5,162

Great Barrington, MA Homes

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  • /16

    $725,000

    • 3 Beds
    • 3.5 Baths
    • 2,560 Sq Ft

    78 State Rd, Great Barrington, MA 01230

    Investment Opportunity - 4-Unit Mixed-Use Property in Downtown Great Barrington, MAPrime downtown Great Barrington location! This well-maintained 4-unit mixed-use property includes three 1-bedroom apartments and one street-level commercial space offering excellent visibility and steady foot traffic.Two of the residential units are currently occupied by long-term tenants with strong payment

    Timothy Dunn VENTURE REAL ESTATE, INC

    78 State Rd, Great Barrington, MA 01230
  • /30

    $655,000 Sold Aug 14, 2025

    33 Creamery Rd, Great Barrington, MA 01230

    • 3 Beds
    • 2 Baths
    • 1,703 Sq Ft
    • Built 1957

    Last Sold Summary

    • 10% Above List Price
    • $385/SF
    • 5 Days On Market

    Current Estimated Value $645,879

    Last Listing Agent Helen Mullany HELEN MULLANY REAL ESTATE, LLC

    33 Creamery Rd, Great Barrington, MA 01230
    • /52

      Not Listed For Sale

      • 5 Beds
      • 5 Baths
      • 3,256 Sq Ft

      263 Long Pond Rd, Great Barrington, MA 01230

      263 Long Pond Rd, Great Barrington, MA 01230
  • /70

    $2,250,000

    • 4 Beds
    • 6 Baths
    • 4,846 Sq Ft

    302 Egremont Plain Rd, Great Barrington, MA 01230

    A completely transformed barn renovated into a chic home with every modern convenience. Located in the desirable town of Egremont and just minutes from Great Barrington, this delightful property offers long-range pasture views with the Green River just beyond.Thoughtful living spaces for every walk of life featuring a roomy primary suite on the first floor, an additional primary suite that

    Jen Harvey COMPASS MASSACHUSETTS , LLC GB

    302 Egremont Plain Rd, 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

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

    247 Peter Menaker Rd, Great Barrington, MA 01230
    • /37

      Est $889,347 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,640 Sq Ft

      680 S Egremont Rd, Great Barrington, MA 01230

      680 S Egremont Rd, Great Barrington, MA 01230
  • /38

    $796,000

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

    324 Park St, Great Barrington, MA 01230

    Architectural gem with lots of glass perched like a treehouse on the backside of Monument Mountain. The open, mid-century modern home was built in 2012 for maximum light, efficiency, and provides glittering views through the trees of the Housatonic River! 2 bedroom, 2 full baths-both ensuite + central AC, and a Scandinavian soapstone wood stove, permit included! Minutes from hiking trails, Taft

    Claudia Laslie LANCE VERMEULEN RE, INC

    324 Park St, Great Barrington, MA 01230
  • /29

    $415,000 Sold Jun 16, 2025

    16 Forest Row, Great Barrington, MA 01230

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

    Last Sold Summary

    • $279/SF
    • 13 Days On Market

    Current Estimated Value $418,870

    Last Listing Agent Jen Harvey COMPASS MASSACHUSETTS , LLC GB

    16 Forest Row, Great Barrington, MA 01230
    • /56

      Est $1,219,493 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,736 Sq Ft

      106 Egremont Plain Rd, Great Barrington, MA 01230

      106 Egremont Plain Rd, Great Barrington, MA 01230
  • /6

    $120,000 Pending

    • 3 Beds
    • 1 Bath
    • 702 Sq Ft

    212 E Hill Rd, Great Barrington, MA 01230

    Opportunity knocks in the heart of the Southern Berkshires! Set on a gently sloping one-acre parcel in scenic New Marlborough, this as-is property is ideal for contractors, builders, or ambitious end-users ready to renovate or rebuild (buyer to verify with town). Located on a quiet country road, it's just minutes from the Southfield Store, York Lake, the Old Inn on the Green, and the 1000 Acre

    Freddy Friedman BIRCH PROPERTIES

    212 E Hill Rd, 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 $631,417

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

    3 Roger Rd, Great Barrington, MA 01230
    • /45

      Est $1,227,537 Not Listed For Sale

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

      17 Sheffield Rd, Great Barrington, MA 01230

      17 Sheffield Rd, Great Barrington, MA 01230
  • /43

    $1,390,000

    • 5 Beds
    • 4.5 Baths
    • 2,900 Sq Ft

    228 East St, Great Barrington, MA 01230

    Great Barrington A masterful rebuild with reverence for Great Barrington's past and a bold reimagining for modern living. This 5-bedroom, 4-1/2 bath colonial sits in-town and blends historic charm with contemporary luxury for effortless, years-long comfort.Property Highlights5 Bedrooms | 4 Full Baths + 1 Half Bath**Complex rebuild from the ground up** - preserved nod to the town's heritage with a

    Eric Steuernagle FAIRGROUND REAL ESTATE, INC

    228 East 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

    Last Listing Agent Vashti Poor LANCE VERMEULEN RE, INC

    311 N Plain Rd, Housatonic, MA 01236
    • /40

      Est $475,939 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,240 Sq Ft

      1507 Home Rd, Great Barrington, MA 01230

      1507 Home Rd, Great Barrington, MA 01230
  • /34

    $434,900

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

    245 Long Pond Rd, Great Barrington, MA 01230

    Tucked away on a quiet country road just minutes from downtown Great Barrington, this charming single-level ranch offers the perfect Berkshire retreat. Set on two private acres, the home is surrounded by mature trees and natural beauty- with nearby access to trails. Step inside to a bright interior featuring a spacious living room anchored by a beautiful stone fireplace. The kitchen offers crisp

    Jessica Rizzo LAMACCHIA REALTY, INC

    245 Long Pond Rd, Great Barrington, MA 01230
  • /23

    $155,000 Sold Feb 18, 2025

    10 Tyrell Rd, Great Barrington, MA 01230

    • 3 Beds
    • 1 Bath
    • 1,280 Sq Ft
    • Built 1880

    Last Sold Summary

    • 42% Below List Price
    • $121/SF
    • 64 Days On Market

    Current Estimated Value $420,809

    Last Listing Agent Christina Acor LAMACCHIA REALTY, INC

    10 Tyrell Rd, Great Barrington, MA 01230
    • /21

      Est $526,487 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,368 Sq Ft

      85 Lake Buel Rd, Great Barrington, MA 01230

      85 Lake Buel Rd, Great Barrington, MA 01230
  • /4

    $269,900

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

    0 Pine St, Great Barrington, MA 01230

    Two-acre parcel in a quiet location, a short stroll to the Main Street. Ideal for those who seek privacy with the convenience of nearby shops, restaurants and services.

    Helen Mullany HELEN MULLANY REAL ESTATE, LLC

    0 Pine St, 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

    Last Listing Agent Matt Carlino MACCARO REAL ESTATE

    4 Pleasant View Dr, Great Barrington, MA 01230
    • /23

      Est $495,674 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,232 Sq Ft

      55 Lake Buel Rd, Great Barrington, MA 01230

      55 Lake Buel Rd, Great Barrington, MA 01230
  • /36

    $845,000 Pending

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

    115 Baldwin Hill Rd S, Great Barrington, MA 01230

    Beautifully appointed four-bedroom, one-and-a-half-bath contemporary New England farmhouse, perfectly situated in Egremont's most desirable location, Baldwin Hill. This thoughtfully designed residence blends timeless farmhouse charm with light filled rooms, delivering a serene retreat with Iconic Westerly Berkshire views. Protected land (APR Land) both front and rear ensure these views are

    Eric Steuernagle FAIRGROUND REAL ESTATE, INC

    115 Baldwin Hill Rd S, 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 $1,175,240

    Last Listing Agent Claire Pollart LANCE VERMEULEN RE, INC

    82 West Ave, Great Barrington, MA 01230
    • /27

      Est $1,460,507 Not Listed For Sale

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

      206 Blue Hill Rd, Great Barrington, MA 01230

      206 Blue Hill Rd, Great Barrington, MA 01230
  • /43

    $650,000

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

    2 Lake Ave, Great Barrington, MA 01230

    WONDERFUL CONTEMPORARY HOME '' ON THE HILL'' IN GB. CONSIDERED ONE OF GB'S MOST DESIRED AREAS. ENJOY THE CONVENIENCE OF BEING CENTRALLY LOCATED TO SHOPPING, RESTAURANTS, AND ENTERTAINMENT ARE JUST WALKING DISTANCE TO ONE OF NEW ENGLAND'S BEST DOWNTOWN AREAS.THIS OPEN CONCEPTED HOME OFFERS GREAT NATURAL LIGHT AND THE ABILITY AND OPPORTUNITY TO COMMUNE AND ENTERTAIN.THREE BEDROOMS- MAIN BEDROOM

    David Carlson FAIRGROUND REAL ESTATE, INC

    2 Lake Ave, 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
    • /55

      Est $1,028,672 Not Listed For Sale

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

      79 Brush Hill Rd, Great Barrington, MA 01230

      79 Brush Hill Rd, Great Barrington, MA 01230
  • /38

    $799,000 Pending

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

    6 Lake Buel Rd, Great Barrington, MA 01230

    Welcome to 6 Lake Buel Road--a stunningly renovated 3-bedroom, 2-bathroom home set on 3.5 private acres in one of the Berkshires' most desirable locations. Just 1 minute to Butternut Ski Resort and 7 minutes to downtown Great Barrington, this property offers the perfect balance of peaceful seclusion and year-round convenience.Gutted and fully renovated within the last five years, the home

    Jessie Bennett WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    6 Lake Buel Rd, Great Barrington, MA 01230
  • /42

    $995,000 Sold Jul 15, 2025

    72 Boice Rd, Great Barrington, MA 01230

    • 3 Beds
    • 2 Baths
    • 2,208 Sq Ft
    • Built 1987

    Last Sold Summary

    • 2% Above List Price
    • $451/SF
    • 33 Days On Market

    Current Estimated Value $971,331

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

    72 Boice Rd, Great Barrington, MA 01230
    • /60

      Est $2,440,450 Not Listed For Sale

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

      112 Brush Hill Rd, Great Barrington, MA 01230

      112 Brush Hill Rd, Great Barrington, MA 01230
  • /20

    $998,000

    • 4 Beds
    • 4 Baths
    • 2,322 Sq Ft

    97 Brush Hill Rd, Great Barrington, MA 01230

    Berkshires Sanctuary - A Fully Renovated Retreat with Appalachian Trail Access & Nearby Three Mile Pond.Tucked away in a landscape of towering trees and rolling hills, this exquisite four-bedroom and three-bathroom, retreat has been reimagined with over $650,000 in premium renovations, offering the perfect balance of luxury and nature. With direct access to Appalachian trail and Three Mile Pond,

    Maggie Merelle WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    97 Brush Hill 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 $777,760

    Last Listing Agent Jen Harvey COMPASS MASSACHUSETTS , LLC GB

    2 Copper Beech Ln, Great Barrington, MA 01230
    • /42

      Est $944,857 Not Listed For Sale

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

      68 Brush Hill Rd, Great Barrington, MA 01230

      68 Brush Hill Rd, Great Barrington, MA 01230
  • /21

    $439,000

    • 4 Beds
    • 2 Baths
    • 2,112 Sq Ft

    115 Bridge St, Great Barrington, MA 01230

    BRIDGERTOWN CXV A great opportunity to own or invest in a 2-unit In-town property. 3 bedroom first floor with 1 bath, 2nd Floor is a spacious and light 1 bedroom, 1 bath. Hardwood floors, Updated boiler system. Just a quick stroll across the bridge and your in town for all your shopping and entertainment. This is a great chance to own and live while bringing some income in to offset expenses.

    Mark Rosengren LANCE VERMEULEN RE, INC

    115 Bridge 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
    • /15

      Est $354,903 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 864 Sq Ft

      28 Blue Hill Rd, Great Barrington, MA 01230

      28 Blue Hill Rd, Great Barrington, MA 01230
  • /6

    $500,000

    • Land
    • 0.41 Acre
    • $1,219,485 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,

    Tony Segalla LANCE VERMEULEN RE, INC

    185 B State Rd, Great Barrington, MA 01230
  • /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 $246,333

    Last Listing Agent John Segalla HOUSATONIC REAL ESTATE

    386 N Plain Rd, Great Barrington, MA 01230
    • /41

      Est $612,612 Not Listed For Sale

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

      165 Monument Valley Rd, Great Barrington, MA 01230

      165 Monument Valley Rd, Great Barrington, MA 01230
  • /15

    $798,700

    • 2 Beds
    • 2 Baths
    • 1,141 Sq Ft

    148 Maple Ave Unit 28, Great Barrington, MA 01230

    Nestled amidst the picturesque embrace of Great Barrington, where the harmonious blend of nature and small-town charm unfolds, The Laurel beckons you into a realm of opulence and refinement. As you step inside, a grand two-story glass atrium lobby welcomes you with a breathtaking display of contemporary design and lavish furnishings. Lush plants and waterfalls adorn the walls, seamlessly

    Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

    148 Maple Ave Unit 28, Great Barrington, MA 01230

Showing Results 161 - 200, Page 5 of 18

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