Great Barrington, MA Homes

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  /27

  Est $1,371,207 Not Listed For Sale

  206 Blue Hill Rd, Great Barrington, MA 01230

  • 3 Beds
  • 2.5 Baths
  • 1,692 Sq Ft
  • Built 1911

  206 Blue Hill Rd, Great Barrington, MA 01230

  Last Sold Summary

  • 9% Below List Price
  • $887/SF
  • 21 Days On Market

  Last Sold Price $1,500,000

  Last Listing Agent Claudia Crane COMPASS MASSACHUSETTS , LLC GB
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  /62

  $515,000

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

  143 Bridge St, Great Barrington, MA 01230

  Two-family home in downtown Great Barrington, set on a generous lot with an oversized garage. Just a short distance from Main Street, this ideally located property sits in a desirable neighborhood, close to everything downtown Great Barrington has to offer. The first-floor apartment features expansive living spaces, three bedrooms, one-and-a-half bathrooms, and two sunrooms. The second-floor,

  Jen Harvey COMPASS MASSACHUSETTS , LLC GB

  143 Bridge St, Great Barrington, MA 01230
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  /16

  $125,000 Sold Oct 10, 2025

  386 N Plain Rd, Great Barrington, MA 01230

  • 2 Beds
  • 1 Bath
  • 1,092 Sq Ft
  • Built 1936

  Last Sold Summary

  • 37% Below List Price
  • $114/SF
  • 18 Days On Market

  Current Estimated Value $274,744

  Last Listing Agent John Segalla HOUSATONIC REAL ESTATE

  386 N Plain Rd, Great Barrington, MA 01230
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  /55

  Est $1,073,587 Not Listed For Sale

  79 Brush Hill Rd, Great Barrington, MA 01230

  • 4 Beds
  • 3 Baths
  • 2,675 Sq Ft
  • Built 1986

  79 Brush Hill Rd, Great Barrington, MA 01230

  Last Sold Summary

  • 22% Above List Price
  • $329/SF
  • 7 Days On Market

  Last Sold Price $879,000

  Last Listing Agent Claire Pollart WILLIAM RAVEIS - BERKSHIRE
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  /20

  $950,000

  • 5 Baths
  • 5,180 Sq Ft

  406 Main St, Great Barrington, MA 01230

  FOR SALE: Prime Downtown Great Barrington Gem - Endless Possibilities! Welcome to 406 Main Street, a rare opportunity in the heart of downtown Great Barrington, MA. Just steps from bustling Main Street shops and restaurants, this versatile 5,180 sq ft building offers exceptional potential for residential, commercial, or creative mixed-use transformation. Zoned B2, the property allows for

  Jason Saphire www.HomeZu.com

  406 Main St, 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 $514,246

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

  281 Main St Unit 2, Great Barrington, MA 01230
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  /60

  Est $2,528,698 Not Listed For Sale

  112 Brush Hill Rd, Great Barrington, MA 01230

  • 5 Beds
  • 4.5 Baths
  • 5,764 Sq Ft
  • Built 2006

  112 Brush Hill Rd, Great Barrington, MA 01230

  Last Sold Summary

  • 1% Above List Price
  • $433/SF
  • 309 Days On Market

  Last Sold Price $2,497,500

  Last Listing Agent Mark Rosengren WILLIAM RAVEIS - BERKSHIRE
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  /39

  $1,295,000

  • 3 Beds
  • 2.5 Baths
  • 2,688 Sq Ft

  260 Maple Ave, Great Barrington, MA 01230

  Timeless Craftsmanship Meets Modern Living-Built in 2004, this exquisitely crafted historic reproduction home seamlessly blends old-world charm with contemporary comfort. Set on 1.82 acres with sweeping mountain views, this 3-bedroom, 2.5-bathroom home features meticulous hand-crafted details throughout-honoring traditional design while offering the conveniences of modern construction. The

  Karen Climo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  260 Maple Ave, Great Barrington, MA 01230
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  /11

  $285,000 Sold Feb 22, 2026

  11 Rowe Rd, Great Barrington, MA 01230

  • Land
  • 2 Acres
  • $142,500 per Acre

  Last Sold Summary

  • 33% Below List Price
  • 124 Days On Market

  Current Estimated Value $341,394

  Last Listing Agent John Segalla HOUSATONIC REAL ESTATE

  11 Rowe Rd, Great Barrington, MA 01230
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  /42

  Est $974,807 Not Listed For Sale

  68 Brush Hill Rd, Great Barrington, MA 01230

  • 4 Beds
  • 3.5 Baths
  • 2,058 Sq Ft
  • Built 1996

  68 Brush Hill Rd, Great Barrington, MA 01230

  Last Sold Summary

  • 19% Above List Price
  • $397/SF
  • 39 Days On Market

  Last Sold Price $817,000

  Last Listing Agent Donna DiGrigoli DIGRIGOLI REAL ESTATE
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  /27

  $365,000

  • 3 Beds
  • 1 Bath
  • 872 Sq Ft

  26 Pine St, Great Barrington, MA 01230

  LAKE BUEL, NEW MARLBOROUGH COTTAGE!For the past 60 years this cottage has been a source of joy for the same family, now it is your turn. Affordable, simple, rustic three season cottage with deeded access to the lake. Well loved and nicely maintained, with updated kitchen, and a beautiful stone fireplace for those chilly evenings. Nice open plan Living/Dining area. Relax on the Deck or gather

  Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  26 Pine St, Great Barrington, MA 01230
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  /32

  $660,000 Sold Sep 03, 2025

  57 South St, Great Barrington, MA 01230

  • 5 Beds
  • 2 Baths
  • 2,060 Sq Ft
  • Built 1858

  Last Sold Summary

  • 5% Below List Price
  • $320/SF
  • 113 Days On Market

  Current Estimated Value $698,842

  Last Listing Agent Timothy Lovett COMPASS MASSACHUSETTS , LLC GB

  57 South St, Great Barrington, MA 01230
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  /15

  Est $360,012 Not Listed For Sale

  28 Blue Hill Rd, Great Barrington, MA 01230

  • 2 Beds
  • 1 Bath
  • 864 Sq Ft
  • Built 1912

  28 Blue Hill Rd, Great Barrington, MA 01230

  Last Sold Summary

  • 31% Above List Price
  • $318/SF
  • 65 Days On Market

  Last Sold Price $275,000

  Last Listing Agent Dagmar Kubes BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY
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  /48

  $6,475,000

  • 9 Beds
  • 11 Baths
  • 12,968 Sq Ft

  250 Long Pond Rd, Great Barrington, MA 01230

  Experience a rare Zen-inspired retreat in the heart of the Berkshires, brilliantly designed to exist in harmony with its natural surroundings. Set on nearly 120 acres of protected land with striking rock outcroppings, sweeping mountain views, and frontage along the Williams River, this architecturally significant contemporary offers a true sense of privacy, tranquility, and escape- all just

  Elyse Morris Elyse Harney Real Estate

  250 Long Pond Rd, Great Barrington, MA 01230
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  /46

  $575,000 Sold Mar 05, 2026

  1057 Main St, Great Barrington, MA 01236

  • 9 Beds
  • 4 Baths
  • 4,152 Sq Ft
  • Built 1900

  Last Sold Summary

  • 8% Below List Price
  • $138/SF
  • 31 Days On Market

  Last Listing Agent Ryan Lane GILCREST PROPERTIES

  1057 Main St, Great Barrington, MA 01236
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  /41

  Est $683,501 Not Listed For Sale

  165 Monument Valley Rd, Great Barrington, MA 01230

  • 3 Beds
  • 2 Baths
  • 1,643 Sq Ft
  • Built 1865

  165 Monument Valley Rd, Great Barrington, MA 01230

  Last Sold Summary

  • 15% Above List Price
  • $361/SF
  • 8 Days On Market

  Last Sold Price $592,500

  Last Listing Agent Cortney Dupont COHEN & WHITE ASSOCIATES
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  /66

  $6,850,000

  • 5 Beds
  • 3.5 Baths
  • 3,474 Sq Ft

  77 Seekonk Cross Rd, Great Barrington, MA 01230

  Welcome to Meadow Wood This elegant property on a secluded reach of the Green River epitomizes the concept of indoor/outdoor living. The graceful and meticulously maintained 30 acre estate features specimen trees, established gardens, a lily pond, terraces, pastoral views, and privacy. In addition to the light-filled main house, the property includes the gardens, fenced fields, a 2 car garage w/

  Elvia Gignoux WILLIAM PITT SOTHEBY'S - SALISBURY

  77 Seekonk Cross Rd, Great Barrington, MA 01230
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  /43

  $579,000 Sold Jun 02, 2025

  7 Dehon Rd, Great Barrington, MA 01230

  • 2 Beds
  • 2 Baths
  • 1,932 Sq Ft
  • Built 1966

  Last Sold Summary

  • 5% Above List Price
  • $300/SF
  • 5 Days On Market

  Current Estimated Value $647,970

  Last Listing Agent Claire Pollart WILLIAM RAVEIS - BERKSHIRE

  7 Dehon Rd, Great Barrington, MA 01230
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  /24

  Est $614,829 Not Listed For Sale

  306 Division St, Great Barrington, MA 01230

  • 3 Beds
  • 1.5 Baths
  • 2,160 Sq Ft
  • Built 1960

  306 Division St, Great Barrington, MA 01230

  Last Sold Summary

  • 28% Above List Price
  • $222/SF
  • 61 Days On Market

  Last Sold Price $479,000

  Last Listing Agent Sarah Dixon WILLIAM RAVEIS - BERKSHIRE
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  /40

  $495,000 Pending

  • 3 Beds
  • 1 Bath
  • 1,075 Sq Ft

  6 Locust St, Great Barrington, MA 01230

  Tucked away in a vibrant, walkable east-side neighborhood, this custom 3-bedroom bungalow is a masterclass in personality and craftsmanship. This is a home with soul; from the handcrafted woodwork to the bespoke built-ins, every inch has been curated with an artist's eye.The heart of the home is a stunning, artisan-inspired kitchen featuring custom copper countertops, reclaimed wood shelving, and

  Paige Paluch WILLIAM RAVEIS - BERKSHIRE

  6 Locust St, Great Barrington, MA 01230
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  /39

  $450,000 Sold Dec 05, 2025

  1049 Main St, Great Barrington, MA 01236

  • 4 Beds
  • 3 Baths
  • 2,258 Sq Ft
  • Built 1860

  Last Sold Summary

  • 5% Below List Price
  • $199/SF
  • 21 Days On Market

  Current Estimated Value $454,670

  Last Listing Agent Suzann Ward HOUSATONIC REAL ESTATE

  1049 Main St, Great Barrington, MA 01236
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  /34

  Est $766,794 Not Listed For Sale

  24 Hemlock Hill Rd, Great Barrington, MA 01230

  • 3 Beds
  • 2 Baths
  • 1,965 Sq Ft
  • Built 1983

  24 Hemlock Hill Rd, Great Barrington, MA 01230

  Last Sold Summary

  • 10% Above List Price
  • $355/SF
  • 2 Days On Market

  Last Sold Price $697,000

  Last Listing Agent Dan Alden ALDEN COUNTRY REAL ESTATE SERVICES
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  /65

  $2,495,000

  • 5 Beds
  • 4.5 Baths
  • 3,615 Sq Ft

  17 Cronk Rd, Great Barrington, MA 01230

  Originally built in the 1700s, this historic post-and-beam barn has been thoughtfully renovated over time while maintaining its unique character and charm. A recently installed solar energy system allows for highly efficient living with the potential for an off-grid lifestyle.The home features an open floor plan filled with natural light from numerous oversized windows. A chef's kitchen adjoins

  Suzann Ward HOUSATONIC REAL ESTATE

  17 Cronk Rd, Great Barrington, MA 01230
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  /3

  $240,000 Sold Jul 01, 2025

  268 N Plain Rd, Great Barrington, MA 01230

  • 1 Bed
  • 1 Bath
  • 465 Sq Ft
  • Built 1951

  Last Sold Summary

  • 13% Below List Price
  • $516/SF
  • 12 Days On Market

  Current Estimated Value $275,889

  Last Listing Agent Cheryl Raifstanger FAIRGROUND REAL ESTATE, INC

  268 N Plain Rd, Great Barrington, MA 01230
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  /18

  Est $597,891 Not Listed For Sale

  8 Abbey Hill Dr, Great Barrington, MA 01230

  • 3 Beds
  • 2 Baths
  • 1,968 Sq Ft
  • Built 1981

  8 Abbey Hill Dr, Great Barrington, MA 01230

  Last Sold Summary

  • 16% Above List Price
  • $262/SF
  • 89 Days On Market

  Last Sold Price $515,000

  Last Listing Agent Patrice Melluzzo William Pitt
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  /18

  $595,000

  • 3 Beds
  • 1.5 Baths
  • 2,438 Sq Ft

  402 Park St, Great Barrington, MA 01230

  This well-maintained mixed-use property offers excellent flexibility for both commercial and residential use. The building is currently configured as two separate units. The first floor features a bright commercial space with large front-facing windows that provide excellent visibility and natural light--ideal for office or retail use. The space includes a private bathroom, dedicated heating and

  Suzann Ward HOUSATONIC REAL ESTATE

  402 Park St, Great Barrington, MA 01230
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  /48

  $938,250 Sold Sep 17, 2025

  49 South St, Great Barrington, MA 01230

  • 7 Beds
  • 4 Baths
  • 2,998 Sq Ft
  • Built 1863

  Last Sold Summary

  • 6% Below List Price
  • $313/SF
  • 126 Days On Market

  Current Estimated Value $988,129

  Last Listing Agent Kate Lascar COMPASS MASSACHUSETTS , LLC GB

  49 South St, Great Barrington, MA 01230
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  /27

  Est $1,002,528 Not Listed For Sale

  8 Lake View Rd, Great Barrington, MA 01230

  • 3 Beds
  • 3 Baths
  • 2,205 Sq Ft
  • Built 1987

  8 Lake View Rd, Great Barrington, MA 01230

  Last Sold Summary

  • 12% Above List Price
  • $406/SF
  • 93 Days On Market

  Last Sold Price $895,000

  Last Listing Agent Susan Baum BERKSHIRE HOMES AND CONDOS
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  /53

  $1,249,000 Open Sat 11AM - 12:30PM

  • 4 Beds
  • 3 Baths
  • 1,860 Sq Ft

  127 Monument Valley Rd, Great Barrington, MA 01230

  Beautifully renovated New England Farmhouse with thoughtful modern updates! The home retains original character with wood floors, some exposed timber framing, and a cozy fireplace. Chef's kitchen with high end appliances for serious cooking and easy entertaining. Four comfortable bedrooms, one a primary ensuite, with two additional flex spaces that work for offices, guests , den or creative

  Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  127 Monument Valley Rd, Great Barrington, MA 01230
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  /56

  $1,150,000 Sold Jan 06, 2026

  213 Egremont Plain Rd, Great Barrington, MA 01230

  • 4 Beds
  • 4.5 Baths
  • 2,753 Sq Ft
  • Built 1760

  Last Sold Summary

  • $418/SF
  • 90 Days On Market

  Current Estimated Value $1,133,459

  Last Listing Agent Dan Alden ALDEN COUNTRY REAL ESTATE SERVICES

  213 Egremont Plain Rd, Great Barrington, MA 01230
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  /32

  Est $662,907 Not Listed For Sale

  177 N Plain Rd, Great Barrington, MA 01230

  • 3 Beds
  • 2.5 Baths
  • 1,673 Sq Ft
  • Built 1969

  177 N Plain Rd, Great Barrington, MA 01230

  Last Sold Summary

  • 12% Above List Price
  • $354/SF
  • 11 Days On Market

  Last Sold Price $593,000

  Last Listing Agent Helen Mullany HELEN MULLANY REAL ESTATE, LLC
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  /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
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  /37

  $477,000 Sold Mar 31, 2026

  35 Mechanic St, Great Barrington, MA 01230

  • 3 Beds
  • 2 Baths
  • 1,992 Sq Ft
  • Built 1840

  Last Sold Summary

  • 10% Below List Price
  • $239/SF
  • 158 Days On Market

  Current Estimated Value $475,358

  Last Listing Agent Christine Martin COMPASS MASSACHUSETTS , LLC GB

  35 Mechanic St, Great Barrington, MA 01230
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  /58

  Est $1,114,184 Not Listed For Sale

  162 Christian Hill Rd, Great Barrington, MA 01230

  • 3 Beds
  • 4 Baths
  • 3,228 Sq Ft
  • Built 1995

  162 Christian Hill Rd, Great Barrington, MA 01230

  Last Sold Summary

  • 20% Above List Price
  • $288/SF
  • 5 Days On Market

  Last Sold Price $929,000

  Last Listing Agent Matt Carlino MACCARO REAL ESTATE
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  /3

  $95,000 Pending

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

  0 Hemlock Hill Rd, Great Barrington, MA 01230

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

  Tom Lynch COMPASS MASSACHUSETTS , LLC GB

  0 Hemlock Hill Rd, Great Barrington, MA 01230
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  /43

  $850,000 Sold Nov 24, 2025

  126 Christian Hill Rd, Great Barrington, MA 01230

  • 3 Beds
  • 2 Baths
  • 1,964 Sq Ft
  • Built 1986

  Last Sold Summary

  • 4% Below List Price
  • $433/SF
  • 90 Days On Market

  Current Estimated Value $848,487

  Last Listing Agent Suzann Ward HOUSATONIC REAL ESTATE

  126 Christian Hill Rd, Great Barrington, MA 01230
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  /40

  Est $499,590 Not Listed For Sale

  146 Hurlburt Rd, Great Barrington, MA 01230

  • 2 Beds
  • 1 Bath
  • 1,375 Sq Ft
  • Built 1956

  146 Hurlburt Rd, Great Barrington, MA 01230

  Last Sold Summary

  • 31% Above List Price
  • $278/SF
  • 72 Days On Market

  Last Sold Price $382,200

  Last Listing Agent Jose Larios LAMACCHIA REALTY, INC
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  /6

  $53,000

  • Land
  • 1.14 Acres
  • $46,491 per Acre

  0 Park St N, Great Barrington, MA 01230

  Opportunity to acquire a 1.14± acre parcel located on Park Street North in Great Barrington. Situated within the R1 Residential zoning district, this property offers a wooded setting in a well-established area with convenient access to local amenities, outdoor recreation, and the cultural attractions of the Berkshires.The lot is being offered as vacant land and is sold as-is. All uses,

  Jessica Rebello HomeSmart Professionals Real Estate

  0 Park St N, Great Barrington, MA 01230
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  /29

  $460,000 Sold Dec 05, 2025

  36 Castle Ln, Great Barrington, MA 01230

  • 2 Beds
  • 1 Bath
  • 960 Sq Ft
  • Built 1900

  Last Sold Summary

  • 17% Below List Price
  • $479/SF
  • 204 Days On Market

  Current Estimated Value $457,121

  Last Listing Agent Selina Lamb BIRCH PROPERTIES

  36 Castle Ln, Great Barrington, MA 01230
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  /40

  Est $3,206,096 Not Listed For Sale

  130 Hurlburt Rd, Great Barrington, MA 01230

  • 4 Beds
  • 4.5 Baths
  • 4,149 Sq Ft
  • Built 2002

  130 Hurlburt Rd, Great Barrington, MA 01230

  Last Sold Summary

  • 18% Above List Price
  • $654/SF
  • 39 Days On Market

  Last Sold Price $2,711,500

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

Showing Results 201 - 240, Page 6 of 18