Great Barrington, MA Homes

• 

  

  

  /28

  Est $528,093

  Not Listed For Sale

  3 Reed St, Great Barrington, MA 01230

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • Built 1950

  3 Reed St, Great Barrington, MA 01230

  Last Sold Summary

  • 3 Days On Market

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

  

  

  /25

  $629,000

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

  80 Taconic Ave Unit 2, Great Barrington, MA 01230

  Lovely single level condo on The Hill. Just a short walk to town , The Oakwood provides a quiet community with a lovely pool, garaged parking , and mature landscaping . 2 bedrooms, 2 baths, a cozy living room with fireplace and sliders to a sunny patio. Freshly painted and ready to move into.

  Robin Ban COMPASS MASSACHUSETTS , LLC GB

  80 Taconic Ave Unit 2, Great Barrington, MA 01230
• 

  

  

  /33

  $625,000

  Sold Apr 16, 2026

  6 Lake Ave, Great Barrington, MA 01230

  • 2 Beds
  • 1 Bath
  • 1,107 Sq Ft
  • Built 1946

  Last Sold Summary

  • 4% Above List Price
  • $565/SF
  • 28 Days On Market

  Current Estimated Value $613,801

  Last Listing Agent Paige Backhaus WILLIAM RAVEIS - BERKSHIRE

  6 Lake Ave, Great Barrington, MA 01230
• 

  

  

  /41

  Est $461,166

  Not Listed For Sale

  533 Main St, Great Barrington, MA 01230

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft
  • Built 1940

  533 Main St, Great Barrington, MA 01230

  Last Sold Summary

  • 163 Days On Market

  Last Listing Agent Suzann Ward HOUSATONIC REAL ESTATE
• 

  

  

  /37

  $1,498,000

  • 6 Beds
  • 4.5 Baths
  • 3,808 Sq Ft

  3 Thrushwood Ln, Great Barrington, MA 01230

  TO BE BUILT: Gorgeous neighborhood setting with lush landscaping and Indulge in refined Berkshire living on an exclusive cul-de-sac, where effortless HOA services complement this exquisite new construction. Offering 3,808 sq ft of thoughtfully designed, environmentally conscious living less than a mile from downtown Great Barrington, this home is the perfect modern retreat. Enter through a

  Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  3 Thrushwood Ln, Great Barrington, MA 01230
• 

  

  /6

  $87,500

  Sold Feb 06, 2026

  212 E Hill Rd, Great Barrington, MA 01230

  • 3 Beds
  • 1 Bath
  • 702 Sq Ft
  • Built 1930

  Last Sold Summary

  • 27% Below List Price
  • $125/SF
  • 139 Days On Market

  Current Estimated Value $117,081

  Last Listing Agent Freddy Friedman BIRCH PROPERTIES

  212 E Hill Rd, Great Barrington, MA 01230
• 

  

  /23

  Est $493,940

  Not Listed For Sale

  530 Main St, Great Barrington, MA 01230

  • 3 Beds
  • 1.5 Baths
  • 1,472 Sq Ft
  • Built 1900

  530 Main St, Great Barrington, MA 01230

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent Diane Thorson WILLIAM PITT SOTHEBY'S - GT BARRINGTON
• 

  /2

  $185,000

  • Land
  • 1.51 Acres
  • $122,516 per Acre

  0 Christian Hill Rd, Great Barrington, MA 01230

  Great LOCATION/TOWN WATER/SEWER Nice level building lot 1.51 acres 150' frontage with privacy and advantages of being close to Lake Mansfield and downtown Great Barrington. Great opportunity to won one of the few remaining building lots in town

  Eric Steuernagle FAIRGROUND REAL ESTATE, INC

  0 Christian Hill Rd, Great Barrington, MA 01230
• 

  

  /34

  $325,000

  Sold Jul 06, 2026

  245 Long Pond Rd, Great Barrington, MA 01230

  • 2 Beds
  • 1 Bath
  • 1,182 Sq Ft
  • Built 1954

  Last Sold Summary

  • 30% Below List Price
  • $275/SF
  • 133 Days On Market

  Current Estimated Value $431,111

  Last Listing Agent Jessica Rizzo Lamacchia Realty, Inc. - Dalton

  245 Long Pond Rd, Great Barrington, MA 01230
• 

  

  /46

  Est $725,265

  Not Listed For Sale

  120 Maple Ave, Great Barrington, MA 01230

  • 5 Beds
  • 2 Baths
  • 2,765 Sq Ft
  • Built 1835

  120 Maple Ave, Great Barrington, MA 01230

  Last Sold Summary

  • 53 Days On Market

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

  

  /3

  $95,000

  • Land
  • 2.92 Acres
  • $32,534 per Acre

  0 Hemlock Hill Rd, Great Barrington, MA 01230

  PREMIERE LOCATION JUST FIVE MINUTES FROM MAIN STREET. Building site cleared. Rough driveway in. Electricity easily accessible. Septic design in place. An excellent investment in the ''boom town'' of the Berkshires.

  Tom Lynch COMPASS MASSACHUSETTS , LLC GB

  0 Hemlock Hill Rd, Great Barrington, MA 01230
• 

  

  /4

  $269,900

  Sold Mar 09, 2026

  0 Pine St, Great Barrington, MA 01230

  • Land
  • 2 Acres
  • $134,950 per Acre

  Last Sold Summary

  • 31 Days On Market

  Last Listing Agent Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  0 Pine St, Great Barrington, MA 01230
• 

  

  /34

  Est $512,747

  Not Listed For Sale

  35 Pine St, Great Barrington, MA 01230

  • 3 Beds
  • 2 Baths
  • 1,498 Sq Ft
  • Built 1900

  35 Pine St, Great Barrington, MA 01230

  Last Sold Summary

  • 18 Days On Market

  Last Listing Agent John Burns WILLIAM PITT SOTHEBY'S - GT BARRINGTON
• 

  

  /55

  $1,480,000

  Pending

  • 4 Beds
  • 2.5 Baths
  • 2,828 Sq Ft

  233 Monument Valley Rd, Great Barrington, MA 01230

  CONTEMPORARY FARMHOUSE! Sited on a knoll dotted with old apples trees overlooking scenic views all framed by a meandering fence. All you could ask for is in this well-built home, offering a first floor primary ensuite, library with fieldstone fireplace, A well appointed kitchen opens to both the dining and a living room with fireplace. A screen porch, 1/2 bath, laundry room/mudroom leading to a 2

  Mandy Victor-pieczarka STONE HOUSE PROPERTIES, LLC

  233 Monument Valley Rd, Great Barrington, MA 01230
• 

  

  /6

  $170,000

  Sold Jun 10, 2026

  139 Hurlburt Rd, Great Barrington, MA 01230

  • Land
  • 3.25 Acres
  • $52,308 per Acre

  Last Sold Summary

  • 29% Below List Price
  • 68 Days On Market

  Current Estimated Value $237,972

  Last Listing Agent Jason Nocher NOCHER REALTY

  139 Hurlburt Rd, Great Barrington, MA 01230
• 

  

  /47

  Est $667,004

  Not Listed For Sale

  36 Quarry St, Great Barrington, MA 01230

  • 3 Beds
  • 1 Bath
  • 1,391 Sq Ft
  • Built 1900

  36 Quarry St, Great Barrington, MA 01230

  Last Sold Summary

  • 48 Days On Market

  Last Listing Agent Dan Alden ALDEN COUNTRY REAL ESTATE SERVICES
• 

  

  /74

  $3,495,000

  • 4 Beds
  • 4.5 Baths
  • 4,792 Sq Ft

  32 Crooked Hill Rd, Great Barrington, MA 01230

  Tucked into more than 20 private acres in the beautiful hills of Alford, 32 Crooked Hill Road is the kind of country home that invites you to settle in and stay awhile. Open meadows, mature woodland, mountain views, and expansive lawn creates a setting that feels wonderfully removed from the everyday. The approximately 4,600-square-foot home is generous yet welcoming. At its heart is a dramatic

  Nikki Carchedi STONE HOUSE PROPERTIES, LLC

  32 Crooked Hill Rd, Great Barrington, MA 01230
• 

  

  /36

  $825,000

  Sold Jul 17, 2026

  115 Baldwin Hill Rd S, Great Barrington, MA 01230

  • 4 Beds
  • 1.5 Baths
  • 1,952 Sq Ft
  • Built 1913

  Last Sold Summary

  • 2% Below List Price
  • $423/SF
  • 52 Days On Market

  Current Estimated Value $841,546

  Last Listing Agent Eric Steuernagle FAIRGROUND REAL ESTATE, INC

  115 Baldwin Hill Rd S, Great Barrington, MA 01230
• 

  

  /23

  Est $473,002

  Not Listed For Sale

  30 Pine St, Great Barrington, MA 01230

  • 2 Beds
  • 2 Baths
  • 1,972 Sq Ft
  • Built 1888

  30 Pine St, Great Barrington, MA 01230

  Last Sold Summary

  • 1 Day On Market

  Last Listing Agent Tony Segalla WILLIAM PITT SOTHEBY'S - GT BARRINGTON
• 

  

  /48

  $3,850,000

  • 4 Beds
  • 3.5 Baths
  • 4,292 Sq Ft

  74 Seekonk Cross Rd, Great Barrington, MA 01230

  SUN DRENCHED MODERN HOME WITH POOL AND PRIVACY, A SHORT WALK TO THE WALDORF SCHOOL AND THE GREEN RIVER. This gorgeous property consists of 2 separate building lots and is on a lovely, quiet road ideal for walking and biking, and only 7 minutes drive to Guido's. The house, which has been recently completely reimagined and added onto, is an ode to sophistication, beauty, and practicality.4+

  Robin Ban COMPASS MASSACHUSETTS , LLC GB

  74 Seekonk Cross Rd, Great Barrington, MA 01230
• 

  

  /40

  $532,500

  Sold Jun 01, 2026

  2 Lake Ave, Great Barrington, MA 01230

  • 3 Beds
  • 2 Baths
  • 1,618 Sq Ft
  • Built 1983

  Last Sold Summary

  • 24% Below List Price
  • $329/SF
  • 261 Days On Market

  Current Estimated Value $567,795

  Last Listing Agent David Carlson FAIRGROUND REAL ESTATE, INC

  2 Lake Ave, Great Barrington, MA 01230
• 

  

  /28

  Est $422,085

  Not Listed For Sale

  2 Pine St, Great Barrington, MA 01230

  • 3 Beds
  • 2.5 Baths
  • 1,932 Sq Ft
  • Built 2008

  2 Pine St, Great Barrington, MA 01230

  Last Sold Summary

  • 276 Days On Market

  Last Listing Agent Michael Harrigan BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY
• 

  

  /23

  $575,000

  $24K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,296 Sq Ft

  39 Castle St, Great Barrington, MA 01230

  Set high up on a knoll, this home boasts good, solid construction, wood floors throughout and an easy, manageable floor plan. Within walking distance to Main Street, this adorable home has been lovingly cared for. Immaculate condition, a cozy fireplace and a detached garage. A sweet place to call home in a convenient location. So much potential but move-in ready. The yard has perennials & mature

  Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  39 Castle St, Great Barrington, MA 01230
• 

  

  /38

  $810,000

  Sold Jan 23, 2026

  6 Lake Buel Rd, Great Barrington, MA 01230

  • 3 Beds
  • 2 Baths
  • 1,695 Sq Ft
  • Built 1971

  Last Sold Summary

  • 1% Above List Price
  • $478/SF
  • 28 Days On Market

  Current Estimated Value $834,355

  Last Listing Agent Jessie Bennett WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  6 Lake Buel Rd, Great Barrington, MA 01230
• 

  

  /40

  Est $813,115

  Not Listed For Sale

  15 Higgins St, Great Barrington, MA 01230

  • 3 Beds
  • 2 Baths
  • 1,856 Sq Ft
  • Built 1920

  15 Higgins St, Great Barrington, MA 01230

  Last Sold Summary

  • 16 Days On Market

  Last Listing Agent Lawrence Reilly THE KINDERHOOK GROUP
• 

  

  /26

  $3,500

  • 5 Beds
  • 2 Baths
  • 2,200 Sq Ft

  392 Park St Unit A, Great Barrington, MA 01230

  Beautiful 2200 sq. foot home for rent with 4/ flex 5 bedrooms and 2 BA. One side of a duplex, this space is so large and private that it feels like a stand-alone house. Private porch and BBQ area, shared backyard garden. Property includes 2x duplex houses, so, 4 units. Each home has their own outdoor space plus there are shared garden plots in the back for anyone interested. Right in the center

  Tony Segalla WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  392 Park St Unit A, Great Barrington, MA 01230
• 

  

  /32

  $1,275,000

  Sold Dec 19, 2025

  94 West Ave, Great Barrington, MA 01230

  • 4 Beds
  • 3.5 Baths
  • 3,194 Sq Ft
  • Built 1900

  Last Sold Summary

  • 2% Below List Price
  • $399/SF
  • 28 Days On Market

  Current Estimated Value $1,341,438

  Last Listing Agent Kate Lascar COMPASS MASSACHUSETTS , LLC GB

  94 West Ave, Great Barrington, MA 01230
• 

  

  /3

  Est $746,234

  Not Listed For Sale

  80 Taconic Ave Unit 16, Great Barrington, MA 01230

  • 3 Beds
  • 2 Baths
  • 1 Sq Ft
  • Built 1985

  80 Taconic Ave Unit 16, Great Barrington, MA 01230

  Last Sold Summary

  • 0 Days On Market

  Last Listing Agent Suzann Ward HOUSATONIC REAL ESTATE
• 

  

  /53

  $950,000

  Pending

  • 4 Beds
  • 4 Baths
  • 2,804 Sq Ft

  321 N Plain Rd, Housatonic, MA 01236

  Perfectly poised and priced! This immaculately maintained four-bedroom residence, set on an acre of land, delivers three levels of sophisticated living space designed for both effortless entertaining and quiet sanctuary. The property balances a serene, retreat-like setting with beautiful mountain views and unparalleled convenience to local amenities and top-tier Great Barrington schools. The home

  Stacy Chojnowski WILLIAM PITT SOTHEBY'S - LENOX

  321 N Plain Rd, Housatonic, MA 01236
• 

  

  /43

  $400,000

  Sold Dec 29, 2025

  127 Old Joe Rd, Great Barrington, MA 01230

  • 4 Beds
  • 2 Baths
  • 1,560 Sq Ft
  • Built 1996

  Last Sold Summary

  • 16% Below List Price
  • $256/SF
  • 99 Days On Market

  Current Estimated Value $419,175

  Last Listing Agent Tony Segalla WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  127 Old Joe Rd, Great Barrington, MA 01230
• 

  

  /31

  Est $653,692

  Not Listed For Sale

  168 Taconic Ave, Great Barrington, MA 01230

  • 4 Beds
  • 2 Baths
  • 1,500 Sq Ft
  • Built 1900

  168 Taconic Ave, Great Barrington, MA 01230

  Last Sold Summary

  • 17 Days On Market

  Last Listing Agent Suzann Ward HOUSATONIC REAL ESTATE
• 

  

  /50

  $1,495,000

  $300K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 3,100 Sq Ft

  134 Hurlburt Rd, Great Barrington, MA 01230

  Nestled in the heart of Great Barrington, this spacious 4 bedroom, 4 bathroom residence offers the perfect blend of family-friendly comfort and private sophistication. The home greets you with gleaming wood floors and a stunning fieldstone fireplace that anchors the living spaces in warmth and character. Cook like a chef in the large open kitchen, where generous countertops, a welcoming island,

  Eric Steuernagle FAIRGROUND REAL ESTATE, INC

  134 Hurlburt Rd, Great Barrington, MA 01230
• 

  

  /52

  $645,000

  Sold Jun 01, 2026

  416 Monterey Rd, Great Barrington, MA 01230

  • 3 Beds
  • 3 Baths
  • 1,708 Sq Ft
  • Built 1973

  Last Sold Summary

  • 4% Below List Price
  • $378/SF
  • 5 Days On Market

  Current Estimated Value $652,230

  Last Listing Agent Michael Harrigan BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  416 Monterey Rd, Great Barrington, MA 01230
• 

  

  /22

  Est $765,680

  Not Listed For Sale

  5 Pleasant View Dr, Great Barrington, MA 01230

  • 3 Beds
  • 1.5 Baths
  • 1,800 Sq Ft
  • Built 1959

  5 Pleasant View Dr, Great Barrington, MA 01230

  Last Sold Summary

  • 31 Days On Market

  Last Listing Agent Suzann Ward HOUSATONIC REAL ESTATE
• 

  

  /6

  $450,000

  $50K PRICE DROP

  • Land
  • 17,859 Sq Ft
  • $1,097,561 per Acre

  185 B State Rd, Great Barrington, MA 01230

  A premier commercial development opportunity awaits at 185 State Road. Positioned directly on the bustling Route 7, this property guarantees maximum brand exposure with a daily traffic count exceeding 16,000 vehicles. Superior site logistics include an oversized curb cut for easy ingress and egress, along with ample space for on-site parking. This versatile property is engineered for success,

  Lance Vermeulen WILLIAM RAVEIS - BERKSHIRE

  185 B State Rd, Great Barrington, MA 01230
• 

  

  /51

  $1,800,000

  Sold Jun 26, 2026

  7 Brainard Ave, Great Barrington, MA 01230

  • 3 Beds
  • 5 Baths
  • 2,810 Sq Ft
  • Built 1900

  Last Sold Summary

  • 9% Above List Price
  • $641/SF
  • 3 Days On Market

  Current Estimated Value $1,607,393

  Last Listing Agent Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  7 Brainard Ave, Great Barrington, MA 01230
• 

  

  /22

  Est $861,941

  Not Listed For Sale

  4 Highland Dr, Great Barrington, MA 01230

  • 5 Beds
  • 2.5 Baths
  • 2,500 Sq Ft
  • Built 1963

  4 Highland Dr, Great Barrington, MA 01230

  Last Sold Summary

  • 49 Days On Market

  Last Listing Agent Samantha Homeyer BIRCH PROPERTIES
• 

  

  /23

  $149,900

  • 3 Beds
  • 1 Bath
  • 1,108 Sq Ft

  71 van Deusenville Rd, Great Barrington, MA 01230

  Set on a sunny half-acre lot, this classic 1900 ranch is ready for its next chapter and top/bottom reinvention.The home is now strictly an ''as-is'' handyman special or contractor's dream. Features a cozy compact ( yes small ) kitchen, vintage vibes (meaning every room needs a facelift ),and dirt basement. Roof is holding strong for now, but you'll want to budget for a replacement soon (real

  Jason Nocher NOCHER REALTY

  71 van Deusenville Rd, Great Barrington, MA 01230
• 

  

  /12

  $90,000

  Sold Dec 03, 2025

  Lot 1 Park St, Great Barrington, MA 01230

  • Land
  • 24,523 Sq Ft
  • $159,860 per Acre

  Last Sold Summary

  • 28% Below List Price
  • 127 Days On Market

  Last Listing Agent Tony Segalla WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  Lot 1 Park St, Great Barrington, MA 01230
• 

  

  /40

  Est $478,336

  Not Listed For Sale

  357 State Rd, Great Barrington, MA 01230

  • 4 Beds
  • 1 Bath
  • 1,800 Sq Ft
  • Built 1900

  357 State Rd, Great Barrington, MA 01230

  Last Sold Summary

  • 62 Days On Market

  Last Listing Agent Paige Backhaus WILLIAM RAVEIS - BERKSHIRE

Showing Results 281 - 320, Page 8 of 18