Great Barrington, MA Homes

• 

  

  

  /35

  $498,500

  • 3 Beds
  • 2.5 Baths
  • 1,922 Sq Ft

  220 N Plain Rd, Great Barrington, MA 01230

  An 1825 colonial has much of its original charm and features in place - wide plank floors, beamed ceiling, original hardware and fully renovated kitchen. Many new appliances, new windows, and foam insulation in the basement. The well insulated attic and walls along with a high efficiency furnace gives you modern comfort. The house is a legal two family. The Studio apartment is attached and could

  Martin Albert COMPASS MASSACHUSETTS , LLC GB

  220 N Plain Rd, Great Barrington, MA 01230
• 

  

  

  /69

  $1,997,000

  Sold Nov 12, 2025

  20 Prospect St, Great Barrington, MA 01230

  • 4 Beds
  • 3.5 Baths
  • 3,000 Sq Ft
  • Built 1926

  Last Sold Summary

  • $666/SF
  • 16 Days On Market

  Current Estimated Value $2,028,799

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

  20 Prospect St, Great Barrington, MA 01230
• 

  

  

  /57

  Est $1,921,964

  Not Listed For Sale

  3 Berkshire Heights Rd, Great Barrington, MA 01230

  • 4 Beds
  • 3.5 Baths
  • 3,478 Sq Ft
  • Built 1904

  3 Berkshire Heights Rd, Great Barrington, MA 01230

  Last Sold Summary

  • 197 Days On Market
• 

  

  

  /52

  $1,085,000

  $210K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,742 Sq Ft

  22 Sheffield Rd, Great Barrington, MA 01230

  Discover this enchanting 1900s Town Colonial, where historic charm meets modern sophistication. Nestled in a tranquil neighborhood, this home offers four spacious bedrooms, two updated full baths, and a stunning chef's kitchen, blending comfort with style. From the moment you enter through the newly renovated mudroom, you'll appreciate the original wood floors and built-in shelving that preserve

  Suzann Ward HOUSATONIC REAL ESTATE

  22 Sheffield Rd, Great Barrington, MA 01230
• 

  

  

  /30

  $795,000

  Sold Oct 24, 2025

  80 Taconic Ave Unit 14, Great Barrington, MA 01230

  • 3 Beds
  • 2 Baths
  • 1,881 Sq Ft
  • Built 1985

  Last Sold Summary

  • $423/SF
  • 21 Days On Market

  Current Estimated Value $815,175

  Last Listing Agent Suzann Ward HOUSATONIC REAL ESTATE

  80 Taconic Ave Unit 14, Great Barrington, MA 01230
• 

  

  /20

  Est $686,062

  Not Listed For Sale

  19 Gilmore Ave, Great Barrington, MA 01230

  • 3 Beds
  • 2 Baths
  • 1,638 Sq Ft
  • Built 1947

  19 Gilmore Ave, Great Barrington, MA 01230

  Last Sold Summary

  • 12 Days On Market
• 

  

  /47

  $779,500

  $71K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,330 Sq Ft

  138 Hillsdale Rd, Great Barrington, MA 01230

  Move-in-ready Colonial offering 3 bedrooms and 2.5 baths on a sunny, picturesque lot flanked by a beautiful stone wall, it is just seconds from the charming downtown. The main level features a living room with a striking fieldstone fireplace, formal dining room, kitchen, a spacious family room addition, an office and a full bath with a lovely soaking tub, and a powder room. The second level has

  Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  138 Hillsdale Rd, Great Barrington, MA 01230
• 

  

  /34

  $703,000

  Sold Sep 23, 2025

  26 Prospect St, Great Barrington, MA 01230

  • 2 Beds
  • 1.5 Baths
  • 1,125 Sq Ft
  • Built 1941

  Last Sold Summary

  • 4% Above List Price
  • $625/SF
  • 6 Days On Market

  Current Estimated Value $738,018

  Last Listing Agent Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  26 Prospect St, Great Barrington, MA 01230
• 

  

  /19

  Est $455,537

  Not Listed For Sale

  14 Humphrey St, Great Barrington, MA 01230

  • 3 Beds
  • 1 Bath
  • 1,296 Sq Ft
  • Built 1900

  14 Humphrey St, Great Barrington, MA 01230

  Last Sold Summary

  • 6 Days On Market
• 

  

  /35

  $625,000

  • 3 Beds
  • 3 Baths
  • 1,822 Sq Ft

  1862 Home Rd, Great Barrington, MA 01230

  Bordering protected land and moments from the Appalachian Trail, this light-filled contemporary offers privacy, comfort, and an easy connection to the natural beauty of the Berkshires. Set on one acre in a peaceful Sheffield location, the home features vaulted ceilings, open gathering spaces, and a flexible layout designed for both everyday living and entertaining. The spacious kitchen flows into

  Lisa Crawford BIRCH PROPERTIES

  1862 Home Rd, Great Barrington, MA 01230
• 

  

  /69

  $2,100,000

  Sold Jul 21, 2025

  300 Alcott Rd, Great Barrington, MA 01230

  • 7 Beds
  • 6 Baths
  • 7,008 Sq Ft
  • Built 1987

  Last Sold Summary

  • 24% Below List Price
  • $300/SF
  • 120 Days On Market

  Current Estimated Value $2,159,271

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

  300 Alcott Rd, Great Barrington, MA 01230
• 

  

  /37

  Est $984,348

  Not Listed For Sale

  225 Long Pond Rd, Great Barrington, MA 01230

  • 3 Beds
  • 2.5 Baths
  • 2,499 Sq Ft
  • Built 1973

  225 Long Pond Rd, Great Barrington, MA 01230

  Last Sold Summary

  • 15 Days On Market
• 

  

  /6

  $450,000

  $50K PRICE DROP

  • Land
  • 28,749 Sq Ft
  • $681,818 per Acre

  185 A 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 A State Rd, Great Barrington, MA 01230
• 

  

  /21

  $380,000

  Sold Feb 27, 2026

  68 Creamery Rd, Great Barrington, MA 01230

  • 2 Beds
  • 1 Bath
  • 1,048 Sq Ft
  • Built 1964

  Last Sold Summary

  • 5% Below List Price
  • $363/SF
  • 128 Days On Market

  Current Estimated Value $410,247

  Last Listing Agent Lauren Rosen WILLIAM RAVEIS - BERKSHIRE

  68 Creamery Rd, Great Barrington, MA 01230
• 

  

  /17

  Est $373,062

  Not Listed For Sale

  359 State Rd, Great Barrington, MA 01230

  • 3 Beds
  • 1 Bath
  • 1,164 Sq Ft
  • Built 1950

  359 State Rd, Great Barrington, MA 01230

  Last Sold Summary

  • 12 Days On Market
• 

  

  /42

  $1,395,000

  • 4 Beds
  • 4 Baths
  • 3,500 Sq Ft

  3 Townhouse Hill Rd, Great Barrington, MA 01230

  Well maintained and set in a prime Egremont location, this home is perched above the Egremont plain with open views. Quiet and private, yet just minutes to downtown Great Barrington, Egremont and everything the Berkshires has to offer.The main level is bright and welcoming, with an open living space centered around a wood-burning fireplace. A first-floor library adds a quiet, separate space;

  Paige Backhaus WILLIAM RAVEIS - BERKSHIRE

  3 Townhouse Hill Rd, Great Barrington, MA 01230
• 

  

  /38

  $755,000

  Sold May 11, 2026

  324 Park St, Great Barrington, MA 01230

  • 2 Beds
  • 2 Baths
  • 1,622 Sq Ft
  • Built 2012

  Last Sold Summary

  • 5% Below List Price
  • $465/SF
  • 229 Days On Market

  Current Estimated Value $934,976

  Last Listing Agent Claudia Laslie WILLIAM RAVEIS - BERKSHIRE

  324 Park St, Great Barrington, MA 01230
• 

  

  /22

  Est $651,404

  Not Listed For Sale

  10 Ramsey Ave, Great Barrington, MA 01230

  • 5 Beds
  • 2 Baths
  • 2,032 Sq Ft
  • Built 1950

  10 Ramsey Ave, Great Barrington, MA 01230

  Last Sold Summary

  • 17 Days On Market
• 

  

  /60

  $1,250,000

  $100K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,204 Sq Ft

  905 West Rd, Great Barrington, MA 01230

  Welcome to Serenity Hill.This 1994 Cape style home captures the timeless charm of the Berkshires from the moment you arrive. At the entrance, stately stone pillars and a classic stone wall offer a graceful welcome, setting the tone for the calm, natural beauty that defines life in the Berkshires. Located on the border of Great Barrington, this Sheffield home is on a peaceful, quiet country road.

  William Morrow WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  905 West Rd, Great Barrington, MA 01230
• 

  

  /44

  $1,440,000

  Sold Aug 08, 2025

  26 N Egremont Rd, Great Barrington, MA 01230

  • 4 Beds
  • 2.5 Baths
  • 2,300 Sq Ft
  • Built 1998

  Last Sold Summary

  • 9% Above List Price
  • $626/SF
  • 5 Days On Market

  Current Estimated Value $1,476,069

  Last Listing Agent Timothy Lovett COMPASS MASSACHUSETTS , LLC GB

  26 N Egremont Rd, Great Barrington, MA 01230
• 

  

  /38

  Est $1,813,656

  Not Listed For Sale

  9 Round Hill Rd, Great Barrington, MA 01230

  • 4 Beds
  • 3.5 Baths
  • 4,156 Sq Ft
  • Built 2000

  9 Round Hill Rd, Great Barrington, MA 01230

  Last Sold Summary

  • 97 Days On Market
• 

  

  /3

  $250,000

  • Land
  • 6.11 Acres
  • $40,916 per Acre

  Lot #10 E Mountain Rd, Great Barrington, MA 01230

  BEAUTIFUL SIX ACRE LIGHTLY WOODED PARCEL ON A PRIVATE ROAD CLOSE TO THE CENTER OF GREAT BARRINGTON. SKIING, HIKING TRAILS, LAKES AND CULTURAL VENUES ALL WITHIN CLOSE PROXIMITY. ADJACENT TO EAST MOUNTAIN STATE FOREST, AT APPROX 1000' ELEVATION AND COMPRISED OF A MIX OF EVERGREEN AND DECIDUOUS TREES, THE PARCEL PROVIDES A PRIVATE AND PEACEFUL SETTING FOR YOUR NEW HOME, IN ANY SEASON.

  Claudia Crane COMPASS MASSACHUSETTS , LLC GB

  Lot #10 E Mountain Rd, Great Barrington, MA 01230
• 

  

  /39

  $560,000

  Sold May 29, 2026

  215 Prospect St, Great Barrington, MA 01230

  • 3 Beds
  • 2 Baths
  • 1,375 Sq Ft
  • Built 1900

  Last Sold Summary

  • 2% Above List Price
  • $407/SF
  • 5 Days On Market

  Last Listing Agent Lance Vermeulen WILLIAM RAVEIS - BERKSHIRE

  215 Prospect St, Great Barrington, MA 01230
• 

  

  /51

  Est $430,714

  Not Listed For Sale

  26 Avery Ln, Great Barrington, MA 01230

  • 3 Beds
  • 1 Bath
  • 1,086 Sq Ft
  • Built 1900

  26 Avery Ln, Great Barrington, MA 01230

  Last Sold Summary

  • 243 Days On Market
• 

  

  /53

  $1,395,000

  • 4 Beds
  • 5 Baths
  • 4,000 Sq Ft

  275 Division St, Great Barrington, MA 01230

  Located in a ''hidden'' neighborhood behind a stonewall entrance, this newly built home offers tranquil living just 5 minutes from the heart of Great Barrington. The spacious farmhouse front porch is the perfect spot to enjoy quiet mornings or gather in evenings with family and friends. Light-filled and open, the main level features an elegant living and dining area framed by French doors, a gas

  Vashti Poor WILLIAM RAVEIS - BERKSHIRE

  275 Division St, Great Barrington, MA 01230
• 

  

  /61

  $949,000

  Sold Oct 14, 2025

  69 Corser Hill Rd, Great Barrington, MA 01230

  • 4 Beds
  • 2.5 Baths
  • 3,802 Sq Ft
  • Built 2000

  Last Sold Summary

  • $250/SF
  • 20 Days On Market

  Current Estimated Value $982,462

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

  69 Corser Hill Rd, Great Barrington, MA 01230
• 

  

  /8

  Est $288,692

  Not Listed For Sale

  360 Park St Unit 1, Great Barrington, MA 01230

  • 2 Beds
  • 1 Bath
  • 1,096 Sq Ft
  • Built 1900

  360 Park St Unit 1, Great Barrington, MA 01230

  Last Sold Summary

  • 167 Days On Market
• 

  

  /6

  $900,000

  $100K PRICE DROP

  • Land
  • 1.07 Acres
  • $841,121 per Acre

  185 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 two oversized curb cuts 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 State Rd, Great Barrington, MA 01230
• 

  

  /29

  $525,000

  Sold Jun 01, 2026

  34 Bridge St Unit 306, Great Barrington, MA 01230

  • 1 Bed
  • 1 Bath
  • 710 Sq Ft
  • Built 2019

  Last Sold Summary

  • $739/SF
  • 18 Days On Market

  Current Estimated Value $512,146

  Last Listing Agent Paige Backhaus WILLIAM RAVEIS - BERKSHIRE

  34 Bridge St Unit 306, Great Barrington, MA 01230
• 

  

  /39

  Est $753,049

  Not Listed For Sale

  144 Green River Rd, Great Barrington, MA 01230

  • 2 Beds
  • 2 Baths
  • 1,792 Sq Ft
  • Built 1970

  144 Green River Rd, Great Barrington, MA 01230

  Last Sold Summary

  • 82 Days On Market
• 

  

  /13

  $239,000

  • Land
  • 1.14 Acres
  • $209,649 per Acre

  153 Hurlburt Rd, Great Barrington, MA 01230

  Nestled on a highly desirable road in Great Barrington, this unique acre-plus property offers a rare opportunity to create your Berkshire retreat. The land features several existing structures with endless possibilities. A detached two-car garage includes a heated rear room, ideal for a workshop, studio, or flex space, plus a second level for additional storage. The property's historic former

  Claire Pollart WILLIAM RAVEIS - BERKSHIRE

  153 Hurlburt Rd, Great Barrington, MA 01230
• 

  

  /12

  $45,000

  Sold Jul 11, 2025

  0 N Plain Rd, Great Barrington, MA 01230

  • Land
  • 1.27 Acres
  • $35,433 per Acre

  Last Sold Summary

  • 53% Below List Price
  • 162 Days On Market

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

  0 N Plain Rd, Great Barrington, MA 01230
• 

  

  /11

  Est $453,974

  Not Listed For Sale

  22 High St, Great Barrington, MA 01230

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

  22 High St, Great Barrington, MA 01230

  Last Sold Summary

  • 78 Days On Market
• 

  

  /88

  $3,550,000

  • 6 Beds
  • 7 Baths
  • 9,254 Sq Ft

  Unlisted Address

  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

  Lance Vermeulen WILLIAM RAVEIS - BERKSHIRE

  Unlisted Address
• 

  

  /22

  $495,000

  Sold Oct 10, 2025

  34 Bridge St Unit 202, Great Barrington, MA 01230

  • 1 Bed
  • 1 Bath
  • 711 Sq Ft
  • Built 2019

  Last Sold Summary

  • $696/SF
  • 75 Days On Market

  Current Estimated Value $512,926

  Last Listing Agent Paige Backhaus WILLIAM RAVEIS - BERKSHIRE

  34 Bridge St Unit 202, Great Barrington, MA 01230
• 

  

  /25

  Est $561,555

  Not Listed For Sale

  14 Laurel St, Great Barrington, MA 01230

  • 3 Beds
  • 2 Baths
  • 1,219 Sq Ft
  • Built 1930

  14 Laurel St, Great Barrington, MA 01230

  Last Sold Summary

  • 10 Days On Market
• 

  

  /60

  $1,330,000

  Pending

  • 16 Beds
  • 10 Baths
  • 8,870 Sq Ft

  6 Manville St, Great Barrington, MA 01230

  A prime investment opportunity in the heart of downtown Great Barrington. This 10-unit residential property features a desirable mix of six spacious two-bedroom apartments and four one-bedroom units. The two-bedroom apartments are particularly appealing, all offering private balconies and fireplaces, with three of these premium units also including formal dining rooms and Jack-and-Jill style

  Lance Vermeulen WILLIAM RAVEIS - BERKSHIRE

  6 Manville St, Great Barrington, MA 01230
• 

  

  /4

  $99,000

  Sold Nov 06, 2025

  0 Lake Ave, Great Barrington, MA 01230

  • Land
  • 10,019 Sq Ft
  • $430,426 per Acre

  Last Sold Summary

  • 3 Days On Market

  Last Listing Agent Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  0 Lake Ave, Great Barrington, MA 01230
• 

  

  /43

  Est $649,582

  Not Listed For Sale

  7 Dehon Rd, Great Barrington, MA 01230

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

  7 Dehon Rd, Great Barrington, MA 01230

  Last Sold Summary

  • 5 Days On Market
• 

  

  /3

  $235,000

  $40K PRICE DROP

  • Land
  • 4.37 Acres
  • $53,776 per Acre

  162 Alford Rd, Great Barrington, MA 01230

  BEAUTIFUL, PRIVATE LOT! Gently sloped and lightly wooded parcel awaits your thoughtful build. Bring your design to life at this private and convenient location. Electric has been brought to the site, perc test available. Seasonal views. Wonderful location with easy access to Great Barrington town center, shops, restaurants, hiking and skiing!

  Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  162 Alford Rd, Great Barrington, MA 01230

Showing Results 81 - 120, Page 3 of 18