Great Barrington, MA Homes

• 

  

  /2

  $1,200,000

  • Land
  • 3.69 Acres
  • $325,203 per Acre

  Lot 2 W Sheffield Rd, Great Barrington, MA 01230

  Own a part of history..."Blue Stone Manor". Available for the first time in over twenty years. Create your own 'one of a kind' estate on a piece of the land houses the "Gilded Age Tudor" mansion that is associated with McKim, Mead & White. West Sheffield Road is one of Great Barrington's most picturesque country Road. Offering a quintessential Berskhires landscape of rolling meadows, mature

  Shelly Tretter Lynch Kinlin Grover Compass

  Lot 2 W Sheffield Rd, Great Barrington, MA 01230
• 

  

  

  /47

  $1,463,000

  Sold Jan 09, 2026

  16 Heberts Cove, Great Barrington, MA 01230

  • 3 Beds
  • 2.5 Baths
  • 2,153 Sq Ft
  • Built 2009

  Last Sold Summary

  • 6% Above List Price
  • $680/SF
  • 6 Days On Market

  Current Estimated Value $1,505,641

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

  16 Heberts Cove, Great Barrington, MA 01230
• 

  

  

  /29

  Est $422,948

  Not Listed For Sale

  16 Forest Row, Great Barrington, MA 01230

  • 2 Beds
  • 2 Baths
  • 1,485 Sq Ft
  • Built 1986

  16 Forest Row, Great Barrington, MA 01230

  Last Sold Summary

  • 13 Days On Market

  Last Listing Agent Jen Harvey COMPASS MASSACHUSETTS , LLC GB
• 

  

  

  /33

  $399,000

  Pending

  • 3 Beds
  • 3 Baths
  • 2,409 Sq Ft

  18 Egremont Plain Rd, Great Barrington, MA 01230

  This lovely antique home is ready for its next chapter. Located close to downtown Great Barrington on over 2 acres, this property has mature perennial gardens and flowering trees galore. The home itself has a great layout and strong bones but will take imagination and work to make it into the dream home it deserves to be. An amazing opportunity in a beautiful location. House being sold as is.

  Lauren Rosen WILLIAM RAVEIS - BERKSHIRE

  18 Egremont Plain Rd, Great Barrington, MA 01230
• 

  

  

  /56

  $1,445,000

  Sold Jan 13, 2026

  353 State Rd, Great Barrington, MA 01230

  • 5 Beds
  • 3 Baths
  • 2,688 Sq Ft
  • Built 1982

  Last Sold Summary

  • $538/SF
  • 53 Days On Market

  Current Estimated Value $1,455,630

  Last Listing Agent Jared Kelly WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  353 State Rd, Great Barrington, MA 01230
• 

  

  /42

  Est $867,114

  Not Listed For Sale

  4 Kirk St, Housatonic, MA 01236

  • 3 Beds
  • 1.5 Baths
  • 3,372 Sq Ft
  • Built 1880

  4 Kirk St, Housatonic, MA 01236

  Last Sold Summary

  • 56 Days On Market

  Last Listing Agent Claire Pollart WILLIAM RAVEIS - BERKSHIRE
• 

  

  /46

  $995,000

  Pending

  • 4 Beds
  • 3 Baths
  • 2,592 Sq Ft

  276 Division St, Great Barrington, MA 01230

  Comfort, privacy, and easy Berkshire charm on nearly four acres, just five minutes from downtown Great Barrington. Set well back from Division Street on a quiet road, this inviting home feels tucked away but not remote. A tree-lined drive winds through the property to a home surrounded by colorful gardens and mature trees. Inside, the house opens up and keeps surprising. A thoughtful expansion by

  Elle Villetto WILLIAM PITT SOTHEBY'S - LENOX

  276 Division St, Great Barrington, MA 01230
• 

  

  /36

  $485,000

  Sold Mar 20, 2026

  36 Egremont Plain Rd, Great Barrington, MA 01230

  • 4 Beds
  • 2 Baths
  • 2,076 Sq Ft
  • Built 1950

  Last Sold Summary

  • 12% Below List Price
  • $234/SF
  • 367 Days On Market

  Current Estimated Value $582,159

  Last Listing Agent William Morrow WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  36 Egremont Plain Rd, Great Barrington, MA 01230
• 

  

  /43

  Est $785,997

  Not Listed For Sale

  40 Russell St, Great Barrington, MA 01230

  • 3 Beds
  • 2.5 Baths
  • 2,007 Sq Ft
  • Built 1900

  40 Russell St, Great Barrington, MA 01230

  Last Sold Summary

  • 18 Days On Market

  Last Listing Agent Dan Alden ALDEN COUNTRY REAL ESTATE SERVICES
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  /55

  $575,000

  • 7 Beds
  • 6.5 Baths
  • 3,684 Sq Ft

  3 Lake Buel Rd, Great Barrington, MA 01230

  Tucked into the rolling hills of Great Barrington just minutes from downtown and the slopes of Ski Butternut, The Turning Point is a storied 3,600-square-foot Berkshire landmark operating as an active short-term rental. Steeped in history dating back to its 1800s stagecoach tavern roots, the property showcases an enduring dual-facade of classic New England brick and weathered clapboard. Inside,

  Tony Segalla WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  3 Lake Buel 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 $2,013,168

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

  20 Prospect St, Great Barrington, MA 01230
• 

  

  /54

  Est $1,267,470

  Not Listed For Sale

  16 Seekonk Rd, Great Barrington, MA 01230

  • 5 Beds
  • 4 Baths
  • 2,940 Sq Ft
  • Built 1773

  16 Seekonk Rd, Great Barrington, MA 01230

  Last Sold Summary

  • 59 Days On Market

  Last Listing Agent Claire Pollart WILLIAM RAVEIS - BERKSHIRE
• 

  

  /35

  $625,000

  • 3 Beds
  • 2.5 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
• 

  

  /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 $837,706

  Last Listing Agent Suzann Ward HOUSATONIC REAL ESTATE

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

  

  /19

  Est $536,121

  Not Listed For Sale

  1 Christian Hill Rd, Great Barrington, MA 01230

  • 3 Beds
  • 2 Baths
  • 2,280 Sq Ft
  • Built 1900

  1 Christian Hill Rd, Great Barrington, MA 01230

  Last Sold Summary

  • 9 Days On Market

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

  

  /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 $744,953

  Last Listing Agent Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  26 Prospect St, Great Barrington, MA 01230
• 

  

  /57

  Est $1,848,036

  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

  Last Listing Agent Martin Albert COMPASS MASSACHUSETTS , LLC GB
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  /39

  $1,295,000

  $100K PRICE DROP

  • 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

  Paige Backhaus WILLIAM RAVEIS - BERKSHIRE

  3 Townhouse Hill 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 $422,137

  Last Listing Agent Lauren Rosen WILLIAM RAVEIS - BERKSHIRE

  68 Creamery Rd, Great Barrington, MA 01230
• 

  

  /20

  Est $704,312

  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

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

  

  /60

  $1,195,000

  $155K 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
• 

  

  /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 $760,332

  Last Listing Agent Claudia Laslie WILLIAM RAVEIS - BERKSHIRE

  324 Park St, Great Barrington, MA 01230
• 

  

  /38

  Est $1,007,019

  Not Listed For Sale

  270 Hillsdale Rd, Great Barrington, MA 01230

  • 4 Beds
  • 3 Baths
  • 2,472 Sq Ft
  • Built 1760

  270 Hillsdale Rd, Great Barrington, MA 01230

  Last Sold Summary

  • 92 Days On Market

  Last Listing Agent Kate Lascar COMPASS MASSACHUSETTS , LLC GB
• 

  

  /66

  $895,000

  • 4 Beds
  • 2.5 Baths
  • 2,328 Sq Ft

  29 Jay Ln, Great Barrington, MA 01230

  Set on nearly 3 private acres in sought-after ALFORD, this 4-bedroom home offers privacy, comfort, and Berkshire charm. Built by Howard Chezar, the home was thoughtfully designed with passive-solar principles, allowing the winter sun to naturally warm the interior while minimizing summer sun to help keep the home cool. The open-concept living area showcases beautiful wood details and a warm,

  Katie Soules WILLIAM RAVEIS - BERKSHIRE

  29 Jay Ln, Great Barrington, MA 01230
• 

  

  /39

  $560,000

  Sold May 29, 2026

  215 Prospect St, Great Barrington, MA 01230

  • 3 Beds
  • 1.5 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
• 

  

  /19

  Est $468,852

  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

  Last Listing Agent Mary White BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY
• 

  

  /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
• 

  

  /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 $983,019

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

  69 Corser Hill Rd, Great Barrington, MA 01230
• 

  

  /37

  Est $1,020,433

  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

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

  

  /53

  $1,295,000

  $100K PRICE DROP

  • 4 Beds
  • 4.5 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
• 

  

  /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 $520,962

  Last Listing Agent Paige Backhaus WILLIAM RAVEIS - BERKSHIRE

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

  

  /17

  Est $379,546

  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

  Last Listing Agent Christine Martin COMPASS MASSACHUSETTS , LLC GB
• 

  

  /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
• 

  

  /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 $514,661

  Last Listing Agent Paige Backhaus WILLIAM RAVEIS - BERKSHIRE

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

  

  /22

  Est $666,399

  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

  Last Listing Agent Allison Rada STONE HOUSE PROPERTIES, LLC
• 

  

  /60

  $2,995,000

  Pending

  • 4 Beds
  • 5 Baths
  • 4,702 Sq Ft

  161 Beartown Mountain Rd, Great Barrington, MA 01230

  Set on 30 private acres bordering Beartown State Forest, this exceptional Berkshire estate offers a rare combination of timeless farmhouse architecture, refined craftsmanship, and complete privacy. Built in 2018, the 4,700-square-foot residence is thoughtfully designed to blend seamlessly into its surroundings, creating a home that feels both elegant and deeply connected to the landscape. Filled

  Katie Williams STONE HOUSE PROPERTIES, LLC

  161 Beartown Mountain Rd, Great Barrington, MA 01230
• 

  

  /60

  $860,000

  Sold Aug 14, 2026

  99 Beartown Mountain Rd, Great Barrington, MA 01230

  • 4 Beds
  • 3.5 Baths
  • 2,498 Sq Ft
  • Built 1750

  Last Sold Summary

  • 2% Below List Price
  • $344/SF
  • 36 Days On Market

  Last Listing Agent Kate Lascar COMPASS MASSACHUSETTS , LLC GB

  99 Beartown Mountain Rd, Great Barrington, MA 01230
• 

  

  /38

  Est $1,805,279

  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

  Last Listing Agent Maggie Merelle WILLIAM PITT SOTHEBY'S - GT BARRINGTON
• 

  

  /35

  $563,000

  Open Sat 10AM - 11AM

  • 4 Beds
  • 3.5 Baths
  • 2,184 Sq Ft

  5 Seekonk Rd, Great Barrington, MA 01230

  OPEN HOUSE SATURDAY, 8/22, FROM 10:00-11:00! Set along a bucolic country road, this charming New England Farm House offers wonderful space, character, and a host of recent updates. The inviting floor plan features large, comfortable rooms with wood floors throughout. The updated kitchen includes new countertops and appliances, creating a fresh and functional gathering space.Relax on the

  Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  5 Seekonk Rd, Great Barrington, MA 01230

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