5,183

Great Barrington, MA Homes

Section Image
  • 22 Castle Hill Ave, Great Barrington, MA 01230
    22 Castle Hill Ave, Great Barrington, MA 01230
    22 Castle Hill Ave, Great Barrington, MA 01230
    /32

    $630,000 Sold Nov 03, 2025

    22 Castle Hill Ave, Great Barrington, MA 01230

    • 3 Beds
    • 2 Baths
    • 1,557 Sq Ft
    • Built 1942

    Last Sold Summary

    • 3% Below List Price
    • $405/SF
    • 23 Days On Market

    Current Estimated Value $638,921

    Last Listing Agent Timothy Lovett COMPASS MASSACHUSETTS , LLC GB

    22 Castle Hill Ave, Great Barrington, MA 01230
    • 2 Rose Ct W Unit E, Great Barrington, MA 01230
      2 Rose Ct W Unit E, Great Barrington, MA 01230
      2 Rose Ct W Unit E, Great Barrington, MA 01230
      /17

      Not Listed For Sale

      2 Rose Ct W Unit E, Great Barrington, MA 01230

      • 3 Beds
      • 1.5 Baths
      • 1,440 Sq Ft
      • Built 2004
      2 Rose Ct W Unit E, Great Barrington, MA 01230

      Last Sold Summary

      • $260/SF
      • 5 Days On Market

      Last Sold Price $375,000

      Last Listing Agent Allison Rada STONE HOUSE PROPERTIES, LLC

  • 230 Grove St, Great Barrington, MA 01230
    230 Grove St, Great Barrington, MA 01230
    230 Grove St, Great Barrington, MA 01230
    /28

    $285,000 Sold Jun 12, 2025

    230 Grove St, Great Barrington, MA 01230

    • 3 Beds
    • 1 Bath
    • 1,089 Sq Ft
    • Built 1900

    Last Sold Summary

    • 5% Below List Price
    • $262/SF
    • 51 Days On Market

    Current Estimated Value $308,051

    Last Listing Agent Helen Mullany HELEN MULLANY REAL ESTATE, LLC

    230 Grove St, Great Barrington, MA 01230
    • 16 Woodland Hill Rd, Great Barrington, MA 01230
      16 Woodland Hill Rd, Great Barrington, MA 01230
      16 Woodland Hill Rd, Great Barrington, MA 01230
      /54

      Est $1,197,612 Not Listed For Sale

      16 Woodland Hill Rd, Great Barrington, MA 01230

      • 5 Beds
      • 3.5 Baths
      • 4,232 Sq Ft
      • Built 1978
      16 Woodland Hill Rd, Great Barrington, MA 01230

      Last Sold Summary

      • 18% Above List Price
      • $240/SF
      • 59 Days On Market

      Last Sold Price $1,017,000

      Last Listing Agent Robert Cohen eXp REALTY

  • 12 Beacon Hill, Great Barrington, MA 01236
    12 Beacon Hill, Great Barrington, MA 01236
    /2

    $539,000 Sold Jun 30, 2025

    12 Beacon Hill, Great Barrington, MA 01236

    • 3 Beds
    • 2 Baths
    • 1,248 Sq Ft
    • Built 1900

    Last Sold Summary

    • $432/SF
    • 101 Days On Market

    Last Listing Agent Non Member NON-MEMBER / RECIPROCAL

    12 Beacon Hill, Great Barrington, MA 01236
    • 229 Prospect St, Great Barrington, MA 01236
      229 Prospect St, Great Barrington, MA 01236
      229 Prospect St, Great Barrington, MA 01236
      /25

      Not Listed For Sale

      229 Prospect St, Great Barrington, MA 01236

      • 3 Beds
      • 2 Baths
      • 2,231 Sq Ft
      • Built 1916
      229 Prospect St, Great Barrington, MA 01236

      Last Sold Summary

      • $107/SF
      • 6 Days On Market

      Last Sold Price $238,000

      Last Listing Agent Jen Harvey COMPASS MASSACHUSETTS , LLC GB

  • 105 Christian Hill Rd, Great Barrington, MA 01230
    105 Christian Hill Rd, Great Barrington, MA 01230
    105 Christian Hill Rd, Great Barrington, MA 01230
    /58

    $1,150,000 Sold Dec 17, 2025

    105 Christian Hill Rd, Great Barrington, MA 01230

    • 4 Beds
    • 3.5 Baths
    • 3,400 Sq Ft
    • Built 2004

    Last Sold Summary

    • 36% Below List Price
    • $338/SF
    • 89 Days On Market

    Current Estimated Value $1,200,228

    Last Listing Agent Mandy Victor-pieczarka STONE HOUSE PROPERTIES, LLC

    105 Christian Hill Rd, Great Barrington, MA 01230
    • 20 Aberdeen Ln, New Marlborough, MA 01230
      20 Aberdeen Ln, New Marlborough, MA 01230
      20 Aberdeen Ln, New Marlborough, MA 01230
      /17

      Est $437,578 Not Listed For Sale

      20 Aberdeen Ln, New Marlborough, MA 01230

      • 1 Bed
      • 1 Bath
      • 1,547 Sq Ft
      • Built 2024
      20 Aberdeen Ln, New Marlborough, MA 01230

      Last Sold Summary

      • 41% Above List Price
      • $200/SF
      • 9 Days On Market

      Last Sold Price $310,000

      Last Listing Agent Tony Segalla WILLIAM RAVEIS - BERKSHIRE

  • 80 Division St, Great Barrington, MA 01230
    80 Division St, Great Barrington, MA 01230
    80 Division St, Great Barrington, MA 01230
    /35

    $233,000 Sold Jun 11, 2025

    80 Division St, Great Barrington, MA 01230

    • 3 Beds
    • 1.5 Baths
    • 1,942 Sq Ft
    • Built 1900

    Last Sold Summary

    • 7% Below List Price
    • $120/SF
    • 6 Days On Market

    Current Estimated Value $310,216

    Last Listing Agent Susan Calkins STONE HOUSE PROPERTIES, LLC

    80 Division St, Great Barrington, MA 01230
    • 18 Burning Tree Rd, Great Barrington, MA 01230
      18 Burning Tree Rd, Great Barrington, MA 01230
      18 Burning Tree Rd, Great Barrington, MA 01230
      /29

      Est $1,332,603 Not Listed For Sale

      18 Burning Tree Rd, Great Barrington, MA 01230

      • 5 Beds
      • 3 Baths
      • 3,300 Sq Ft
      • Built 2018
      18 Burning Tree Rd, Great Barrington, MA 01230

      Last Sold Summary

      • 9% Above List Price
      • $371/SF
      • 45 Days On Market

      Last Sold Price $1,225,000

      Last Listing Agent Timothy Lovett COMPASS MASSACHUSETTS , LLC GB

  • 12 Barrington Place, Great Barrington, MA 01230
    12 Barrington Place, Great Barrington, MA 01230
    12 Barrington Place, Great Barrington, MA 01230
    /56

    $794,000 Sold Mar 16, 2026

    12 Barrington Place, Great Barrington, MA 01230

    • 4 Beds
    • 2 Baths
    • 2,105 Sq Ft
    • Built 1900

    Last Sold Summary

    • 7% Below List Price
    • $377/SF
    • 115 Days On Market

    Current Estimated Value $802,088

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

    12 Barrington Place, Great Barrington, MA 01230
    • 278 & 280 N Plain Rd, Great Barrington, MA 01230
      278 & 280 N Plain Rd, Great Barrington, MA 01230
      278 & 280 N Plain Rd, Great Barrington, MA 01230
      /38

      Not Listed For Sale

      278 & 280 N Plain Rd, Great Barrington, MA 01230

      • 4 Beds
      • 2 Baths
      • 3,484 Sq Ft
      • Built 1806
      278 & 280 N Plain Rd, Great Barrington, MA 01230

      Last Sold Summary

      • $217/SF
      • 5 Days On Market

      Last Sold Price $755,000

      Last Listing Agent Leslie Claus Van Hise BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  • 1114 County Rd, Great Barrington, MA 01230
    1114 County Rd, Great Barrington, MA 01230
    1114 County Rd, Great Barrington, MA 01230
    /21

    $276,500 Sold Jan 07, 2026

    1114 County Rd, Great Barrington, MA 01230

    • 4 Beds
    • 1 Bath
    • 1,704 Sq Ft
    • Built 1950

    Last Sold Summary

    • 15% Below List Price
    • $162/SF
    • 234 Days On Market

    Current Estimated Value $275,999

    Last Listing Agent Jen Harvey COMPASS MASSACHUSETTS , LLC GB

    1114 County Rd, Great Barrington, MA 01230
    • 19 Burning Tree Rd, Great Barrington, MA 01230
      19 Burning Tree Rd, Great Barrington, MA 01230
      19 Burning Tree Rd, Great Barrington, MA 01230
      /33

      Est $1,505,859 Not Listed For Sale

      19 Burning Tree Rd, Great Barrington, MA 01230

      • 5 Beds
      • 3.5 Baths
      • 3,500 Sq Ft
      • Built 2014
      19 Burning Tree Rd, Great Barrington, MA 01230

      Last Sold Summary

      • $429/SF
      • 6 Days On Market

      Last Sold Price $1,500,000

      Last Listing Agent Lance Vermeulen LANCE VERMEULEN RE, INC

    • 32 Kirk St, Great Barrington, MA 01230
      32 Kirk St, Great Barrington, MA 01230
      32 Kirk St, Great Barrington, MA 01230
      /32

      Not Listed For Sale

      32 Kirk St, Great Barrington, MA 01230

      • 3 Beds
      • 2 Baths
      • 1,593 Sq Ft
      • Built 1876
      32 Kirk St, Great Barrington, MA 01230

      Last Sold Summary

      • $242/SF
      • 27 Days On Market

      Last Sold Price $385,000

      Last Listing Agent Samantha Homeyer BIRCH PROPERTIES

    • 6 Depot St, Great Barrington, MA 01236
      6 Depot St, Great Barrington, MA 01236
      6 Depot St, Great Barrington, MA 01236
      /36

      Not Listed For Sale

      6 Depot St, Great Barrington, MA 01236

      • 4 Beds
      • 2.5 Baths
      • 1,560 Sq Ft
      • Built 2000
      6 Depot St, Great Barrington, MA 01236

      Last Sold Summary

      • $282/SF
      • 36 Days On Market

      Last Sold Price $440,000

      Last Listing Agent Claire Shomphe BIRCH PROPERTIES

    • Unlisted Address
      Unlisted Address
      Unlisted Address
      /3

      Not Listed For Sale

      Unlisted Address

      Unlisted Address

      Last Sold Summary

      • 300 Days On Market

      Last Sold Price $389,000

      Last Listing Agent Douglas Goudley WHEELER & TAYLOR REALTY CO., INC.

    • 746 Brewer Hill Rd, Great Barrington, MA 01230
      746 Brewer Hill Rd, Great Barrington, MA 01230
      746 Brewer Hill Rd, Great Barrington, MA 01230
      /31

      Not Listed For Sale

      746 Brewer Hill Rd, Great Barrington, MA 01230

      • 2 Beds
      • 1.5 Baths
      • 1,221 Sq Ft
      • Built 1996
      746 Brewer Hill Rd, Great Barrington, MA 01230

      Last Sold Summary

      • $319/SF
      • 27 Days On Market

      Last Sold Price $390,000

      Last Listing Agent Dan Alden ALDEN COUNTRY REAL ESTATE SERVICES

    • 9 Grant Ln, Great Barrington, MA 01230
      9 Grant Ln, Great Barrington, MA 01230
      9 Grant Ln, Great Barrington, MA 01230
      /34

      Not Listed For Sale

      9 Grant Ln, Great Barrington, MA 01230

      • 3 Beds
      • 2 Baths
      • 1,676 Sq Ft
      • Built 1951
      9 Grant Ln, Great Barrington, MA 01230

      Last Sold Summary

      • $336/SF
      • 2 Days On Market

      Last Sold Price $563,000

      Last Listing Agent Tony Segalla WILLIAM RAVEIS - BERKSHIRE

    • Unlisted Address
      Unlisted Address
      Unlisted Address
      /10

      Est $505,500 Not Listed For Sale

      Unlisted Address

      Unlisted Address

      Last Sold Summary

      • 44% Above List Price
      • 153 Days On Market

      Last Sold Price $350,000

      Last Listing Agent Brian Farrell STONE HOUSE PROPERTIES, LLC

    • 216 Oak St, Great Barrington, MA 01230
      216 Oak St, Great Barrington, MA 01230
      216 Oak St, Great Barrington, MA 01230
      /33

      Not Listed For Sale

      216 Oak St, Great Barrington, MA 01230

      • 3 Beds
      • 1 Bath
      • 1,285 Sq Ft
      • Built 1948
      216 Oak St, Great Barrington, MA 01230

      Last Sold Summary

      • $340/SF
      • 6 Days On Market

      Last Sold Price $437,000

      Last Listing Agent John Burns William Pitt

    • Unlisted Address
      Unlisted Address
      Unlisted Address
      /7

      Est $446,993 Not Listed For Sale

      Unlisted Address

      Unlisted Address

      Last Sold Summary

      • 10% Above List Price
      • 289 Days On Market

      Last Sold Price $407,500

      Last Listing Agent Douglas Goudley WHEELER & TAYLOR REALTY CO., INC.

    • 53 Stevens Lake Way, Great Barrington, MA 01230
      53 Stevens Lake Way, Great Barrington, MA 01230
      53 Stevens Lake Way, Great Barrington, MA 01230
      /57

      Not Listed For Sale

      53 Stevens Lake Way, Great Barrington, MA 01230

      • 4 Beds
      • 4.5 Baths
      • 2,616 Sq Ft
      • Built 1991
      53 Stevens Lake Way, Great Barrington, MA 01230

      Last Sold Summary

      • $787/SF
      • 33 Days On Market

      Last Sold Price $2,060,000

      Last Listing Agent DeWayne A. Powell William Pitt

    • 7 Fern Hill Rd, Great Barrington, MA 01230
      7 Fern Hill Rd, Great Barrington, MA 01230
      7 Fern Hill Rd, Great Barrington, MA 01230
      /60

      Est $1,209,220 Not Listed For Sale

      7 Fern Hill Rd, Great Barrington, MA 01230

      • 5 Beds
      • 3.5 Baths
      • 4,000 Sq Ft
      • Built 1988
      7 Fern Hill Rd, Great Barrington, MA 01230

      Last Sold Summary

      • 42% Above List Price
      • $212/SF
      • 29 Days On Market

      Last Sold Price $850,000

      Last Listing Agent Jessie Bennett William Pitt

    • 207 North St, Great Barrington, MA 01230
      207 North St, Great Barrington, MA 01230
      207 North St, Great Barrington, MA 01230
      /60

      Est $371,736 Not Listed For Sale

      207 North St, Great Barrington, MA 01230

      • 3 Beds
      • 1 Bath
      • 1,530 Sq Ft
      • Built 1870
      207 North St, Great Barrington, MA 01230

      Last Sold Summary

      • 11% Below List Price
      • $273/SF
      • 50 Days On Market

      Last Sold Price $417,500

      Last Listing Agent David Carlson FAIRGROUND REAL ESTATE, INC

    • Unlisted Address
      Unlisted Address
      Unlisted Address
      /7

      Est $1,401,689 Not Listed For Sale

      Unlisted Address

      • 5 Beds
      • Built 1985
      Unlisted Address

      Last Sold Summary

      • 834% Above List Price
      • $47/SF
      • 213 Days On Market

      Last Sold Price $150,000

      Last Listing Agent Patrice Melluzzo William Pitt

    • Unlisted Address
      Unlisted Address
      Unlisted Address
      /6

      Not Listed For Sale

      Unlisted Address

      Unlisted Address

      Last Sold Summary

      • 354 Days On Market

      Last Sold Price $120,000

      Last Listing Agent Patrice Melluzzo William Pitt

    • 85 Pixley Rd, Great Barrington, MA 01230
      85 Pixley Rd, Great Barrington, MA 01230
      85 Pixley Rd, Great Barrington, MA 01230
      /26

      Est $627,694 Not Listed For Sale

      85 Pixley Rd, Great Barrington, MA 01230

      • 3 Beds
      • 1.5 Baths
      • 1,248 Sq Ft
      • Built 1960
      85 Pixley Rd, Great Barrington, MA 01230

      Last Sold Summary

      • 6% Above List Price
      • $473/SF
      • 65 Days On Market

      Last Sold Price $590,000

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

    • 12, 16, 18 Rosseter St, Great Barrington, MA 01230
      12, 16, 18 Rosseter St, Great Barrington, MA 01230
      12, 16, 18 Rosseter St, Great Barrington, MA 01230
      /9

      Not Listed For Sale

      12, 16, 18 Rosseter St, Great Barrington, MA 01230

      • 6 Beds
      • 6 Baths
      • 4,492 Sq Ft
      • Built 1900
      12, 16, 18 Rosseter St, Great Barrington, MA 01230

      Last Sold Summary

      • $178/SF
      • 13 Days On Market

      Last Sold Price $800,000

      Last Listing Agent William Morrow William Pitt

    • 707 Stratford Rd, Great Barrington, MA 01230
      707 Stratford Rd, Great Barrington, MA 01230
      707 Stratford Rd, Great Barrington, MA 01230
      /72

      Not Listed For Sale

      707 Stratford Rd, Great Barrington, MA 01230

      • 5 Beds
      • 6.5 Baths
      • 7,331 Sq Ft
      • Built 2007
      707 Stratford Rd, Great Barrington, MA 01230

      Last Sold Summary

      • $681/SF
      • 60 Days On Market

      Last Sold Price $4,990,000

      Last Listing Agent Patrice Melluzzo William Pitt

    • 44 Blue Hill Rd, Great Barrington, MA 01230
      44 Blue Hill Rd, Great Barrington, MA 01230
      44 Blue Hill Rd, Great Barrington, MA 01230
      /10

      Est $617,571 Not Listed For Sale

      44 Blue Hill Rd, Great Barrington, MA 01230

      44 Blue Hill Rd, Great Barrington, MA 01230

      Last Sold Summary

      • 3% Above List Price
      • 802 Days On Market

      Last Sold Price $600,000

      Last Listing Agent Claire Pollart WILLIAM RAVEIS - BERKSHIRE

    • Unlisted Address
      Unlisted Address
      Unlisted Address
      /10

      Not Listed For Sale

      Unlisted Address

      • Built 2018
      Unlisted Address

      Last Sold Summary

      • $51/SF
      • 540 Days On Market

      Last Sold Price $162,500

      Last Listing Agent Lance Vermeulen LANCE VERMEULEN RE, INC

    • 307 Long Pond Rd, Great Barrington, MA 01230
      307 Long Pond Rd, Great Barrington, MA 01230
      307 Long Pond Rd, Great Barrington, MA 01230
      /46

      Est $1,152,176 Not Listed For Sale

      307 Long Pond Rd, Great Barrington, MA 01230

      • 3 Beds
      • 4 Baths
      • 2,196 Sq Ft
      • Built 1989
      307 Long Pond Rd, Great Barrington, MA 01230

      Last Sold Summary

      • 27% Above List Price
      • $414/SF
      • 25 Days On Market

      Last Sold Price $908,100

      Last Listing Agent Rosemary Baumann HOUSATONIC REAL ESTATE

    • 206 Highland St, Great Barrington, MA 01230
      206 Highland St, Great Barrington, MA 01230
      206 Highland St, Great Barrington, MA 01230
      /15

      Not Listed For Sale

      206 Highland St, Great Barrington, MA 01230

      • 2 Beds
      • 2 Baths
      • 1,068 Sq Ft
      • Built 1970
      206 Highland St, Great Barrington, MA 01230

      Last Sold Summary

      • $366/SF
      • 50 Days On Market

      Last Sold Price $391,000

      Last Listing Agent Mark Rosengren WILLIAM RAVEIS - BERKSHIRE

    • 21 Wyantenuck St, Great Barrington, MA 01230
      21 Wyantenuck St, Great Barrington, MA 01230
      21 Wyantenuck St, Great Barrington, MA 01230
      /53

      Not Listed For Sale

      21 Wyantenuck St, Great Barrington, MA 01230

      • 3 Beds
      • 2 Baths
      • 1,636 Sq Ft
      • Built 2006
      21 Wyantenuck St, Great Barrington, MA 01230

      Last Sold Summary

      • $321/SF
      • 135 Days On Market

      Last Sold Price $525,000

      Last Listing Agent Cindy Carrigan LAMACCHIA REALTY, INC

    • Unlisted Address
      Unlisted Address
      Unlisted Address
      /8

      Est $533,925 Not Listed For Sale

      Unlisted Address

      • 3 Beds
      • Built 1940
      Unlisted Address

      Last Sold Summary

      • 345% Above List Price
      • $74/SF
      • 254 Days On Market

      Last Sold Price $120,000

      Last Listing Agent Jen Harvey COMPASS MASSACHUSETTS , LLC GB

    • 24 Berkshire Heights Rd, Great Barrington, MA 01230
      24 Berkshire Heights Rd, Great Barrington, MA 01230
      24 Berkshire Heights Rd, Great Barrington, MA 01230
      /45

      Est $833,315 Not Listed For Sale

      24 Berkshire Heights Rd, Great Barrington, MA 01230

      • 4 Beds
      • 3.5 Baths
      • 6,240 Sq Ft
      • Built 1918
      24 Berkshire Heights Rd, Great Barrington, MA 01230

      Last Sold Summary

      • 84% Below List Price
      • $817/SF
      • 47 Days On Market

      Last Sold Price $5,100,000

      Last Listing Agent Martha Piper THE KINDERHOOK GROUP

    • 34 Bridge St Unit 303, Great Barrington, MA 01230
      34 Bridge St Unit 303, Great Barrington, MA 01230
      34 Bridge St Unit 303, Great Barrington, MA 01230
      /32

      Est $689,334 Not Listed For Sale

      34 Bridge St Unit 303, Great Barrington, MA 01230

      • 2 Beds
      • 2 Baths
      • 1,140 Sq Ft
      • Built 2019
      34 Bridge St Unit 303, Great Barrington, MA 01230

      Last Sold Summary

      • 6% Above List Price
      • $570/SF
      • 7 Days On Market

      Last Sold Price $650,000

      Last Listing Agent Christian Deckert William Pitt

    • Lot 9 Thrushwood Ln, Great Barrington, MA 01230
      Lot 9 Thrushwood Ln, Great Barrington, MA 01230
      Lot 9 Thrushwood Ln, Great Barrington, MA 01230
      /11

      Not Listed For Sale

      Lot 9 Thrushwood Ln, Great Barrington, MA 01230

      • 5 Beds
      • 4.5 Baths
      • 3,808 Sq Ft
      • Built 2020
      Lot 9 Thrushwood Ln, Great Barrington, MA 01230

      Last Sold Summary

      • $227/SF
      • 228 Days On Market

      Last Sold Price $864,260

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

    • 216 South St, Great Barrington, MA 01230
      216 South St, Great Barrington, MA 01230
      216 South St, Great Barrington, MA 01230
      /26

      Not Listed For Sale

      216 South St, Great Barrington, MA 01230

      • 4 Beds
      • 2 Baths
      • 2,274 Sq Ft
      • Built 1963
      216 South St, Great Barrington, MA 01230

      Last Sold Summary

      • $180/SF
      • 112 Days On Market

      Last Sold Price $410,000

      Last Listing Agent Samantha Homeyer BIRCH PROPERTIES

Showing Results 321 - 360, Page 9 of 18

Massachusetts Berkshire County Great Barrington

Real Estate & Homes

How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group