5,191

Great Barrington, MA Homes

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    • /26

      Est $408,860 Not Listed For Sale

      84 Division St, Great Barrington, MA 01230

      • 3 Beds
      • 1 Bath
      • 1,173 Sq Ft
      • Built 1950
      84 Division St, Great Barrington, MA 01230

      Last Sold Summary

      • 17% Above List Price
      • $298/SF
      • 203 Days On Market

      Last Sold Price $350,000

      Last Listing Agent Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  • /65

    $2,595,000

    • 5 Beds
    • 4.5 Baths
    • 4,305 Sq Ft

    95 Lewis Ave, Great Barrington, MA 01230

    This exquisite single-family home spans an impressive 4,300 square feet, offering an unmatched blend of elegance and modern comfort. With 5 spacious bedrooms and 4.5 beautifully renovated bathrooms, every detail has been meticulously crafted to perfection. Walking distance to downtown Great Barrington's shops and restaurants, the house is in one of the quietest areas of ''The Hill''.12 rooms

    Martin Albert COMPASS MASSACHUSETTS , LLC GB

    95 Lewis Ave, Great Barrington, MA 01230
  • /46

    $685,000 Sold Jul 02, 2025

    120 Maple Ave, Great Barrington, MA 01230

    • 5 Beds
    • 2 Baths
    • 2,765 Sq Ft
    • Built 1835

    Last Sold Summary

    • 2% Below List Price
    • $248/SF
    • 53 Days On Market

    Current Estimated Value $730,168

    Last Listing Agent Helen Mullany HELEN MULLANY REAL ESTATE, LLC

    120 Maple Ave, Great Barrington, MA 01230
    • /22

      Est $610,636 Not Listed For Sale

      33 Hillside Ave, Great Barrington, MA 01230

      • 4 Beds
      • 2 Baths
      • 1,840 Sq Ft
      • Built 1988
      33 Hillside Ave, Great Barrington, MA 01230

      Last Sold Summary

      • 8% Above List Price
      • $307/SF
      • 38 Days On Market

      Last Sold Price $565,000

      Last Listing Agent Tom Lynch COMPASS MASSACHUSETTS , LLC GB

  • /46

    $625,000 Pending

    • 9 Beds
    • 4 Baths
    • 4,152 Sq Ft

    1057 Main St, Great Barrington, MA 01236

    Great investment opportunity! A very rare property offered for the first time outside the family in over 50 years. This is a well maintained and loved four unit income property that can produce over seventy five thousand dollars per year in rents! Lifetime metal roof, freshly painted exterior, updated units are just a few of the benefits of this investment. In the bustling village of Housatonic,

    Ryan Lane GILCREST PROPERTIES

    1057 Main St, Great Barrington, MA 01236
  • /37

    $465,000 Sold Jul 08, 2025

    5 Grant Ln, Great Barrington, MA 01230

    • 3 Beds
    • 1 Bath
    • 1,260 Sq Ft
    • Built 1951

    Last Sold Summary

    • 11% Below List Price
    • $369/SF
    • 47 Days On Market

    Last Listing Agent Lawrence Reilly THE KINDERHOOK GROUP

    5 Grant Ln, Great Barrington, MA 01230
    • /29

      Est $393,730 Not Listed For Sale

      147 Maple Ave, Great Barrington, MA 01230

      • 2 Beds
      • 1 Bath
      • 826 Sq Ft
      • Built 1900
      147 Maple Ave, Great Barrington, MA 01230

      Last Sold Summary

      • 18% Above List Price
      • $406/SF
      • 26 Days On Market

      Last Sold Price $335,000

      Last Listing Agent James Nugent THE KINDERHOOK GROUP

  • /34

    $589,000

    • 4 Beds
    • 4 Baths
    • 5,044 Sq Ft

    163 Front St, Great Barrington, MA 01230

    Suzann Ward HOUSATONIC REAL ESTATE

    163 Front St, Great Barrington, MA 01230
  • /27

    $325,000 Sold Jan 23, 2026

    58 Sheffield Rd, Great Barrington, MA 01230

    • 3 Beds
    • 1.5 Baths
    • 1,280 Sq Ft
    • Built 1945

    Last Sold Summary

    • 6% Below List Price
    • $254/SF
    • 20 Days On Market

    Current Estimated Value $351,604

    Last Listing Agent Timothy Lovett COMPASS MASSACHUSETTS , LLC GB

    58 Sheffield Rd, Great Barrington, MA 01230
    • /31

      Est $641,286 Not Listed For Sale

      22 Monument Valley Rd, Great Barrington, MA 01230

      • 3 Beds
      • 2 Baths
      • 1,347 Sq Ft
      • Built 1997
      22 Monument Valley Rd, Great Barrington, MA 01230

      Last Sold Summary

      • 23% Above List Price
      • $386/SF
      • 6 Days On Market

      Last Sold Price $520,000

      Last Listing Agent Timothy Lovett COMPASS MASSACHUSETTS , LLC GB

  • /37

    $455,000 Under Contract

    • 3 Beds
    • 2 Baths
    • 1,992 Sq Ft

    35 Mechanic St, Great Barrington, MA 01230

    Live in the center of Great Barrington with a private backyard of almost 3 acres on the river! This renovated farmhouse has an inviting kitchen with cozy wood stove, first floor primary suite and 2 spacious bedrooms with a shared bath on second floor. Beautiful wide-plank floors and built-ins preserve this home's history. A solar rooftop system brings energy efficiency and electricity credits.

    Christine Martin COMPASS MASSACHUSETTS , LLC GB

    35 Mechanic St, Great Barrington, MA 01230
  • /19

    $502,500 Sold Jul 09, 2025

    1 Christian Hill Rd, Great Barrington, MA 01230

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

    Last Sold Summary

    • 8% Below List Price
    • $220/SF
    • 9 Days On Market

    Current Estimated Value $504,508

    Last Listing Agent Helen Mullany HELEN MULLANY REAL ESTATE, LLC

    1 Christian Hill Rd, Great Barrington, MA 01230
    • /7

      Est $876,151 Not Listed For Sale

      215 Cross Rd, Great Barrington, MA 01230

      • 3 Beds
      • 2 Baths
      • 1,784 Sq Ft
      • Built 1987
      215 Cross Rd, Great Barrington, MA 01230

      Last Sold Summary

      • 17% Above List Price
      • $420/SF
      • 3 Days On Market

      Last Sold Price $750,000

      Last Listing Agent William Morrow William Pitt

  • /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
  • /27

    $490,000 Sold Sep 05, 2025

    1068 Main St, Housatonic, MA 01236

    • 4 Beds
    • 2 Baths
    • 1,634 Sq Ft
    • Built 1900

    Last Sold Summary

    • 11% Below List Price
    • $300/SF
    • 262 Days On Market

    Last Listing Agent Dan Alden ALDEN COUNTRY REAL ESTATE SERVICES

    1068 Main St, Housatonic, MA 01236
    • /7

      Est $258,557 Not Listed For Sale

      Unlisted Address

      • 2 Beds
      • Built 1935
      Unlisted Address

      Last Sold Summary

      • 63% Above List Price
      • $132/SF
      • 594 Days On Market

      Last Sold Price $159,000

      Last Listing Agent Jason Saphire www.HomeZu.com

  • /63

    $1,330,000 Pending

    • 16 Beds
    • 10 Baths
    • 8,870 Sq Ft

    6 Manville St, Great Barrington, MA 01230

    A prime investment opportunity in the heart of downtown Great Barrington. This 10-unit residential property features a desirable mix of six spacious two-bedroom apartments and four one-bedroom units. The two-bedroom apartments are particularly appealing, all offering private balconies and fireplaces, with three of these premium units also including formal dining rooms and Jack-and-Jill style

    Tony Segalla LANCE VERMEULEN RE, INC

    6 Manville St, Great Barrington, MA 01230
  • /43

    $915,000 Sold Dec 19, 2025

    14 Copper Beech Ln, Great Barrington, MA 01230

    • 3 Beds
    • 2.5 Baths
    • 2,062 Sq Ft
    • Built 1998

    Last Sold Summary

    • 1% Below List Price
    • $444/SF
    • 19 Days On Market

    Current Estimated Value $913,012

    Last Listing Agent Timothy Lovett COMPASS MASSACHUSETTS , LLC GB

    14 Copper Beech Ln, Great Barrington, MA 01230
    • /33

      Est $1,377,215 Not Listed For Sale

      97 Corser Hill Rd, Great Barrington, MA 01230

      • 4 Beds
      • 3.5 Baths
      • 3,642 Sq Ft
      • Built 1989
      97 Corser Hill Rd, Great Barrington, MA 01230

      Last Sold Summary

      • 9% Above List Price
      • $347/SF
      • 31 Days On Market

      Last Sold Price $1,262,500

      Last Listing Agent Leslie Chesloff William Pitt

  • /47

    $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 gracing one of South Berkshire's 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

    Mauren White-Kirkby Berkshire Hathaway Homeservice

    209 Blue Hill Rd, Great Barrington, MA 01230
  • /37

    $644,000 Sold Aug 01, 2025

    284 Brewer Branch Rd, Great Barrington, MA 01230

    • 3 Beds
    • 2 Baths
    • 1,224 Sq Ft
    • Built 1973

    Last Sold Summary

    • 5% Below List Price
    • $526/SF
    • 21 Days On Market

    Current Estimated Value $639,351

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

    284 Brewer Branch Rd, Great Barrington, MA 01230
    • /64

      Est $1,264,731 Not Listed For Sale

      20 Taconic Ln, Great Barrington, MA 01230

      • 4 Beds
      • 3.5 Baths
      • 3,312 Sq Ft
      • Built 1980
      20 Taconic Ln, Great Barrington, MA 01230

      Last Sold Summary

      • 32% Above List Price
      • $290/SF
      • 4 Days On Market

      Last Sold Price $960,000

      Last Listing Agent Dan Alden ALDEN COUNTRY REAL ESTATE SERVICES

  • /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
  • /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 $259,559

    Last Listing Agent Helen Mullany HELEN MULLANY REAL ESTATE, LLC

    39 Christian Hill Rd, Great Barrington, MA 01230
    • /43

      Est $1,095,138 Not Listed For Sale

      21 Brainard Ave, Great Barrington, MA 01230

      • 4 Beds
      • 3 Baths
      • 2,416 Sq Ft
      • Built 1893
      21 Brainard Ave, Great Barrington, MA 01230

      Last Sold Summary

      • 5% Below List Price
      • $476/SF
      • 30 Days On Market

      Last Sold Price $1,150,000

      Last Listing Agent Claudia Laslie LANCE VERMEULEN RE, INC

  • /28

    $1,050,000 Pending

    • 5 Beds
    • 3 Baths
    • 3,328 Sq Ft

    3 Pleasant View Dr, Great Barrington, MA 01230

    Rare offering of over six acres ''On the Hill'', sprawling residence with first floor primary, large eat-in kitchen with cozy fireplace.. porch-privacy-garage..open acreage bordered by woods.. walking distance to Main Street, Skiing and Lake Mansfield nearby...Five bedrooms, three baths. Formal living room.Plenty of room for expansion.

    Martha Piper THE KINDERHOOK GROUP

    3 Pleasant View Dr, 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 $410,905

    Last Listing Agent Dan Alden ALDEN COUNTRY REAL ESTATE SERVICES

    75 van Deusenville Rd, Great Barrington, MA 01230
    • /32

      Est $1,097,233 Not Listed For Sale

      89 Taconic Ave, Great Barrington, MA 01230

      • 5 Beds
      • 4 Baths
      • 3,400 Sq Ft
      • Built 1898
      89 Taconic Ave, Great Barrington, MA 01230

      Last Sold Summary

      • 38% Above List Price
      • $234/SF
      • 186 Days On Market

      Last Sold Price $795,000

      Last Listing Agent Karen Climo William Pitt

  • /29

    $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

    Sarah Dixon LANCE VERMEULEN RE, INC

    783 Main St, Great Barrington, MA 01230
  • /18

    $317,000 Sold May 30, 2025

    155 Division St, Great Barrington, MA 01230

    • 1 Bed
    • 1 Bath
    • 760 Sq Ft
    • Built 1965

    Last Sold Summary

    • 6% Above List Price
    • $417/SF
    • 9 Days On Market

    Current Estimated Value $331,723

    Last Listing Agent Lauren Rosen LANCE VERMEULEN RE, INC

    155 Division St, Great Barrington, MA 01230
    • /42

      Est $832,373 Not Listed For Sale

      19 Pleasant St, Great Barrington, MA 01230

      • 4 Beds
      • 3 Baths
      • 2,873 Sq Ft
      • Built 1900
      19 Pleasant St, Great Barrington, MA 01230

      Last Sold Summary

      • 8% Above List Price
      • $269/SF
      • 17 Days On Market

      Last Sold Price $774,000

      Last Listing Agent Nancy Cuddihy Stone House Properties, LLC

  • /33

    $779,000

    • 3 Beds
    • 2 Baths
    • 1,771 Sq Ft

    165 Maple Ave Unit D, 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

    Tony Segalla LANCE VERMEULEN RE, INC

    165 Maple Ave Unit D, 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
    • /31

      Est $887,283 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

      • 13% Above List Price
      • $340/SF
      • 35 Days On Market

      Last Sold Price $782,500

      Last Listing Agent Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  • /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
  • /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 $441,817

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

    2 Emily Ct, Great Barrington, MA 01230
    • /10

      Est $627,939 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% Above List Price
      • $264/SF
      • 10 Days On Market

      Last Sold Price $570,000

      Last Listing Agent Patrice Melluzzo William Pitt

  • /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
  • /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 $651,430

    Last Listing Agent Helen Mullany HELEN MULLANY REAL ESTATE, LLC

    33 Creamery Rd, Great Barrington, MA 01230
    • /23

      Est $534,075 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

      • 36% Above List Price
      • $194/SF
      • 59 Days On Market

      Last Sold Price $392,000

      Last Listing Agent Jen Harvey COMPASS MASSACHUSETTS , LLC GB

Showing Results 121 - 160, Page 4 of 18

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