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.

Great Barrington MA 01230

Great Barrington, MA

Price$4,500,000

Est. Mortgage: $/month

MLS Number 238546

  • Residential
  • Bathroom 7
  • Bedrooms 6
  • Square Feet 9,254
  • Acreage 16.76

The thoughtfully renovated and expanded 1940s main house is full of exceptional spaces--elegant formal dining and living rooms in front, informal sitting area and spacious eat-in kitchen at the back, stunning central stairwell, cozy den/bar, and media room. Five comfortable bedrooms, including two luxurious primary suites. Every material, sightline, and design element has been curated with care and sensitivity. Delightful outdoor spaces abound--front and rear goshen stone patios, rolling lawns, balconies and roof spaces. Cozy historic sunroom off the living room. Above the oversized two-car garage, is a stunning light-filled studio with intricate ceiling details, exterior balcony and bathroom. The in-ground pool is surrounded by a huge patio area, gardens and pastoral views.

Listed by Lance Vermeulen of LANCE VERMEULEN RE,INC'

$
$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 2022
* 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 238236

  • Residential
  • Bathroom 3
  • Bedrooms 2
  • Square Feet 13,350
  • Acreage 0.43

Stunning, one-of-a-kindmodern 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. Commercial listng mls id: 238237.

Listed by Selina Lamb of BERKSHIRE PROPERTY AGENTS,LLC'

$
$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 2022
* 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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21 Kalliste Hill Great Barrington MA 01230

Great Barrington, MA21 Kalliste Hill

Price$2,400,000

Est. Mortgage: $/month

MLS Number 234767

  • Residential
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 2,900
  • Acreage 7.12

Privacy, expansiveness & spectacular views into ct! This contemporary cedar home is an idyllic, private sanctuary in a dream location featuring a hilltop swimming pool w/ stone patio, horse barn & room for horses, koi pond w/ bridge, mature landscaping, and beautiful stonework throughout. Perfectly sited on 7.123 acres, this property includes an extra building lot which would allow the construction of another residence making this the complete family compound! The spacious interior of this light-filled home with soothing earth tones & warm woods includes 3 brs, 2.5 bathrooms, open concept floor plan, office space, central a/c, jetted tub, screened porch, fireplace, skylights, and incredible views both inside & out. Gather year-round with friends & family at this spectacular retreat!

Listed by Douglas M Goudey of WHEELER & TAYLOR REALTY CO.,INC.'

$
$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 2022
* 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 Thrushwood Lane Great Barrington MA 01230

Great Barrington, MA11 Thrushwood Lane

Price$1,950,000

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 Maureen White Kirkby of BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY'

$
$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 2022
* 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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21 Kalliste Hill Great Barrington MA 01230

Great Barrington, MA21 Kalliste Hill

Price$1,900,000

Est. Mortgage: $/month

MLS Number 235495

  • Residential
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 2,900
  • Acreage 5.2

Privacy, expansiveness & spectacular views into ct! This contemporary cedar home is an idyllic, private sanctuary in a dream location featuring a hilltop swimming pool w/ stone patio, horse barn & room for horses, koi pond w/ bridge, mature landscaping, and beautiful stonework throughout. The spacious interior of this light-filled home with soothing earth tones & warm woods includes 3 brs, 2.5 bathrooms, open concept floor plan, office space, central a/c, jetted tub, screened porch, fireplace, skylights, and incredible views both inside & out. Gather year-round with friends & family at this spectacular retreat!

Listed by Douglas M Goudey of WHEELER & TAYLOR REALTY CO.,INC.'

$
$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 2022
* 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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684 South Egremont Road Great Barrington MA 01230
Pending

MLS Number 236863

  • Residential
  • Bathroom 20
  • Bedrooms 20
  • Square Feet 17,551
  • Acreage 10.43

Unique opportunity for the business-minded interested in purchasing a well-established gem of a bed & breakfast in the heart of the berkshires. Located minutes from cultural attractions w/ convenient access to boston/new york. Windflower inn welcomes guests w/ its wraparound porch & manicured grounds. The inn has 13 bedrooms each w/ their own private bath. Blending the charm of the past w/modern-day conveniences. The commercial grade kitchen & laundry meets the demands of a busy bed & breakfast. The kitchen includes double commercial ovens & has the potential for expansion for restaurant purposes. The 3 bedroom 2.5 bath cottage on site adds income potential. Owners also have a 4 bedroom 2 bath home currently used as innkeepers quarters. Potential for events/weddings/family compound.

Listed by Jessica L. Rizzo of BERKSHIRE DREAM HOME,INC.'

$
$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 2022
* 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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48 South Street Great Barrington MA 01230

Great Barrington, MA48 South Street

Price$1,498,000

Est. Mortgage: $/month

MLS Number 238822

  • Residential
  • Bathroom 3
  • Bedrooms 5
  • Square Feet 3,400
  • Acreage 0.51

Magical home upgraded throughout for contemporary living and three blocks from downtown. Immaculately maintained and renovated over the years this family home offers 5 bedrooms and 2.5 baths and an additional carriage house tucked into the rear property boasting two bays, a sleek hip modern 1 bedroom/1 bath apartment (the ''nest'') and a home office with full bath.The main house begins with a large south-facing front porch with side seating area perfect for morning coffee and a screened back porch off a new patio and hidden hot tub.One gas and two wood-burning fireplaces can be found in the family room, living room and primary bedroom. A large eat-in kitchen with granite counter tops, large center island, garland stove, subzero, bosch dishwasher and walk-in pantry.

Listed by Leslie G Chesloff of WILLIAM PITT SOTHEBY'S - GT BARRINGTON'

$
$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 2022
* 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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91 Brush Hill Road Great Barrington MA 01230

Great Barrington, MA91 Brush Hill Road

Price$1,250,000

Est. Mortgage: $/month

MLS Number 238575

  • Residential
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 2,108
  • Acreage 5.26

A stylish and bright 4 bedroom, 3 bath private yet convenient home, located at the top of a sweeping drive. The traditional exterior belies a fresh, contemporary, open first floor while retaining a dedicated dining room that would also make a terrific den or office. A very large screened porch and a sunny deck reached from the great room expands the summer footprint to allow for large gatherings and appreciation of the landscaped property of over five acres. All bedrooms are located on the second floor - an en-suite primary, three guest bedrooms and a renovated bath. An attached two-car garage is nearby a powder room. There's loads of closet space and dry storage in the clean, full basement. Just a five minute drive into the center of town. Furnishings are available outside of escrow.

Listed by Timothy Lovett of BERKSHIRE PROPERTY AGENTS,LLC'

$
$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 2022
* 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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35 Silver Street Great Barrington MA 01230

Great Barrington, MA35 Silver Street

Price$1,195,000

Est. Mortgage: $/month

MLS Number 238036

  • Residential
  • Bathroom 5
  • Bedrooms 10
  • Square Feet 6,832
  • Acreage 4.37

Don't miss this remarkable investment opportunity, or create your own private family compound in the heart of great barrington. This spacious home and property includes beautiful lawns and woods on over four acres with town water and sewer. It offers a serene country setting of magnificent views and 2 private ponds, yet is close to downtown. Originally the large carriage house for new york newspaper publisher colonel william l. Brown, it was later converted into apartments and has been in the same family since 1931. Three spacious units total over 6,000 square feet, each offering individual sun porches, roomy basements and utilities. Unit a has a first floor primary bedroom, a full bathroom including washer and dryer, and office. See more...

Listed by Samantha A. Homeyer and Suzann Laverack Ward of HOUSATONIC REAL ESTATE'

$
$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 2022
* 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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34 Seekonk Cross Road Great Barrington MA 01230

MLS Number 237915

  • Residential
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 3,177
  • Acreage 2.03

This magical country lifestyle awaits you! Unspoiled charming new england farmhouse with views across neighboring pasture & barns to the mountains beyond. An 1800's stage coach stop, this cozy home retains many original details, king's boards floors and original fireplaces. Presently a two family house, with a wonderful apartment with separate entrance. The backyard is an oasis to find peace after a busy day. Extensive perennials, vintage peonies, iris, day lilies, vintage roses and a small herb garden, fruit trees and berry patches. Simplicity defined when relaxing on the rocking chair front porch. Detached barn and a workshop. Update or renovate this jewel. Embrace the country life.

Listed by Helen Mullany of HELEN MULLANY REAL ESTATE,LLC'

$
$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 2022
* 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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32 Benton Avenue Great Barrington MA 01230
Pending

MLS Number 238540

  • Residential
  • Bathroom 3
  • Bedrooms 6
  • Square Feet 4,138
  • Acreage 0.41

Gracious turn of the century victorian on ''the hill'' - built in 1896, this grand home sits on a corner lot on ''the hill'' in great barrington and features 6 bedrooms & 3 baths. An updated kitchen, formal living, dining and sitting,rooms on the first floor. The house offers a grand oversized raised paneled foyer with fireplace. The family room and office have a separate first floor entrance. The second floor boasts 6 bedrooms and a beautiful expansive landing. Third floor full attic. Tall ceilings and generous rooms with original woodwork and yellow pine flooring. A private backyard with mature landscaping, a garden oasis with specimen plants and deciduous shade trees. Close to downtown great barrington for shopping, dining & theatre. Minutes to lk mansfield and all berkshire activiti

Listed by Patrice C. Melluzzo and Karen Climo of WILLIAM PITT SOTHEBY'S - GT BARRINGTON'

$
$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 2022
* 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 Lake Avenue Great Barrington MA 01230

Great Barrington, MA20 Lake Avenue

Price$895,000

Est. Mortgage: $/month

Pending

MLS Number 238950

  • Residential
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 1,717
  • Acreage 0.25

Great barrington bungalow on ''the hill!''lovingly built in 2014 this custom 4 bedroom, 3 bathroom home is filled with artistic attitude with a craftsman flair.Handmade cabinetry, unique trim work, and spirited design make this home a real gem.Convenient location to downtown great barrington and lake mansfield.

Listed by Samantha A. Homeyer of HOUSATONIC REAL ESTATE'

$
$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 2022
* 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 7 Thrushwood Lane Great Barrington MA 01230
Pending

MLS Number 233428

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

Pool community: build your dream 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. 10 months 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.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 2022
* 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 9 Thrushwood Lane Great Barrington MA 01230
Pending

MLS Number 233442

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

Pool community: build your dream 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. 10 months 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 HOMESERVICES BARNBROOK REALTY'

$
$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 2022
* 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 10 Thrushwood Lane Great Barrington MA 01230
Pending

MLS Number 233069

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

Pool community: build your dream 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. 10 months 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 HOMESERVICES BARNBROOK REALTY'

$
$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 2022
* 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 8 Thrushwood Lane Great Barrington MA 01230
Pending

MLS Number 233429

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

Pool community: build your dream 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. 10 months 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 HOMESERVICES BARNBROOK REALTY'

$
$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 2022
* 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 December 1, 2022 . 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.