4,806

Great Barrington, MA Homes

Section Image
  • 114 Brush Hill Rd, Great Barrington, MA 01230
    114 Brush Hill Rd, Great Barrington, MA 01230
    114 Brush Hill Rd, Great Barrington, MA 01230
    /35

    $901,500

    Sold Jul 30, 2026

    114 Brush Hill Rd, Great Barrington, MA 01230

    • 2 Beds
    • 2 Baths
    • 1,584 Sq Ft
    • Built 2025

    Last Sold Summary

    • 1% Below List Price
    • $569/SF
    • 41 Days On Market

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

    114 Brush Hill Rd, Great Barrington, MA 01230
    • 17 Railroad Ave, Great Barrington, MA 01230
      17 Railroad Ave, Great Barrington, MA 01230
      17 Railroad Ave, Great Barrington, MA 01230
      /23

      Est $479,054

      Not Listed For Sale

      17 Railroad Ave, Great Barrington, MA 01230

      • 1 Bed
      • 1 Bath
      • 1,008 Sq Ft
      • Built 1989
      17 Railroad Ave, Great Barrington, MA 01230

      Last Sold Summary

      • 26 Days On Market

      Last Listing Agent Tom Lynch COMPASS MASSACHUSETTS , LLC GB

  • 264 Main St Unit B, Great Barrington, MA 01230
    264 Main St Unit B, Great Barrington, MA 01230
    264 Main St Unit B, Great Barrington, MA 01230
    /26

    $425,000

    • 2 Beds
    • 1.5 Baths
    • 1,860 Sq Ft

    264 Main St Unit B, Great Barrington, MA 01230

    Imagine waking up in a sun-splashed home just steps from Great Barrington's lively Main Street--where every cafe, bookstore, and gallery feels like an extension of your neighborhood. This second-floor floor-through condo is more than a home; it's a canvas for your life.Over 1,800 sq. ft. of expansive living space unfolds with towering ceilings, oversized windows, and graceful arched doorways that

    Maggie Merelle WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    264 Main St Unit B, Great Barrington, MA 01230
  • 20 Sheffield-Egremont Rd, Great Barrington, MA 01230
    20 Sheffield-Egremont Rd, Great Barrington, MA 01230
    20 Sheffield-Egremont Rd, Great Barrington, MA 01230
    /68

    $1,350,000

    Sold Mar 27, 2026

    20 Sheffield-Egremont Rd, Great Barrington, MA 01230

    • 4 Beds
    • 3.5 Baths
    • 3,240 Sq Ft
    • Built 1909

    Last Sold Summary

    • 3% Below List Price
    • $417/SF
    • 10 Days On Market

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

    20 Sheffield-Egremont Rd, Great Barrington, MA 01230
    • 150 Hurlburt Rd, Great Barrington, MA 01230
      150 Hurlburt Rd, Great Barrington, MA 01230
      150 Hurlburt Rd, Great Barrington, MA 01230
      /37

      Est $787,396

      Not Listed For Sale

      150 Hurlburt Rd, Great Barrington, MA 01230

      • 3 Beds
      • 3 Baths
      • 2,200 Sq Ft
      • Built 2000
      150 Hurlburt Rd, Great Barrington, MA 01230

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Jen Harvey COMPASS MASSACHUSETTS , LLC GB

  • 165 Maple Ave, Great Barrington, MA 01230
    165 Maple Ave, Great Barrington, MA 01230
    165 Maple Ave, Great Barrington, MA 01230
    /32

    $734,900

    $44K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,771 Sq Ft

    165 Maple Ave, Great Barrington, MA 01230

    Experience the ease of downtown living in this immaculate Maple Grove condominium. Positioned just a short walk from Main Street, this residence offers immediate access to local shops, restaurants, and town amenities. The main level centers on a modern, open floor plan defined by beautiful wood floors and abundant natural light. An open kitchen anchors the living space, allowing for seamless

    Lance Vermeulen WILLIAM RAVEIS - BERKSHIRE

    165 Maple Ave, Great Barrington, MA 01230
  • 34 Bridge St Unit 201, Great Barrington, MA 01230
    34 Bridge St Unit 201, Great Barrington, MA 01230
    34 Bridge St Unit 201, Great Barrington, MA 01230
    /24

    $550,000

    Sold Aug 29, 2025

    34 Bridge St Unit 201, Great Barrington, MA 01230

    • 2 Beds
    • 2 Baths
    • 1,137 Sq Ft
    • Built 2019

    Last Sold Summary

    • 21% Below List Price
    • $484/SF
    • 58 Days On Market

    Current Estimated Value $628,649

    Last Listing Agent Comparable Listing COMPARABLE LISTING ONLY

    34 Bridge St Unit 201, Great Barrington, MA 01230
    • 37 Egremont Plain Rd, Great Barrington, MA 01230
      37 Egremont Plain Rd, Great Barrington, MA 01230
      37 Egremont Plain Rd, Great Barrington, MA 01230
      /63

      Est $818,989

      Not Listed For Sale

      37 Egremont Plain Rd, Great Barrington, MA 01230

      • 4 Beds
      • 2 Baths
      • 3,284 Sq Ft
      • Built 1780
      37 Egremont Plain Rd, Great Barrington, MA 01230

      Last Sold Summary

      • 183 Days On Market

      Last Listing Agent Paige Backhaus WILLIAM RAVEIS - BERKSHIRE

  • 5 Taconic Ln, Great Barrington, MA 01230
    5 Taconic Ln, Great Barrington, MA 01230
    5 Taconic Ln, Great Barrington, MA 01230
    /36

    $569,000

    • 4 Beds
    • 2 Baths
    • 1,932 Sq Ft

    5 Taconic Ln, Great Barrington, MA 01230

    Lovely Cape-style home built in 1982, privately set back from the road and conveniently located close to the center of South Egremont. This well-maintained property features 4 bedrooms and 2 full baths, with 2 bedrooms and 1 bath on the first floor and 2 additional bedrooms and a bath on the second floor. Recent updates include a new roof, passed Title V inspection, and a new well water treatment

    Claire Pollart WILLIAM RAVEIS - BERKSHIRE

    5 Taconic Ln, Great Barrington, MA 01230
  • 77 Grove St, Great Barrington, MA 01230
    77 Grove St, Great Barrington, MA 01230
    77 Grove St, Great Barrington, MA 01230
    /31

    $665,000

    Sold Mar 13, 2026

    77 Grove St, Great Barrington, MA 01230

    • 3 Beds
    • 1.5 Baths
    • 1,600 Sq Ft
    • Built 1890

    Last Sold Summary

    • 17% Below List Price
    • $416/SF
    • 128 Days On Market

    Current Estimated Value $679,300

    Last Listing Agent Kate Lascar COMPASS MASSACHUSETTS , LLC GB

    77 Grove St, Great Barrington, MA 01230
    • 322 State Rd, Great Barrington, MA 01230
      322 State Rd, Great Barrington, MA 01230
      322 State Rd, Great Barrington, MA 01230
      /22

      Est $614,636

      Not Listed For Sale

      322 State Rd, Great Barrington, MA 01230

      • 3 Beds
      • 2 Baths
      • 2,517 Sq Ft
      • Built 1956
      322 State Rd, Great Barrington, MA 01230

      Last Sold Summary

      • 18 Days On Market

      Last Listing Agent Geoffrey Roman Homie Realty Group

  • 42 Mt Washington Rd, Great Barrington, MA 01230
    42 Mt Washington Rd, Great Barrington, MA 01230
    42 Mt Washington Rd, Great Barrington, MA 01230
    /20

    $390,000

    $105K PRICE DROP Pending
    • 3 Beds
    • 1.5 Baths
    • 1,364 Sq Ft

    42 Mt Washington Rd, Great Barrington, MA 01230

    A refreshed split-level home set on four level acres just outside the quaint village of Egremont! Enjoy low taxes, peaceful surroundings and plenty of usable outdoor space for gardening, recreation, or future possibilities.Inside, the home offers comfortable living with additional flexible space in the lower level featuring ample windows and a walk-out, creating excellent potential for

    Helen Mullany HELEN MULLANY REAL ESTATE, LLC

    42 Mt Washington Rd, Great Barrington, MA 01230
  • 6 Blue Hill Rd, Great Barrington, MA 01230
    6 Blue Hill Rd, Great Barrington, MA 01230
    6 Blue Hill Rd, Great Barrington, MA 01230
    /47

    $550,000

    Sold May 04, 2026

    6 Blue Hill Rd, Great Barrington, MA 01230

    • 3 Beds
    • 1.5 Baths
    • 1,632 Sq Ft
    • Built 1947

    Last Sold Summary

    • 8% Below List Price
    • $337/SF
    • 143 Days On Market

    Current Estimated Value $541,350

    Last Listing Agent Paige Backhaus WILLIAM RAVEIS - BERKSHIRE

    6 Blue Hill Rd, Great Barrington, MA 01230
    • 10 Stanley Dr, Great Barrington, MA 01230
      10 Stanley Dr, Great Barrington, MA 01230
      10 Stanley Dr, Great Barrington, MA 01230
      /15

      Est $443,511

      Not Listed For Sale

      10 Stanley Dr, Great Barrington, MA 01230

      • 3 Beds
      • 1.5 Baths
      • 1,512 Sq Ft
      • Built 2004
      10 Stanley Dr, Great Barrington, MA 01230

      Last Sold Summary

      • 108 Days On Market

      Last Listing Agent Ashley Canger WILLIAM RAVEIS - BERKSHIRE

  • 386 N Plain Rd, Great Barrington, MA 01230
    386 N Plain Rd, Great Barrington, MA 01230
    386 N Plain Rd, Great Barrington, MA 01230
    /38

    $345,000

    $54K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,092 Sq Ft

    386 N Plain Rd, Great Barrington, MA 01230

    Newly renovated single floor home in Housatonic, just minutes from downtown Great Barrington, Tanglewood, and everything the Berkshires have to offer. With direct access to the Rail Trail, this move-in ready home is set on .93 acres, the property features a spacious yard and greenhouse, offering plenty of room to relax, garden, or entertain. The updated kitchen features stone countertops,

    Patricia Molina CENTURY 21 NORTHEAST

    386 N Plain Rd, Great Barrington, MA 01230
  • 1874 Home Rd, Great Barrington, MA 01230
    1874 Home Rd, Great Barrington, MA 01230
    1874 Home Rd, Great Barrington, MA 01230
    /42

    $470,000

    Sold Jul 17, 2026

    1874 Home Rd, Great Barrington, MA 01230

    • 3 Beds
    • 2 Baths
    • 1,725 Sq Ft
    • Built 1990

    Last Sold Summary

    • 6% Below List Price
    • $272/SF

    Current Estimated Value $599,251

    Last Listing Agent Gabriela Dearstyne KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

    1874 Home Rd, Great Barrington, MA 01230
    • 121 Jug End Rd, Great Barrington, MA 01230
      121 Jug End Rd, Great Barrington, MA 01230
      121 Jug End Rd, Great Barrington, MA 01230
      /21

      Est $431,501

      Not Listed For Sale

      121 Jug End Rd, Great Barrington, MA 01230

      • 1 Bed
      • 1 Bath
      • 960 Sq Ft
      • Built 1979
      121 Jug End Rd, Great Barrington, MA 01230

      Last Sold Summary

      • 11 Days On Market

      Last Listing Agent Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  • 11 Muddy Brook Cir, Great Barrington, MA 01230
    11 Muddy Brook Cir, Great Barrington, MA 01230
    11 Muddy Brook Cir, Great Barrington, MA 01230
    /59

    $799,000

    $196K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 3,236 Sq Ft

    11 Muddy Brook Cir, Great Barrington, MA 01230

    Immaculate and well-maintained contemporary home in an exceptionally convenient location set on 5+ wooded acres. Designed for easy living and low maintenance, this home offers an open floor plan with high ceilings, wood floors, and a beautiful fieldstone fireplace anchoring the main living space. The kitchen opens to another living area creating a comfortable flow for everyday living and

    Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

    11 Muddy Brook Cir, Great Barrington, MA 01230
  • 220 N Plain Rd, Great Barrington, MA 01230
    220 N Plain Rd, Great Barrington, MA 01230
    220 N Plain Rd, Great Barrington, MA 01230
    /35

    $476,000

    Sold Aug 14, 2026

    220 N Plain Rd, Great Barrington, MA 01230

    • 3 Beds
    • 2.5 Baths
    • 1,922 Sq Ft
    • Built 1825

    Last Sold Summary

    • 5% Below List Price
    • $248/SF
    • 89 Days On Market

    Current Estimated Value $500,924

    Last Listing Agent Martin Albert COMPASS MASSACHUSETTS , LLC GB

    220 N Plain Rd, Great Barrington, MA 01230
    • 89 Division St, Great Barrington, MA 01230
      89 Division St, Great Barrington, MA 01230
      89 Division St, Great Barrington, MA 01230
      /34

      Est $1,072,002

      Not Listed For Sale

      89 Division St, Great Barrington, MA 01230

      • 3 Beds
      • 2.5 Baths
      • 3,204 Sq Ft
      • Built 1810
      89 Division St, Great Barrington, MA 01230

      Last Sold Summary

      • 168 Days On Market

      Last Listing Agent Jen Harvey COMPASS MASSACHUSETTS , LLC GB

  • 124 Egremont Plain Rd, Great Barrington, MA 01230
    124 Egremont Plain Rd, Great Barrington, MA 01230
    124 Egremont Plain Rd, Great Barrington, MA 01230
    /66

    $1,395,000

    • 4 Beds
    • 4.5 Baths
    • 3,185 Sq Ft

    124 Egremont Plain Rd, Great Barrington, MA 01230

    This beautiful home was built in 2006, and updated in 2022. The house is situated on just shy of 5 Acres in the town of Egremont. The home is flooded with sun all day, rarely needing a light on in the house. Direct access to the Green River at the edge of property to cool off on those hot summer days. A new central AC system was installed throughout home and apt A New backup generator, rain

    Lawrence Reilly THE KINDERHOOK GROUP

    124 Egremont Plain Rd, Great Barrington, MA 01230
  • 28 Pearl St, Great Barrington, MA 01230
    28 Pearl St, Great Barrington, MA 01230
    28 Pearl St, Great Barrington, MA 01230
    /23

    $95,000

    Sold Jun 18, 2026

    28 Pearl St, Great Barrington, MA 01230

    • Land
    • 21,344 Sq Ft
    • $193,878 per Acre

    Last Sold Summary

    • 24% Below List Price
    • 295 Days On Market

    Last Listing Agent Dan Alden ALDEN COUNTRY REAL ESTATE SERVICES

    28 Pearl St, Great Barrington, MA 01230
    • 148 Hillsdale Rd, Great Barrington, MA 01230
      148 Hillsdale Rd, Great Barrington, MA 01230
      148 Hillsdale Rd, Great Barrington, MA 01230
      /9

      Est $412,109

      Not Listed For Sale

      148 Hillsdale Rd, Great Barrington, MA 01230

      • 3 Beds
      • 1 Bath
      • 1,040 Sq Ft
      • Built 1960
      148 Hillsdale Rd, Great Barrington, MA 01230

      Last Sold Summary

      • 19 Days On Market

      Last Listing Agent Elle Villetto WILLIAM PITT SOTHEBY'S - LENOX

  • 0 Lake Mansfield Rd, Great Barrington, MA 01230
    0 Lake Mansfield Rd, Great Barrington, MA 01230
    0 Lake Mansfield Rd, Great Barrington, MA 01230
    /7

    $825,000

    • Land
    • 3.1 Acres
    • $266,129 per Acre

    0 Lake Mansfield Rd, Great Barrington, MA 01230

    Lake Mansfield Lakefront Lot. Rare chance to live on a private road, on the prettiest of Lakes, minutes to downtown Great Barrington. Over 3 Acres with 175 feet of frontage in the most of bucolic settings. Make your dreams come true.

    Steven Weisz William Pitt Sotheby's International Realty

    0 Lake Mansfield Rd, Great Barrington, MA 01230
  • 10 Alford Center Rd, Great Barrington, MA 01230
    10 Alford Center Rd, Great Barrington, MA 01230
    10 Alford Center Rd, Great Barrington, MA 01230
    /29

    $1,005,000

    Sold Nov 20, 2025

    10 Alford Center Rd, Great Barrington, MA 01230

    • 4 Beds
    • 3.5 Baths
    • 2,895 Sq Ft
    • Built 1815

    Last Sold Summary

    • 9% Below List Price
    • $347/SF
    • 50 Days On Market

    Current Estimated Value $1,057,325

    Last Listing Agent George Cain WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    10 Alford Center Rd, Great Barrington, MA 01230
    • 28 Manville St, Great Barrington, MA 01230
      28 Manville St, Great Barrington, MA 01230
      28 Manville St, Great Barrington, MA 01230
      /34

      Est $608,942

      Not Listed For Sale

      28 Manville St, Great Barrington, MA 01230

      • 4 Beds
      • 2 Baths
      • 1,995 Sq Ft
      • Built 1948
      28 Manville St, Great Barrington, MA 01230

      Last Sold Summary

      • 83 Days On Market

      Last Listing Agent Carrie Swift Heck COMPASS MASSACHUSETTS , LLC GB

  • 781 Hartsville New Marlboro Rd, Great Barrington, MA 01230
    781 Hartsville New Marlboro Rd, Great Barrington, MA 01230
    781 Hartsville New Marlboro Rd, Great Barrington, MA 01230
    /33

    $1,398,000

    • 3,300 Sq Ft

    781 Hartsville New Marlboro Rd, Great Barrington, MA 01230

    Properties of this magnitude and character are becoming a true rarity in today's market. Brookmede Farm, isn't just a listing; it is a magnificent blank canvas of 22 beautiful scenic acres, defined by sweeping mountain views and a profound sense of quiet serenity. From the moment you arrive, the silence and the scale of the landscape invite you to imagine the unlimited possibilities. Whether you

    William Morrow WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    781 Hartsville New Marlboro Rd, Great Barrington, MA 01230
  • 297 N Plain Rd, Housatonic, MA 01236
    297 N Plain Rd, Housatonic, MA 01236
    297 N Plain Rd, Housatonic, MA 01236
    /13

    $310,000

    Sold Sep 12, 2025

    297 N Plain Rd, Housatonic, MA 01236

    • Land
    • 9.6 Acres
    • $32,292 per Acre

    Last Sold Summary

    • 5% Below List Price
    • 216 Days On Market

    Last Listing Agent Claudia Crane COMPASS MASSACHUSETTS , LLC GB

    297 N Plain Rd, Housatonic, MA 01236
    • 11 Oak St, Great Barrington, MA 01230
      11 Oak St, Great Barrington, MA 01230
      11 Oak St, Great Barrington, MA 01230
      /46

      Est $986,129

      Not Listed For Sale

      11 Oak St, Great Barrington, MA 01230

      • 3 Beds
      • 2 Baths
      • 2,078 Sq Ft
      • Built 1906
      11 Oak St, Great Barrington, MA 01230

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Timothy Lovett COMPASS MASSACHUSETTS , LLC GB

  • 6 Thrushwood Ln, Great Barrington, MA 01230
    6 Thrushwood Ln, Great Barrington, MA 01230
    6 Thrushwood Ln, Great Barrington, MA 01230
    /60

    $1,375,000

    $120K PRICE DROP Pending
    • 5 Beds
    • 4 Baths
    • 4,200 Sq Ft

    6 Thrushwood Ln, Great Barrington, MA 01230

    MOTIVATED SELLER; WILLING TO NEGOTIATE ON UPGRADES AND IMPROVEMENTS. Indulge in refined Berkshire living on an exclusive cul-de-sac, where effortless HOA services complement this exquisite new construction. Offering 4,200 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

    6 Thrushwood Ln, Great Barrington, MA 01230
  • 34 Bridge St Unit 309, Great Barrington, MA 01230
    34 Bridge St Unit 309, Great Barrington, MA 01230
    34 Bridge St Unit 309, Great Barrington, MA 01230
    /24

    $793,500

    Sold Mar 25, 2026

    34 Bridge St Unit 309, Great Barrington, MA 01230

    • 2 Beds
    • 2 Baths
    • 1,144 Sq Ft
    • Built 2019

    Last Sold Summary

    • 3% Above List Price
    • $694/SF
    • 8 Days On Market

    Current Estimated Value $789,161

    Last Listing Agent Suzann Ward HOUSATONIC REAL ESTATE

    34 Bridge St Unit 309, Great Barrington, MA 01230
    • 1609 County Rd, Great Barrington, MA 01230
      1609 County Rd, Great Barrington, MA 01230
      1609 County Rd, Great Barrington, MA 01230
      /4

      Est $715,320

      Not Listed For Sale

      1609 County Rd, Great Barrington, MA 01230

      • 4 Beds
      • 2 Baths
      • 1,792 Sq Ft
      • Built 1991
      1609 County Rd, Great Barrington, MA 01230

      Last Sold Summary

      • 24 Days On Market

      Last Listing Agent Selina Lamb BIRCH PROPERTIES

  • 164 Alford Rd, Great Barrington, MA 01230
    164 Alford Rd, Great Barrington, MA 01230
    164 Alford Rd, Great Barrington, MA 01230
    /27

    $1,049,000

    $246K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,400 Sq Ft

    164 Alford Rd, Great Barrington, MA 01230

    SINGLE LEVEL BERKSHIRE RETREAT tucked away on 5.91 peaceful acres just minutes from downtown Great Barrington. Abutting the Tom Ball Mountain Trail & land reserve, this custom-built ranch offers the perfect blend of privacy, comfort, and versatility. Built in 2005, the home features over 2,400 square feet of living space with 3 bedrooms, 2.5 baths, abundant natural light, and an easy-flowing

    Rosemary Baumann HOUSATONIC REAL ESTATE

    164 Alford Rd, Great Barrington, MA 01230
  • 21 Kalliste Hill, Great Barrington, MA 01230
    21 Kalliste Hill, Great Barrington, MA 01230
    21 Kalliste Hill, Great Barrington, MA 01230
    /45

    $1,400,000

    Sold Oct 27, 2025

    21 Kalliste Hill, Great Barrington, MA 01230

    • 3 Beds
    • 2.5 Baths
    • 2,900 Sq Ft
    • Built 1981

    Last Sold Summary

    • 6% Below List Price
    • $483/SF
    • 123 Days On Market

    Current Estimated Value $1,404,836

    Last Listing Agent Tom Lynch COMPASS MASSACHUSETTS , LLC GB

    21 Kalliste Hill, Great Barrington, MA 01230
    • 685 Stockbridge Rd, Great Barrington, MA 01230
      685 Stockbridge Rd, Great Barrington, MA 01230
      685 Stockbridge Rd, Great Barrington, MA 01230
      /42

      Est $472,711

      Not Listed For Sale

      685 Stockbridge Rd, Great Barrington, MA 01230

      • 4 Beds
      • 1 Bath
      • 1,368 Sq Ft
      • Built 1900
      685 Stockbridge Rd, Great Barrington, MA 01230

      Last Sold Summary

      • 120 Days On Market

      Last Listing Agent Jose Larios Lamacchia Realty, Inc.

  • 133 Front St, Great Barrington, MA 01236
    133 Front St, Great Barrington, MA 01236
    133 Front St, Great Barrington, MA 01236
    /35

    $635,000

    $20K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 3,035 Sq Ft

    133 Front St, Great Barrington, MA 01236

    Mixed-use property in vibrant Housatonic village center. Three flexible units: two residential apartments above commercial space. Prime location within walking distance to local shops, art galleries, restaurants, town library, and neighborhood park with playground. Stunning views of the iconic Housatonic water tower and historic mill town industrial architecture. Property features mature gardens,

    Scott Sawyer STONE HOUSE PROPERTIES, LLC

    133 Front St, Great Barrington, MA 01236
  • 22 Sheffield Rd, Great Barrington, MA 01230
    22 Sheffield Rd, Great Barrington, MA 01230
    22 Sheffield Rd, Great Barrington, MA 01230
    /52

    $950,000

    Sold Jul 09, 2026

    22 Sheffield Rd, Great Barrington, MA 01230

    • 4 Beds
    • 2 Baths
    • 2,742 Sq Ft
    • Built 1870

    Last Sold Summary

    • 27% Below List Price
    • $346/SF
    • 212 Days On Market

    Current Estimated Value $1,076,835

    Last Listing Agent Suzann Ward HOUSATONIC REAL ESTATE

    22 Sheffield Rd, Great Barrington, MA 01230
    • 15 Cottage St, Great Barrington, MA 01230
      15 Cottage St, Great Barrington, MA 01230
      15 Cottage St, Great Barrington, MA 01230
      /36

      Est $913,650

      Not Listed For Sale

      15 Cottage St, Great Barrington, MA 01230

      • 3 Beds
      • 2.5 Baths
      • 2,610 Sq Ft
      • Built 1900
      15 Cottage St, Great Barrington, MA 01230

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Tom Lynch COMPASS MASSACHUSETTS , LLC GB

  • 392 Park St, Great Barrington, MA 01230
    392 Park St, Great Barrington, MA 01230
    392 Park St, Great Barrington, MA 01230
    /76

    $985,000

    • 11 Beds
    • 6.5 Baths
    • 5,730 Sq Ft

    392 Park St, Great Barrington, MA 01230

    Rare, renovated Berkshire investment compound on 0.59 acres in walkable Housatonic. This turnkey property features two separate legal duplexes (4 units total) offering stellar cash flow. The front home (392 Park St) features a 5BR/2BA unit, a sleek 2BR flat, and a prominent street-front walk-out lower level with incredible commercial/addition potential. The rear Swiss-Gothic home (394 Park St)

    Tony Segalla WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    392 Park St, Great Barrington, MA 01230
  • Unlisted Address
    Unlisted Address
    Unlisted Address
    /8

    $400,000

    Sold Apr 01, 2026

    Unlisted Address

    • 3 Beds
    • 3 Baths
    • 2,480 Sq Ft
    • Built 1900

    Last Sold Summary

    • 14% Below List Price
    • $161/SF
    • 137 Days On Market

    Last Listing Agent Helen Mullany HELEN MULLANY REAL ESTATE, LLC

    Unlisted Address

Showing Results 41 - 80, Page 2 of 18

Massachusetts Berkshire County

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