Great Barrington, MA Homes

• 

  

  

  /23

  Est $593,794

  Not Listed For Sale

  49 Pine St, Great Barrington, MA 01230

  • 5 Beds
  • 2 Baths
  • 1,799 Sq Ft
  • Built 1900

  49 Pine St, Great Barrington, MA 01230

  Last Sold Summary

  • 112 Days On Market

  Last Listing Agent Suzann Ward HOUSATONIC REAL ESTATE
• 

  

  

  /49

  $749,000

  $50K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,008 Sq Ft

  1 Cornwall Dr, Great Barrington, MA 01230

  Fantastic opportunity to own a home in a peaceful cul-de-sac within the desirable Cornwall Estates. This lovely home sits on a level lot w/ almost 2.5 bucolic acres. Spanning just over 2,000 square feet, the home features a convenient first-floor primary bedroom and bathroom, vaulted ceiling in the living room and a screened in porch that leads to a large, partially fenced in backyard. Many

  Stephen Schoenfeld WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  1 Cornwall Dr, Great Barrington, MA 01230
• 

  

  

  /14

  $485,000

  Sold Jul 31, 2026

  44 Russell St, Great Barrington, MA 01230

  • 4 Beds
  • 2 Baths
  • 1,842 Sq Ft
  • Built 1900

  Last Sold Summary

  • 23% Below List Price
  • $263/SF
  • 52 Days On Market

  Current Estimated Value $592,840

  Last Listing Agent Kathleen Hopkins CARRIAGE HOUSE REAL ESTATE

  44 Russell St, Great Barrington, MA 01230
• 

  

  

  /64

  Est $1,218,241

  Not Listed For Sale

  20 Taconic Ln, Great Barrington, MA 01230

  • 4 Beds
  • 3.5 Baths
  • 3,312 Sq Ft
  • Built 1980

  20 Taconic Ln, Great Barrington, MA 01230

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent Dan Alden ALDEN COUNTRY REAL ESTATE SERVICES
• 

  

  

  /27

  $349,000

  • 3 Beds
  • 1 Bath
  • 875 Sq Ft

  11 Wyantenuck St, Housatonic, MA 01236

  Located on a quiet street in Housatonic, this charming cottage offers easy single-level living in a peaceful neighborhood setting. Set on a sunny double lot, the property provides extra outdoor space and flexibility with room to garden, entertain, play, or simply enjoy the surroundings. Inside, the home features an efficient layout filled with natural light, creating a bright and comfortable

  Paige Backhaus WILLIAM RAVEIS - BERKSHIRE

  11 Wyantenuck St, Housatonic, MA 01236
• 

  

  /27

  $420,000

  Sold Feb 02, 2026

  2 Rose Ct W Unit B-1, Great Barrington, MA 01230

  • 3 Beds
  • 2.5 Baths
  • 1,368 Sq Ft
  • Built 2006

  Last Sold Summary

  • 6% Below List Price
  • $307/SF
  • 98 Days On Market

  Last Listing Agent Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  2 Rose Ct W Unit B-1, Great Barrington, MA 01230
• 

  

  /43

  Est $1,285,351

  Not Listed For Sale

  21 Brainard Ave, Great Barrington, MA 01230

  • 4 Beds
  • 3 Baths
  • 2,416 Sq Ft
  • Built 1893

  21 Brainard Ave, Great Barrington, MA 01230

  Last Sold Summary

  • 30 Days On Market

  Last Listing Agent Claudia Laslie WILLIAM RAVEIS - BERKSHIRE
• 

  

  /34

  $679,000

  • 2 Beds
  • 2 Baths
  • 1,308 Sq Ft

  80 Taconic Ave Unit 8, Great Barrington, MA 01230

  Enjoy the best of Great Barrington from this beautifully updated ground-level condominium in On the Hill. Offering easy one-level living, this inviting home features an updated kitchen with abundant storage, new appliances, and bar seating, plus a spacious dining area perfect for gathering with family and friends. The sunken living room boasts a wood-burning fireplace and opens to a private patio

  Michael Linden WILLIAM RAVEIS - BERKSHIRE

  80 Taconic Ave Unit 8, Great Barrington, MA 01230
• 

  

  /32

  $340,000

  Sold Apr 10, 2026

  1592 County Rd, Great Barrington, MA 01230

  • 4 Beds
  • 3 Baths
  • 1,360 Sq Ft
  • Built 1988

  Last Sold Summary

  • 20% Below List Price
  • $250/SF
  • 171 Days On Market

  Current Estimated Value $381,393

  Last Listing Agent Michael Harrigan BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  1592 County Rd, Great Barrington, MA 01230
• 

  

  /32

  Est $1,287,387

  Not Listed For Sale

  89 Taconic Ave, Great Barrington, MA 01230

  • 5 Beds
  • 4 Baths
  • 3,400 Sq Ft
  • Built 1898

  89 Taconic Ave, Great Barrington, MA 01230

  Last Sold Summary

  • 186 Days On Market

  Last Listing Agent Karen Climo WILLIAM PITT SOTHEBY'S - GT BARRINGTON
• 

  

  /32

  $734,900

  $44K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,771 Sq Ft

  165 Maple Ave Unit D, Great Barrington, MA 01230

  Experience the ease of downtown living in this immaculate Maple Grove condominium. Positioned just a short walk from Main Street, this residence offers immediate access to local shops, restaurants, and town amenities. The main level centers on a modern, open floor plan defined by beautiful wood floors and abundant natural light. An open kitchen anchors the living space, allowing for seamless

  Lance Vermeulen WILLIAM RAVEIS - BERKSHIRE

  165 Maple Ave Unit D, Great Barrington, MA 01230
• 

  

  /40

  $1,200,000

  Sold Oct 31, 2025

  247 Peter Menaker Rd, Great Barrington, MA 01230

  • 3 Beds
  • 2.5 Baths
  • 2,500 Sq Ft
  • Built 2003

  Last Sold Summary

  • 14% Below List Price
  • $480/SF
  • 146 Days On Market

  Current Estimated Value $1,231,978

  Last Listing Agent Leslie Chesloff WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  247 Peter Menaker Rd, Great Barrington, MA 01230
• 

  

  /42

  Est $873,846

  Not Listed For Sale

  19 Pleasant St, Great Barrington, MA 01230

  • 4 Beds
  • 3 Baths
  • 2,873 Sq Ft
  • Built 1900

  19 Pleasant St, Great Barrington, MA 01230

  Last Sold Summary

  • 17 Days On Market

  Last Listing Agent Nancy Cuddihy Stone House Properties, LLC
• 

  

  /45

  $575,000

  Pending

  • 4 Beds
  • 2 Baths
  • 2,103 Sq Ft

  60 Cottage St, Great Barrington, MA 01230

  Positioned within walking distance to the vibrant downtown of Great Barrington, this property offers a unique opportunity for Homeowners, investors, non-profits, or developers seeking flexibility and future upside. Previously utilized as professional offices for mental health services, with vision, this could be converted into a 1 or 2 family home. Significant capital improvements have already

  Tim Gallagher STONE HOUSE PROPERTIES, LLC

  60 Cottage St, Great Barrington, MA 01230
• 

  

  /26

  $625,000

  Sold Sep 26, 2025

  3 Roger Rd, Great Barrington, MA 01230

  • 3 Beds
  • 2.5 Baths
  • 1,790 Sq Ft
  • Built 2006

  Last Sold Summary

  • 10% Below List Price
  • $349/SF
  • 117 Days On Market

  Current Estimated Value $676,095

  Last Listing Agent Christian Deckert WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  3 Roger Rd, Great Barrington, MA 01230
• 

  

  /45

  Est $775,865

  Not Listed For Sale

  48 Quarry St, Great Barrington, MA 01230

  • 4 Beds
  • 2.5 Baths
  • 2,352 Sq Ft
  • Built 2001

  48 Quarry St, Great Barrington, MA 01230

  Last Sold Summary

  • 138 Days On Market

  Last Listing Agent Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY
• 

  

  /34

  $589,000

  • 4 Beds
  • 4 Baths
  • 5,044 Sq Ft

  163 Front St, Great Barrington, MA 01230

  Suzann Ward HOUSATONIC REAL ESTATE

  163 Front St, Great Barrington, MA 01230
• 

  

  /59

  $849,000

  Sold Jan 06, 2026

  311 N Plain Rd, Housatonic, MA 01236

  • 4 Beds
  • 3.5 Baths
  • 4,072 Sq Ft
  • Built 1800

  Last Sold Summary

  • 11% Below List Price
  • $208/SF
  • 134 Days On Market

  Current Estimated Value $900,651

  Last Listing Agent Vashti Poor WILLIAM RAVEIS - BERKSHIRE

  311 N Plain Rd, Housatonic, MA 01236
• 

  

  /33

  Est $960,522

  Not Listed For Sale

  399 State Rd, Great Barrington, MA 01230

  • 3 Beds
  • 3.5 Baths
  • 3,016 Sq Ft
  • Built 1900

  399 State Rd, Great Barrington, MA 01230

  Last Sold Summary

  • 226 Days On Market

  Last Listing Agent Susan Baum BERKSHIRE HOMES AND CONDOS
• 

  

  /31

  $475,000

  $174K PRICE DROP Pending

  • 4 Beds
  • 2 Baths
  • 3,000 Sq Ft

  783 Main St, Great Barrington, MA 01230

  Renovated, well-maintained, multi-use building perfect for a live-work situation in prime location! All 4 floors offer opportunity for offices, a studio, storage, retail showroom and more! Highlights include: a large parking lot, handicap accessible ramp, 2 half baths & finished 3rd floor attic. Finished basement w/ vault & video security system. The current retail space is bright & sunny with a

  Claudia Laslie WILLIAM RAVEIS - BERKSHIRE

  783 Main St, Great Barrington, MA 01230
• 

  

  /42

  $1,225,000

  Sold Feb 27, 2026

  4 Thrushwood Ln, Great Barrington, MA 01230

  • 5 Beds
  • 4 Baths
  • 4,200 Sq Ft
  • Built 2024

  Last Sold Summary

  • 28% Below List Price
  • $292/SF
  • 263 Days On Market

  Current Estimated Value $1,284,370

  Last Listing Agent Karen Climo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  4 Thrushwood Ln, Great Barrington, MA 01230
• 

  

  /31

  Est $812,199

  Not Listed For Sale

  193 East St, Great Barrington, MA 01230

  • 3 Beds
  • 1.5 Baths
  • 2,304 Sq Ft
  • Built 1897

  193 East St, Great Barrington, MA 01230

  Last Sold Summary

  • 35 Days On Market

  Last Listing Agent Helen Mullany HELEN MULLANY REAL ESTATE, LLC
• 

  

  /71

  $875,000

  $275K PRICE DROP

  • 3 Beds
  • 4 Baths
  • 2,900 Sq Ft

  29 Old Village Rd, Great Barrington, MA 01230

  First-time for this treasured dwelling to be available for purchase. This magical setting surrounded by lush gardens and plantings is just the beginning of the enchantment. Distant mountain views to the east brings your viewscape to Butternut Ski & beyond. Inside the dwelling is a large open living space & kitchen on the first floor. Separately, there is a first-floor Ensuite. Abutting the first

  Thomas Doyle, Sr. BISHOP WEST REAL ESTATE

  29 Old Village Rd, Great Barrington, MA 01230
• 

  

  /51

  $846,000

  Sold Nov 10, 2025

  4 Pleasant View Dr, Great Barrington, MA 01230

  • 3 Beds
  • 3.5 Baths
  • 2,544 Sq Ft
  • Built 1987

  Last Sold Summary

  • $333/SF
  • 4 Days On Market

  Current Estimated Value $899,587

  Last Listing Agent Matt Carlino MACCARO REAL ESTATE

  4 Pleasant View Dr, Great Barrington, MA 01230
• 

  

  /10

  Est $634,238

  Not Listed For Sale

  10 Prospect St, Great Barrington, MA 01230

  • 4 Beds
  • 2.5 Baths
  • 2,161 Sq Ft
  • Built 1936

  10 Prospect St, Great Barrington, MA 01230

  Last Sold Summary

  • 10 Days On Market

  Last Listing Agent Patrice Melluzzo WILLIAM PITT SOTHEBY'S - GT BARRINGTON
• 

  

  /15

  $550,000

  • 4 Beds
  • 2 Baths
  • 2,346 Sq Ft

  88 Main St, Great Barrington, MA 01230

  Building has been used as an antique business for the last 50 years. Seller had previously lived in the upstairs apartment. Located across the street from Mend and Calgary's and .5 miles from downtown Great Barrington. Selling as is, business and inventory for sale separately - negotiable with owner. Near all the cultural events specific to the Berkshires!

  Freddy Friedman Birch Properties

  88 Main St, Great Barrington, MA 01230
• 

  

  /47

  $1,525,000

  Sold Jan 09, 2026

  268 County Rd Unit 270, Great Barrington, MA 01230

  • 4 Beds
  • 4.5 Baths
  • 3,900 Sq Ft
  • Built 1996

  Last Sold Summary

  • 15% Below List Price
  • $391/SF
  • 65 Days On Market

  Last Listing Agent Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  268 County Rd Unit 270, Great Barrington, MA 01230
• 

  

  /29

  Est $721,985

  Not Listed For Sale

  6 Berkshire Cir, Great Barrington, MA 01230

  • 4 Beds
  • 2 Baths
  • 1,652 Sq Ft
  • Built 1988

  6 Berkshire Cir, Great Barrington, MA 01230

  Last Sold Summary

  • 23 Days On Market

  Last Listing Agent Shannon Margraf WILLIAM PITT SOTHEBY'S - GT BARRINGTON
• 

  

  /37

  $7,250,000

  New Construction

  • 6 Beds
  • 7 Baths
  • 13,175 Sq Ft

  209 Blue Hill Rd, Great Barrington, MA 01230

  A rare French Manor estate on one of the most scenic and sought-after country roads, this extraordinary 45+/- acre sanctuary offers unmatched privacy, panoramic mountain views, and a setting of timeless beauty. Bordering protected state forest, the property unfolds across rolling meadows, tranquil ponds, and a gently flowing brook-creating a secluded retreat that feels worlds away, yet remains

  Mauren White-Kirkby Barnbrook Realty

  209 Blue Hill Rd, Great Barrington, MA 01230
• 

  

  /52

  $1,100,000

  Sold Sep 25, 2025

  82 West Ave, Great Barrington, MA 01230

  • 5 Beds
  • 3.5 Baths
  • 4,000 Sq Ft
  • Built 1900

  Last Sold Summary

  • 31% Below List Price
  • $275/SF
  • 156 Days On Market

  Current Estimated Value $1,153,316

  Last Listing Agent Claire Pollart WILLIAM RAVEIS - BERKSHIRE

  82 West Ave, Great Barrington, MA 01230
• 

  

  /27

  Est $593,839

  Not Listed For Sale

  103 East St, Great Barrington, MA 01230

  • 3 Beds
  • 2 Baths
  • 1,516 Sq Ft
  • Built 1900

  103 East St, Great Barrington, MA 01230

  Last Sold Summary

  • 7 Days On Market

  Last Listing Agent Suzann Ward HOUSATONIC REAL ESTATE
• 

  /2

  $2,400,000

  • Land
  • 38.2 Acres
  • $62,827 per Acre

  3 Jenssen Rd, Great Barrington, MA 01230

  3 lots available to develop in EgremontParcels, 008.0-0000-0123.0, 008.0-0000-0283.0, 008.0-0000-0048.0

  Jeremy Casey SR Commercial Realty

  3 Jenssen Rd, Great Barrington, MA 01230
• 

  

  /24

  $775,000

  Sold Sep 03, 2025

  2 Copper Beech Ln, Great Barrington, MA 01230

  • 3 Beds
  • 2.5 Baths
  • 1,898 Sq Ft
  • Built 1997

  Last Sold Summary

  • $408/SF
  • 11 Days On Market

  Current Estimated Value $841,381

  Last Listing Agent Jen Harvey COMPASS MASSACHUSETTS , LLC GB

  2 Copper Beech Ln, Great Barrington, MA 01230
• 

  

  /18

  Est $455,579

  Not Listed For Sale

  12 Cooper Rd, Great Barrington, MA 01230

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft
  • Built 1981

  12 Cooper Rd, Great Barrington, MA 01230

  Last Sold Summary

  • 26 Days On Market

  Last Listing Agent Eric Steuernagle FAIRGROUND REAL ESTATE, INC
• 

  

  /39

  $600,000

  • 6 Beds
  • 5 Baths
  • 3,502 Sq Ft

  53 Mahaiwe St, Great Barrington, MA 01230

  Prime investment opportunity! This five-unit property features a desirable mix of four, one-bedroom apartments & one, two-bedroom. All units have their own separate heating & electrical systems! Convenient location ensures high demand due to proximity to stores and the hospital. On-site parking. Detached garage/workshop could be rented separately for additional income or used as storage for

  Lance Vermeulen WILLIAM RAVEIS - BERKSHIRE

  53 Mahaiwe St, Great Barrington, MA 01230
• 

  

  /36

  $655,500

  Sold Nov 06, 2025

  204 Cottage St, Great Barrington, MA 01236

  • 3 Beds
  • 3 Baths
  • 2,272 Sq Ft
  • Built 1900

  Last Sold Summary

  • 18% Below List Price
  • $289/SF
  • 131 Days On Market

  Last Listing Agent Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  204 Cottage St, Great Barrington, MA 01236
• 

  

  /26

  Est $1,055,575

  Not Listed For Sale

  154 Main St, Great Barrington, MA 01230

  • 7 Beds
  • 7.5 Baths
  • 3,016 Sq Ft
  • Built 1800

  154 Main St, Great Barrington, MA 01230

  Last Sold Summary

  • 8,409 Days On Market

  Last Listing Agent Timothy Lovett COMPASS MASSACHUSETTS , LLC GB
• 

  

  /26

  $399,900

  • 4 Beds
  • 1 Bath
  • 1,337 Sq Ft

  153 State Rd, Great Barrington, MA 01230

  Neat as a pin cape walking distance to downtown Great Barrington and amenities, this home has been thoughtfully renovated top to bottom. This sweet property, also zoned commercially, has 4 bedrooms, a full bath, and even a partially finished basement. The kitchen, complete with a large pantry, retains the charming mid century details, while appealing to the modern aesthetic. Outside, there is a

  Lauren Rosen WILLIAM RAVEIS - BERKSHIRE

  153 State Rd, Great Barrington, MA 01230
• 

  

  /26

  $845,000

  Sold Jan 08, 2026

  281 Main St Unit 2, Great Barrington, MA 01230

  • 2 Beds
  • 2 Baths
  • 1,974 Sq Ft
  • Built 2024

  Last Sold Summary

  • 14% Below List Price
  • $428/SF
  • 450 Days On Market

  Current Estimated Value $503,646

  Last Listing Agent Mandy Victor-pieczarka STONE HOUSE PROPERTIES, LLC

  281 Main St Unit 2, Great Barrington, MA 01230
• 

  

  /18

  Est $345,349

  Not Listed For Sale

  155 Division St, Great Barrington, MA 01230

  • 1 Bed
  • 1 Bath
  • 760 Sq Ft
  • Built 1965

  155 Division St, Great Barrington, MA 01230

  Last Sold Summary

  • 9 Days On Market

  Last Listing Agent Lauren Rosen WILLIAM RAVEIS - BERKSHIRE

Showing Results 161 - 200, Page 5 of 18