5,186

Great Barrington, MA Homes

Section Image
    • /45

      Est $781,957

      Not Listed For Sale

      48 Quarry St, Great Barrington, MA 01230

      • 4 Beds
      • 2.5 Baths
      • 2,352 Sq Ft
      • Built 2001
      48 Quarry St, Great Barrington, MA 01230

      Last Sold Summary

      • 138 Days On Market

  • /48

    $1,695,000

    Pending
    • 3 Beds
    • 4 Baths
    • 3,507 Sq Ft

    77 Hurlburt Rd, Great Barrington, MA 01230

    Tucked away on a private road w/ lovely long-range views, this contemporary retreat offers the perfect blend of privacy, comfort, & versatility. Designed w/ soaring ceilings, abundant natural light, & an open, flowing layout, the home is ideal for both quiet escapes & entertaining family & friends.The main level features a spacious living room with a fireplace, a first-floor primary suite w/

    Claire Pollart WILLIAM RAVEIS - BERKSHIRE

    77 Hurlburt Rd, Great Barrington, MA 01230
  • /38

    $638,500

    Sold Jun 06, 2026

    483 Home Rd, Great Barrington, MA 01230

    • 3 Beds
    • 3 Baths
    • 1,991 Sq Ft
    • Built 2006

    Last Sold Summary

    • 20% Below List Price
    • $321/SF
    • 191 Days On Market

    Current Estimated Value $752,857

    Last Listing Agent Suzann Ward HOUSATONIC REAL ESTATE

    483 Home Rd, Great Barrington, MA 01230
    • /33

      Est $950,832

      Not Listed For Sale

      399 State Rd, Great Barrington, MA 01230

      • 3 Beds
      • 3.5 Baths
      • 3,016 Sq Ft
      • Built 1900
      399 State Rd, Great Barrington, MA 01230

      Last Sold Summary

      • 226 Days On Market

  • /33

    $389,900

    Pending
    • 3 Beds
    • 2 Baths
    • 1,350 Sq Ft

    16 Spruce St, Great Barrington, MA 01230

    Recently renovated embankment ranch-style home tucked into a cul-de-sac neighborhood in Great Barrington and bordering Monument Mountain Reservation. Interior updates include new hardwood flooring, ceramic tile, fresh interior paint, new kitchen cabinetry, granite countertops, stainless steel appliances, and added insulation through the Mass Save program for improved energy efficiency. The

    Cory Evangelisto NOCHER REALTY

    16 Spruce St, Great Barrington, MA 01230
  • /25

    $250,000

    Sold Aug 20, 2025

    39 Christian Hill Rd, Great Barrington, MA 01230

    • 3 Beds
    • 1.5 Baths
    • 1,414 Sq Ft
    • Built 1900

    Last Sold Summary

    • 24% Below List Price
    • $177/SF
    • 166 Days On Market

    Current Estimated Value $283,952

    Last Listing Agent Helen Mullany HELEN MULLANY REAL ESTATE, LLC

    39 Christian Hill Rd, Great Barrington, MA 01230
    • /31

      Est $813,864

      Not Listed For Sale

      193 East St, Great Barrington, MA 01230

      • 3 Beds
      • 1.5 Baths
      • 2,304 Sq Ft
      • Built 1897
      193 East St, Great Barrington, MA 01230

      Last Sold Summary

      • 35 Days On Market

  • /31

    $649,000

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

    783 Main St, Great Barrington, MA 01230

    Renovated, well-maintained, multi-use building perfect for a live-work situation in prime location! All 4 floors offer opportunity for offices, a studio, storage, retail showroom and more! Highlights include: a large parking lot, handicap accessible ramp, 2 half baths & finished 3rd floor attic. Finished basement w/ vault & video security system. The current retail space is bright & sunny with a

    Claudia Laslie WILLIAM RAVEIS - BERKSHIRE

    783 Main St, Great Barrington, MA 01230
  • /17

    $375,000

    Sold Aug 01, 2025

    75 van Deusenville Rd, Great Barrington, MA 01230

    • 3 Beds
    • 1 Bath
    • 1,691 Sq Ft
    • Built 1958

    Last Sold Summary

    • 6% Below List Price
    • $222/SF
    • 22 Days On Market

    Current Estimated Value $439,628

    Last Listing Agent Dan Alden ALDEN COUNTRY REAL ESTATE SERVICES

    75 van Deusenville Rd, Great Barrington, MA 01230
    • /10

      Est $602,930

      Not Listed For Sale

      10 Prospect St, Great Barrington, MA 01230

      • 4 Beds
      • 2.5 Baths
      • 2,161 Sq Ft
      • Built 1936
      10 Prospect St, Great Barrington, MA 01230

      Last Sold Summary

      • 10 Days On Market

  • /29

    $399,000

    Under Contract
    • 2 Beds
    • 2 Baths
    • 1,569 Sq Ft

    144 Cottage St, Great Barrington, MA 01230

    Charming solid brick cottage on Cottage St. in the heart of Gt Barrington. This distinctive polychrome-style home features 2BRs, with the option to convert back to 3, & 2 full BAs. Inside, you'll find antique doors, hardwood floors & built-ins that add warmth & character. The sunroom is bright & inviting, filled with natural light, while the downstairs bathroom includes a convenient laundry area.

    Ashley Canger WILLIAM RAVEIS - BERKSHIRE

    144 Cottage St, Great Barrington, MA 01230
  • /27

    $420,000

    Sold Feb 02, 2026

    2 Rose Ct W Unit B-1, Great Barrington, MA 01230

    • 3 Beds
    • 2.5 Baths
    • 1,368 Sq Ft
    • Built 2006

    Last Sold Summary

    • 6% Below List Price
    • $307/SF
    • 98 Days On Market

    Last Listing Agent Helen Mullany HELEN MULLANY REAL ESTATE, LLC

    2 Rose Ct W Unit B-1, Great Barrington, MA 01230
    • /23

      Est $505,854

      Not Listed For Sale

      913 Main St, Great Barrington, MA 01230

      • 3 Beds
      • 2 Baths
      • 2,016 Sq Ft
      • Built 1974
      913 Main St, Great Barrington, MA 01230

      Last Sold Summary

      • 59 Days On Market

  • /76

    $950,000

    $200K PRICE DROP
    • 3 Beds
    • 4 Baths
    • 2,900 Sq Ft

    29 Old Village Rd, Great Barrington, MA 01230

    First-time for this treasured dwelling to be available for purchase. This magical setting surrounded by lush gardens and plantings is just the beginning of the enchantment. Distant mountain views to the east brings your viewscape to Butternut Ski & beyond. Inside the dwelling is a large open living space & kitchen on the first floor. Separately, there is a first-floor Ensuite. Abutting the first

    Thomas Doyle, Sr. BISHOP WEST REAL ESTATE

    29 Old Village Rd, Great Barrington, MA 01230
  • /29

    $445,000

    Sold Jul 11, 2025

    2 Emily Ct, Great Barrington, MA 01230

    • 3 Beds
    • 2.5 Baths
    • 1,512 Sq Ft
    • Built 2004

    Last Sold Summary

    • 1% Below List Price
    • $294/SF
    • 11 Days On Market

    Current Estimated Value $462,910

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

    2 Emily Ct, Great Barrington, MA 01230
    • /29

      Est $724,625

      Not Listed For Sale

      6 Berkshire Cir, Great Barrington, MA 01230

      • 4 Beds
      • 2 Baths
      • 1,652 Sq Ft
      • Built 1988
      6 Berkshire Cir, Great Barrington, MA 01230

      Last Sold Summary

      • 23 Days On Market

  • /15

    $550,000

    • 4 Beds
    • 2 Baths
    • 2,346 Sq Ft

    88 Main St, Great Barrington, MA 01230

    Building has been used as an antique business for the last 50 years. Seller had previously lived in the upstairs apartment. Located across the street from Mend and Calgary's and .5 miles from downtown Great Barrington. Selling as is, business and inventory for sale separately - negotiable with owner. Near all the cultural events specific to the Berkshires!

    Freddy Friedman Birch Properties

    88 Main St, Great Barrington, MA 01230
  • /32

    $340,000

    Sold Apr 10, 2026

    1592 County Rd, Great Barrington, MA 01230

    • 4 Beds
    • 3 Baths
    • 1,360 Sq Ft
    • Built 1988

    Last Sold Summary

    • 20% Below List Price
    • $250/SF
    • 171 Days On Market

    Current Estimated Value $403,570

    Last Listing Agent Michael Harrigan BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

    1592 County Rd, Great Barrington, MA 01230
    • /27

      Est $588,440

      Not Listed For Sale

      103 East St, Great Barrington, MA 01230

      • 3 Beds
      • 2 Baths
      • 1,516 Sq Ft
      • Built 1900
      103 East St, Great Barrington, MA 01230

      Last Sold Summary

      • 7 Days On Market

  • /37

    $7,250,000

    New Construction
    • 6 Beds
    • 7 Baths
    • 13,175 Sq Ft

    209 Blue Hill Rd, Great Barrington, MA 01230

    A rare French Manor estate on one of the most scenic and sought-after country roads, this extraordinary 45+/- acre sanctuary offers unmatched privacy, panoramic mountain views, and a setting of timeless beauty. Bordering protected state forest, the property unfolds across rolling meadows, tranquil ponds, and a gently flowing brook-creating a secluded retreat that feels worlds away, yet remains

    Mauren White-Kirkby Barnbrook Realty

    209 Blue Hill 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 $706,408

    Last Listing Agent Helen Mullany HELEN MULLANY REAL ESTATE, LLC

    33 Creamery Rd, Great Barrington, MA 01230
    • /18

      Est $473,124

      Not Listed For Sale

      12 Cooper Rd, Great Barrington, MA 01230

      • 3 Beds
      • 2 Baths
      • 1,344 Sq Ft
      • Built 1981
      12 Cooper Rd, Great Barrington, MA 01230

      Last Sold Summary

      • 26 Days On Market

  • /18

    $245,000

    Under Contract
    • 2 Beds
    • 1.5 Baths
    • 1,126 Sq Ft

    360 Park St Unit 4, Great Barrington, MA 01230

    Easy condo living in a prime location! This townhouse-style unit features two bedrooms and 1.5 baths, offering a comfortable and functional layout. Enjoy tall ceilings that create an open, airy feel throughout the living space. Step outside to your private patio, perfectly positioned to take in peaceful river views. Additional highlights include approximately 300 square feet of lower-level

    Helen Mullany HELEN MULLANY REAL ESTATE, LLC

    360 Park St Unit 4, 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

    Current Estimated Value $1,250,175

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

    247 Peter Menaker Rd, Great Barrington, MA 01230
    • /26

      Est $1,062,791

      Not Listed For Sale

      154 Main St, Great Barrington, MA 01230

      • 7 Beds
      • 7.5 Baths
      • 3,016 Sq Ft
      • Built 1800
      154 Main St, Great Barrington, MA 01230

      Last Sold Summary

      • 8,409 Days On Market

  • /26

    $399,900

    • 4 Beds
    • 1 Bath
    • 1,337 Sq Ft

    153 State Rd, Great Barrington, MA 01230

    Neat as a pin cape walking distance to downtown Great Barrington and amenities, this home has been thoughtfully renovated top to bottom. This sweet property, also zoned commercially, has 4 bedrooms, a full bath, and even a partially finished basement. The kitchen, complete with a large pantry, retains the charming mid century details, while appealing to the modern aesthetic. Outside, there is a

    Lauren Rosen WILLIAM RAVEIS - BERKSHIRE

    153 State Rd, 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 $429,015

    Last Listing Agent Jen Harvey COMPASS MASSACHUSETTS , LLC GB

    16 Forest Row, Great Barrington, MA 01230
    • /18

      Est $348,892

      Not Listed For Sale

      155 Division St, Great Barrington, MA 01230

      • 1 Bed
      • 1 Bath
      • 760 Sq Ft
      • Built 1965
      155 Division St, Great Barrington, MA 01230

      Last Sold Summary

      • 9 Days On Market

  • /65

    $2,395,000

    • 4 Beds
    • 4.5 Baths
    • 3,600 Sq Ft

    10 Berkshire Heights Rd, Great Barrington, MA 01230

    Luxurious, fully-modernized 1850s Victorian in the heart of Great Barrington. Elegant, four-story 3600 sq. ft. newly renovated clapboard and shingle house with covered porch. Meticulous renovation features chef's kitchen, four+ bedrooms, 4.5 bath, second floor and basement laundry, walk-out finished basement with private entrance and bathroom, perfect for guest suite or professional office.

    Suzann Ward HOUSATONIC REAL ESTATE

    10 Berkshire Heights 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 $674,320

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

    3 Roger Rd, Great Barrington, MA 01230
    • /52

      Not Listed For Sale

      263 Long Pond Rd, Great Barrington, MA 01230

      • 5 Beds
      • 5 Baths
      • 3,256 Sq Ft
      • Built 1780
      263 Long Pond Rd, Great Barrington, MA 01230

      Last Sold Summary

      • 23 Days On Market

  • /55

    $3,500,000

    • 5 Beds
    • 6.5 Baths
    • 6,088 Sq Ft

    110 Alford Rd, Great Barrington, MA 01230

    Set on over 12 private acres just minutes from the center of Great Barrington, this impeccably designed estate offers an extraordinary combination of luxury, privacy, and panoramic southern views of the Taconic Range, including the iconic silhouette of Mount Everett. Blending effortless indoor elegance with immersive outdoor living, this property captures the essence of Berkshire leisure.Inside,

    Karen Climo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    110 Alford Rd, 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

    Current Estimated Value $894,013

    Last Listing Agent Vashti Poor WILLIAM RAVEIS - BERKSHIRE

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

      Est $1,006,914

      Not Listed For Sale

      91 Brush Hill Rd, Great Barrington, MA 01230

      • 4 Beds
      • 2.5 Baths
      • 2,108 Sq Ft
      • Built 1986
      91 Brush Hill Rd, Great Barrington, MA 01230

      Last Sold Summary

      • 8 Days On Market

  • /50

    $935,000

    • 4 Beds
    • 2.5 Baths
    • 2,631 Sq Ft

    20 Cooper Rd, Great Barrington, MA 01230

    The mid-century retreat you've been waiting for. This classic home sits on over 4 private acres, delivering the ultimate Berkshire lifestyle with a bright, open floor plan and two cozy fireplaces. With 4 bedrooms, 3 baths, a large office, and a sun room looking overlooking your oasis, the layout offers perfect flexibility for guests or remote work. Outside, your private resort features a heated

    Lance Vermeulen WILLIAM RAVEIS - BERKSHIRE

    20 Cooper Rd, Great Barrington, MA 01230
  • /42

    $1,225,000

    Sold Feb 27, 2026

    4 Thrushwood Ln, Great Barrington, MA 01230

    • 5 Beds
    • 4 Baths
    • 4,200 Sq Ft
    • Built 2024

    Last Sold Summary

    • 28% Below List Price
    • $292/SF
    • 263 Days On Market

    Current Estimated Value $1,271,611

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

    4 Thrushwood Ln, Great Barrington, MA 01230
    • /56

      Est $1,122,751

      Not Listed For Sale

      106 Egremont Plain Rd, Great Barrington, MA 01230

      • 3 Beds
      • 2.5 Baths
      • 2,736 Sq Ft
      • Built 1890
      106 Egremont Plain Rd, Great Barrington, MA 01230

      Last Sold Summary

      • 60 Days On Market

  • /32

    $525,000

    Under Contract
    • 3 Beds
    • 1 Bath
    • 1,336 Sq Ft

    52 Reed St, Great Barrington, MA 01230

    This home is not to be missed! Nestled in a quiet neighborhood and thoughtfully designed throughout, it sits just moments from restaurants, shops and downtown Great Barrington. A well-appointed kitchen anchors the main level, showcasing quality finishes and smart functional design. Sunlit living and dining rooms highlight the home's warm character and charm. Upstairs, three comfortable bedrooms

    Molly Thomas COMPASS MASSACHUSETTS , LLC GB

    52 Reed 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

    Current Estimated Value $861,336

    Last Listing Agent Matt Carlino MACCARO REAL ESTATE

    4 Pleasant View Dr, Great Barrington, MA 01230
    • /45

      Est $1,380,750

      Not Listed For Sale

      17 Sheffield Rd, Great Barrington, MA 01230

      • 5 Beds
      • 3 Baths
      • 4,000 Sq Ft
      • Built 1802
      17 Sheffield Rd, Great Barrington, MA 01230

      Last Sold Summary

      • 48 Days On Market

Showing Results 161 - 200, Page 5 of 18

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