equipped with high end finishes and spaces suited for the modern dweller that desires maintenance free living. This sensational home affords you the opportunity to live in an aesthetically pleasing space seamlessly transitioning you from the kitchen to dining and into the great room, anchored by the fp. Large windows, with access to both a heated sunroom & screened porch, allow you to take in the gentle view while letting in lots of natural light. 5 brs & 5.5 luxurious bth offer sleeping for a few or many. If country living w/community pool at the doorstop of vibrant great barrington appeals to you, this villa is a must see...Perfectly priced below assessment!

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

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$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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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3 Cornwall Great Barrington MA 01230

Great Barrington, MA3 Cornwall Dr

Price$849,000

Est. Mortgage: $/month

Pending

MLS Number 231773

  • Residential
  • Bathroom 4
  • Bedrooms 3
  • Square Feet 3,047
  • Acreage 1.22

This impeccably maintained and updated gracious home is located in a gorgeous country setting just 1.8 miles from gb. The cathedral ceiling living room, huge family room, kitchen, dining and screened porch all flow together for easy living. The first-floor master is grand and has many closets. Included with the 3 bedrooms and 3 1/2 baths, there is a finished closed loft and separate office space that could be used for overflow sleeping quarters. This house sits on a lovely private cul de sac with a shared tennis court and pool. Maintenance is $900 per quarter which covers the pool, clay court, mowing of the center island as well as all the plowing of the private road and your driveway for the winter. Central ac, generator, mudroom and two-car garage, cable and good phone service.

Listed by Claire Naylor Pollart and Judi Lazan of LANCE VERMEULEN RE, INC'

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$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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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175 Castle Hill Great Barrington MA 01230

MLS Number 231883

  • Residential
  • Bathroom 4
  • Bedrooms 4
  • Square Feet 3,476
  • Acreage 2.3

A rare opportunity to acquire a 3,475 sq ft custom-built home on the hill! Quiet & private yet within walking distance to downtown great barrington, lake mansfield & simon's rock. Spacious 4 br, 3.5 ba home on 2.3 acres. 1st floor master br incl fireplace, lg walk-in closet & fireplace. The 2 upstairs brs have lots of closet space and a reading balcony area overlooking the living room/dr & kitchen area. 2nd fireplace in living room. This expansive home also has sliding glass doors leading to a screened-in porch & an open air deck off the back of the house. Tons of windows & skylights let plenty of sun in. Private area off of one end of house w/ its own entrance and upstairs loft, which was originally an office but could be used for many different purposes. Private back yard for relaxation.

Listed by William Morrow of WHEELER & TAYLOR REALTY CO., INC.'

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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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Lot 4 Thrushwood Great Barrington MA 01230

MLS Number 231264

  • Residential
  • Bathroom 5
  • Bedrooms 5
  • Square Feet 3,808
  • Acreage 1.46

Pool community: brand new home: open plan living with, first floor master, fireplace, screened porch, high ceilings, two car garage, community pool. Hoa covers all lawn maintenance, plowing, shoveling up to the front door. Quality new construction. This price cannot be matched. 90 days to move into your beautiful new home. Photos are from a similar home with the same floor plan in the community, with upgrades. Build your dream home on one of the other beautiful lots. Single level with 2100 square feet or as large as 3800 square feet. 3-5 bedrooms with prices beginning at $689,000.

Listed by Maureen White Kirkby and Michael Harrigan of BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY'

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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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Lot 4 Thrushwood Great Barrington MA 01230
Pending

MLS Number 231373

  • Condo
  • Elementary School Muddy Brook Reg.
  • Junior High Monument Valley Reg.
  • High School Monument Mountain
  • Square Feet 3,808

Pool community: brand new home: open plan living with, first floor master, fireplace, screened porch, high ceilings, two car garage, community pool. Hoa covers all lawn maintenance, plowing, shoveling up to the front door. Quality new construction. This price cannot be matched. 90 day to move into your beautiful new home. Photos are from a similar home with the same floor plan in the community, with upgrades. Build your dream home on one of the other beautiful lots. Single level with 2100 square feet or as large as 3800 square feet. 3-5 bedrooms with prices beginning at $689,000.

Listed by Michael Harrigan and Maureen White Kirkby of BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY'

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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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37 Lake Buel Great Barrington MA 01230

Great Barrington, MA37 Lake Buel Rd

Price$800,000

Est. Mortgage: $/month

MLS Number 232228

  • Residential
  • Bathroom 3
  • Bedrooms 5
  • Square Feet 2,759
  • Acreage 8.6

Drive down a long driveway to reach this private home nestled on over 8 acres with mountain and water views.Very spacious with 5 bedrooms and 3 baths. Eat in kitchen facing the views and the large deck. The living room boasts a fieldstone fireplace for cozy fall and winter evenings. 'party barn'may be able to be converted to extra living space. Enough frontage and acreage for another building lot if wetland setbacks can be met. A fun property with plenty of flat, usable outdoor space. Just a minute or two away from butternut. Great rental potential as well.

Listed by Martha Piper of WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY'

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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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Based on information submitted to BCMLS  as of September 21, 2020 . 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.