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Homes in ZIP Code 01236

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  • /53

    $3,750,000

    • 4 Beds
    • 3.5 Baths
    • 3,225 Sq Ft

    40 E Alford Rd, West Stockbridge, MA 01266

    Perched dramatically on a 18 acre very private mountainside, this brand-new modern home overlooks the sweeping beauty of the Berkshire Hills. A long, winding driveway builds anticipation as it ascends, ultimately revealing striking contemporary architecture framed by panoramic sunrise views. Designed to embrace the natural landscape at every turn, this residence delivers a serene, elevated living

    Christian Deckert WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    40 E Alford Rd, West Stockbridge, MA 01266
  • /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
  • /33

    $395,000 Sold Oct 14, 2025

    375 N Plain Rd, Great Barrington, MA 01230

    • 3 Beds
    • 1.5 Baths
    • 1,425 Sq Ft
    • Built 1949

    Last Sold Summary

    • 1% Below List Price
    • $277/SF
    • 13 Days On Market

    Last Listing Agent Cortney Dupont COHEN & WHITE ASSOCIATES

    375 N Plain Rd, Great Barrington, MA 01230
    • /37

      Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,482 Sq Ft

      414 N Plain Rd, Great Barrington, MA 01230

      414 N Plain Rd, Great Barrington, MA 01230
  • /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
  • /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
  • /18

    $180,000 Sold Apr 25, 2025

    3 Apple St, Stockbridge, MA 01236

    • 6 Beds
    • 2 Baths
    • 2,700 Sq Ft
    • Built 1858

    Last Sold Summary

    • 28% Below List Price
    • $67/SF
    • 14 Days On Market

    Last Listing Agent John Segalla HOUSATONIC REAL ESTATE

    3 Apple St, Stockbridge, MA 01236
    • /34

      Est $988,835 Not Listed For Sale

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

      89 Division St, Great Barrington, MA 01230

      89 Division St, Great Barrington, MA 01230
  • /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
  • /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
  • /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
    • /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
  • /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
  • /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
  • /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
    • /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
  • /34

    $420,000

    • 2 Beds
    • 1 Bath
    • 1,182 Sq Ft

    245 Long Pond Rd, Great Barrington, MA 01230

    Tucked away on a quiet country road just minutes from downtown Great Barrington, this charming single-level ranch offers the perfect Berkshire retreat. Set on two private acres, the home is surrounded by mature trees and natural beauty- with nearby access to trails. Step inside to a bright interior featuring a spacious living room anchored by a beautiful stone fireplace. The kitchen offers crisp

    Jessica Rizzo LAMACCHIA REALTY, INC

    245 Long Pond Rd, Great Barrington, MA 01230
  • /33

    $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
    • /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
  • /14

    $399,000

    • 2 Beds
    • 1 Bath
    • 1,298 Sq Ft

    17 High St, West Stockbridge, MA 01236

    AFFORDABLE OPPORTUNITY TO BUILD EQUITY!This cozy fixer-upper is the perfect chance for a first time buyer to create a home of their own. With solid bones, a welcoming front porch, and a detached garage ideal for work shop or extra storage. Located in a convenient setting, it's ready for your vision. A little work could mean a big reward.Housatonic Village a few steps away. Being sold ''as-is''.

    Helen Mullany HELEN MULLANY REAL ESTATE, LLC

    17 High St, West Stockbridge, MA 01236
  • /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
    • /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
  • /19

    $315,000

    • 2 Beds
    • 1 Bath
    • 1,008 Sq Ft

    9 Forest Row, Great Barrington, MA 01230

    Immaculate ground level unit in the private country community of Forest Row., located just a few minutes from downtown Great Barrington. Forest Row is a Community Land Trust Neighborhood. Easy care one level living with an open floor plan, delightful screened porch and a patio bordered by gardens and woods, surrounded by 21 acres of protected land for your enjoyment. Carport and garden shed. Easy

    Helen Mullany HELEN MULLANY REAL ESTATE, LLC

    9 Forest Row, Great Barrington, MA 01230
  • /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
    • /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
  • /12

    $45,000 Sold Jul 11, 2025

    0 N Plain Rd, Great Barrington, MA 01230

    • Land
    • 1.27 Acres
    • $35,433 per Acre

    Last Sold Summary

    • 53% Below List Price
    • 162 Days On Market

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

    0 N Plain Rd, Great Barrington, MA 01230
    • /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
  • /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
    • /58

      Not Listed For Sale

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

      203 High St, Housatonic, MA 01236

      203 High St, Housatonic, MA 01236
  • /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
    • /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
  • /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
    • /32

      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
  • /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
    • /36

      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
  • /2

    $172,000 Sold Aug 15, 2025

    0 Great Barrington Rd, West Stockbridge, MA 01266

    • Land
    • 4.38 Acres
    • $39,314 per Acre

    Last Sold Summary

    • 12% Below List Price
    • 2 Days On Market

    Last Listing Agent Lauren Rosen LANCE VERMEULEN RE, INC

    0 Great Barrington Rd, West Stockbridge, MA 01266
    • /34

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,676 Sq Ft

      9 Grant Ln, Great Barrington, MA 01230

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

      Not Listed For Sale

      0 (Lot 17) Pixley Hill Rd, West Stockbridge, MA 01266

      0 (Lot 17) Pixley Hill Rd, West Stockbridge, MA 01266
  • /16

    $125,000 Sold Oct 10, 2025

    386 N Plain Rd, Great Barrington, MA 01230

    • 2 Beds
    • 1 Bath
    • 1,092 Sq Ft
    • Built 1936

    Last Sold Summary

    • 37% Below List Price
    • $114/SF
    • 18 Days On Market

    Current Estimated Value $246,333

    Last Listing Agent John Segalla HOUSATONIC REAL ESTATE

    386 N Plain Rd, Great Barrington, MA 01230

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