Housatonic, MA Homes

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  /40

  $389,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,618 Sq Ft

  212 Highland St, Housatonic, MA 01236

  Indulge in the picturesque ''ski season'' at this charming New England farmhouse. Immerse yourself in a comfortable space with a ski boot/mudroom entryway and a cozy wood stove for post-ski relaxation. Situated on a corner lot, this 3 bed/2 bath offers a rocking chair-front porch, private rear courtyard, 1 car garage. 1st floor features a spacious living room with wood floors, a primary bedroom,

  Patricia Andrew STONE HOUSE PROPERTIES, LLC

  212 Highland St, Housatonic, MA 01236
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  /14

  Call for Price

  Apartment for Rent

  1 Bed

  207 Pleasant St, Great Barrington, MA 01230

  207 Pleasant St, Great Barrington, MA 01230
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  /51

  $662,500 Sold Aug 12, 2025

  256 Great Barrington Rd, Housatonic, MA 01236

  • 4 Beds
  • 3 Baths
  • 3,095 Sq Ft
  • Built 1988

  Last Sold Summary

  • 4% Below List Price
  • $214/SF
  • 10 Days On Market

  Current Estimated Value $795,574

  Last Listing Agent Lori Rose STONE HOUSE PROPERTIES, LLC

  256 Great Barrington Rd, Housatonic, MA 01236
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  /42

  Est $883,382 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 3,372 Sq Ft

  4 Kirk St, Housatonic, MA 01236

  4 Kirk St, Housatonic, MA 01236
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  /70

  $875,000

  • 3 Beds
  • 3 Baths
  • 3,204 Sq Ft

  211 Cottage St, Housatonic, MA 01236

  Just outside the charming village of Housatonic, this extraordinary Queen Anne Victorian stands as a true architectural gem, nested amid lush gardens and beautifully landscaped grounds. From its distinctive urn shaped columns to its twin towers, gables and wrap around porch, every detail reflects the grace and grandeur of a bygone era - balanced perfectly with thoughtful modern updates. Sweeping

  Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  211 Cottage St, Housatonic, MA 01236
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  /5

  $1,800 total monthly price

  • 2 Beds
  • 1 Bath
  • Property for Rent

  10 Depot St Unit Ground Fl Rear, Great Barrington, MA 01236

  NEWLY RENOVATED 2 BEDROOM APARTMENT in Housatonic Center. Spacious layout w. brand new appliances, floors and fresh paint. Less than 1 minute walk to the public bus stop and across from post office or minutes' walk to the local cafe and restaurant. Quiet building -- don't miss this incredible rental opportunity in South Berkshire's Housatonic village.

  John Segalla HOUSATONIC REAL ESTATE

  10 Depot St Unit Ground Fl Rear, Great Barrington, MA 01236
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  /57

  $3,750,000 Sold Jan 16, 2026

  20 Cobb Rd, Housatonic, MA 01236

  • 5 Beds
  • 4.5 Baths
  • 5,000 Sq Ft
  • Built 2020

  Last Sold Summary

  • $750/SF
  • 86 Days On Market

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

  20 Cobb Rd, Housatonic, MA 01236
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  /8

  Est $260,209 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,096 Sq Ft

  360 Park St Unit 1, Great Barrington, MA 01230

  360 Park St Unit 1, Great Barrington, MA 01230
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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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  /9

  $1,900 total monthly price

  • 0.5 Baths
  • 1,200 Sq Ft
  • Property for Rent

  402 Park St, Great Barrington, MA 01230

  Looking for the perfect space to grow your business? This exceptional first-floor commercial property in the charming village of Housatonic checks all the boxes. Step into a spacious, open-concept layout, ideal for retail, office, or creative ventures. With both heating and air conditioning, you'll have year-round comfort to keep your team and customers happy. Need a little extra privacy? The

  Suzann Ward HOUSATONIC REAL ESTATE

  402 Park St, Great Barrington, MA 01230
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  $486,000 Sold Jul 15, 2025

  230 Prospect St, Great Barrington, MA 01236

  • 4 Beds
  • 3.5 Baths
  • 2,330 Sq Ft
  • Built 1900

  Last Sold Summary

  • 6% Below List Price
  • $209/SF
  • 27 Days On Market

  Last Listing Agent Kate Lascar COMPASS MASSACHUSETTS , LLC GB

  230 Prospect St, Great Barrington, MA 01236
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  /41

  Est $564,377 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,128 Sq Ft

  20 Pixley Hill Rd, Housatonic, MA 01236

  20 Pixley Hill Rd, Housatonic, MA 01236
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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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  /8

  $1,700 total monthly price

  • 1 Bed
  • 1 Bath
  • Property for Rent

  10 Depot St Unit 5, Great Barrington, MA 01236

  NEWLY RENOVATED 1 BEDROOM APARTMENT in Housatonic Center. Bright and spacious w. brand new appliances, floors and fresh paint. Less than 1 minute walk to the public bus stop and across from post office or minutes' walk to the local cafe and restaurant. Quiet building with private balcony -- don't miss this incredible rental opportunity in South Berkshire's Housatonic village.

  John Segalla HOUSATONIC REAL ESTATE

  10 Depot St Unit 5, Great Barrington, MA 01236
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  /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
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  /42

  Est $654,145 Not Listed For Sale

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

  2 Carlotto Rd, Housatonic, MA 01236

  2 Carlotto Rd, Housatonic, MA 01236
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  /38

  $796,000

  • 2 Beds
  • 2 Baths
  • 1,622 Sq Ft

  324 Park St, Great Barrington, MA 01230

  Architectural gem with lots of glass perched like a treehouse on the backside of Monument Mountain. The open, mid-century modern home was built in 2012 for maximum light, efficiency, and provides glittering views through the trees of the Housatonic River! 2 bedroom, 2 full baths-both ensuite + central AC, and a Scandinavian soapstone wood stove, permit included! Minutes from hiking trails, Taft

  Claudia Laslie LANCE VERMEULEN RE, INC

  324 Park St, Great Barrington, MA 01230
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  /9

  $1,900 total monthly price

  • 0.5 Baths
  • 1,200 Sq Ft
  • Property for Rent

  402 Park St Unit 1St Floor, Great Barrington, MA 01230

  Looking for the perfect space to grow your business? This exceptional first-floor commercial property in the charming village of Housatonic checks all the boxes. Step into a spacious, open-concept layout, ideal for retail, office, or creative ventures. With both heating and air conditioning, you'll have year-round comfort to keep your team and customers happy. Need a little extra privacy? The

  Suzann Ward HOUSATONIC REAL ESTATE

  402 Park St Unit 1St Floor, Great Barrington, MA 01230
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  /20

  $435,000 Sold Aug 04, 2025

  26 High St, Housatonic, MA 01236

  • 3 Beds
  • 1.5 Baths
  • 1,772 Sq Ft
  • Built 1920

  Last Sold Summary

  • 7% Below List Price
  • $245/SF
  • 134 Days On Market

  Current Estimated Value $434,166

  Last Listing Agent Molly Thomas COMPASS MASSACHUSETTS , LLC GB

  26 High St, Housatonic, MA 01236
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  /38

  Est $1,141,367 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 3,963 Sq Ft

  258 Great Barrington Rd, Housatonic, MA 01236

  258 Great Barrington Rd, Housatonic, MA 01236
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  /6

  $1,500 total monthly price

  • 1 Bed
  • 1 Bath
  • Property for Rent

  10 Depot St Unit 3, Great Barrington, MA 01236

  NEWLY RENOVATED 1 BEDROOM APARTMENT in Housatonic Center. Bright and spacious w. brand new appliances, floors and fresh paint. Less than 1 minute walk to the public bus stop and across from post office or minutes' walk to the local cafe and restaurant. Quiet building with private balcony -- don't miss this incredible rental opportunity in South Berkshire's Housatonic village.

  John Segalla HOUSATONIC REAL ESTATE

  10 Depot St Unit 3, Great Barrington, MA 01236
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  /14

  $350,000 Sold May 19, 2025

  214 South St, Great Barrington, MA 01230

  • 3 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • Built 1948

  Last Sold Summary

  • 11% Below List Price
  • $350/SF
  • 189 Days On Market

  Last Listing Agent Suzann Ward HOUSATONIC REAL ESTATE

  214 South St, Great Barrington, MA 01230
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  /60

  Not Listed For Sale

  • 6 Beds
  • 5 Baths
  • 3,136 Sq Ft

  5 Water St, Housatonic, MA 01236

  5 Water St, Housatonic, MA 01236
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  /61

  $11,667 per month

  • 4 Beds
  • 2.5 Baths
  • 5,300 Sq Ft
  • House for Rent

  Unlisted Address

  EXCEPTIONAL WINTER RENTAL. Escape to this private 280-acre Berkshire estate just 10 min. from downtown Great Barrington. This 5,300 sq ft, 4BR/3BA historic home (c.1803) blends antique charm w/ modern luxury and features wide-plank floors, exposed beams, 4 fireplaces, radiant heat, skylights & vaulted ceilings. Wonderful chef's kitchen, formal dining room, sunroom, art studio, home office &

  Claire Pollart LANCE VERMEULEN RE, INC

  Unlisted Address
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  /27

  $388,000 Sold Sep 19, 2025

  370 Park St, Great Barrington, MA 01230

  • 3 Beds
  • 1 Bath
  • 1,192 Sq Ft
  • Built 1900

  Last Sold Summary

  • 12% Below List Price
  • $326/SF
  • 53 Days On Market

  Current Estimated Value $399,736

  Last Listing Agent Stephen Schoenfeld WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  370 Park St, Great Barrington, MA 01230
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  /30

  Est $421,926 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,588 Sq Ft

  2 Walnut St, Great Barrington, MA 01230

  2 Walnut St, Great Barrington, MA 01230
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  /43

  $435,000 Sold Oct 22, 2025

  272 Park St, Great Barrington, MA 01230

  • 2 Beds
  • 1.5 Baths
  • 1,535 Sq Ft
  • Built 1948

  Last Sold Summary

  • $283/SF
  • 4 Days On Market

  Current Estimated Value $443,385

  Last Listing Agent Katie Williams STONE HOUSE PROPERTIES, LLC

  272 Park St, Great Barrington, MA 01230
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  /25

  Not Listed For Sale

  • 4 Beds
  • 1 Bath
  • 1,680 Sq Ft

  1 Forest St, Great Barrington, MA 01236

  1 Forest St, Great Barrington, MA 01236
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  /26

  $235,000 Sold Feb 26, 2025

  11 Fairview Rd, Great Barrington, MA 01230

  • 3 Beds
  • 1 Bath
  • 1,464 Sq Ft
  • Built 1954

  Last Sold Summary

  • 16% Below List Price
  • $161/SF
  • 70 Days On Market

  Current Estimated Value $293,127

  Last Listing Agent Suzann Ward HOUSATONIC REAL ESTATE

  11 Fairview Rd, Great Barrington, MA 01230
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  Not Listed For Sale

  • 7 Beds
  • 3 Baths
  • 2,294 Sq Ft

  203 High St, Housatonic, MA 01236

  203 High St, Housatonic, MA 01236
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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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  /25

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,231 Sq Ft

  229 Prospect St, Great Barrington, MA 01236

  229 Prospect St, Great Barrington, MA 01236
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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 $388,750

  Last Listing Agent Dan Alden ALDEN COUNTRY REAL ESTATE SERVICES

  75 van Deusenville Rd, Great Barrington, MA 01230
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  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,593 Sq Ft

  32 Kirk St, Great Barrington, MA 01230

  32 Kirk St, Great Barrington, MA 01230
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  /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

  Last Listing Agent Vashti Poor LANCE VERMEULEN RE, INC

  311 N Plain Rd, Housatonic, MA 01236
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  Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,560 Sq Ft

  6 Depot St, Great Barrington, MA 01236

  6 Depot St, Great Barrington, MA 01236
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  /36

  $655,500 Sold Nov 06, 2025

  204 Cottage St, Great Barrington, MA 01236

  • 3 Beds
  • 3 Baths
  • 2,272 Sq Ft
  • Built 1900

  Last Sold Summary

  • 18% Below List Price
  • $289/SF
  • 131 Days On Market

  Last Listing Agent Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  204 Cottage St, Great Barrington, MA 01236
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  Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,285 Sq Ft

  216 Oak St, Great Barrington, MA 01230

  216 Oak St, Great Barrington, MA 01230
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  /40

  $545,000 Sold May 30, 2025

  278 Great Barrington Rd, Housatonic, MA 01236

  • 3 Beds
  • 1 Bath
  • 1,672 Sq Ft
  • Built 1976

  Last Sold Summary

  • 7% Below List Price
  • $326/SF
  • 187 Days On Market

  Current Estimated Value $584,519

  Last Listing Agent Kristin Clayborne WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  278 Great Barrington Rd, Housatonic, MA 01236
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  /60

  Est $415,487 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,530 Sq Ft

  207 North St, Great Barrington, MA 01230

  207 North St, Great Barrington, MA 01230

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