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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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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
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  /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
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  /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
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  /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
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  /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
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  /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

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