Great Barrington, MA Homes

• 

  

  

  /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 $402,502

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

  370 Park St, Great Barrington, MA 01230
• 

  

  

  /36

  Est $501,208

  Not Listed For Sale

  6 Parley St, Great Barrington, MA 01230

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft
  • Built 1900

  6 Parley St, Great Barrington, MA 01230

  Last Sold Summary

  • 17 Days On Market
• 

  

  

  /81

  $3,995,000

  • 4 Beds
  • 4.5 Baths
  • 5,683 Sq Ft

  27 Hemlock Hill Rd, Great Barrington, MA 01230

  Beautifully sited to capture light and long-range views, this architect-designed residence offers timeless elegance within a serene natural setting. Bright, sophisticated interiors open seamlessly to a screened porch and stone terraces overlooking the pool and manicured grounds. Generous proportions and refined architectural details define the living spaces, complemented by a beautifully

  Claire Pollart WILLIAM RAVEIS - BERKSHIRE

  27 Hemlock Hill Rd, Great Barrington, MA 01230
• 

  

  

  /6

  $100,000

  Sold Mar 05, 2026

  46 Seekonk Rd, Great Barrington, MA 01230

  • Land
  • 2.12 Acres
  • $47,192 per Acre

  Last Sold Summary

  • 20% Below List Price
  • 905 Days On Market

  Current Estimated Value $114,780

  Last Listing Agent Tom Lynch COMPASS MASSACHUSETTS , LLC GB

  46 Seekonk Rd, Great Barrington, MA 01230
• 

  

  

  /23

  Est $286,186

  Not Listed For Sale

  119 Railroad Ave, Great Barrington, MA 01230

  • 1 Bed
  • 1 Bath
  • 616 Sq Ft
  • Built 1900

  119 Railroad Ave, Great Barrington, MA 01230

  Last Sold Summary

  • 24 Days On Market
• 

  

  /4

  $449,900

  $100K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,964 Sq Ft

  41 Pearl St Unit 1-2, Great Barrington, MA 01230

  Welcome to 41 Pearl Street- a 1900s two-family residence nestled on a quiet street just moments from downtown Great Barrington. This spacious 4-bedroom, 2-bathroom (both sides are 2 BR/1 BA) home offers 1,964 square feet of living space on a generous 0.25-acre lot, containing that classic period charm.Step inside to discover a welcoming floor plan with ample natural light, hardwood floors, and

  David Carlson FAIRGROUND REAL ESTATE, INC

  41 Pearl St Unit 1-2, Great Barrington, MA 01230
• 

  

  /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 $475,460

  Last Listing Agent Katie Williams STONE HOUSE PROPERTIES, LLC

  272 Park St, Great Barrington, MA 01230
• 

  

  /26

  Est $435,415

  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

  • 203 Days On Market
• 

  

  /70

  $849,000

  • 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
• 

  

  /28

  $600,000

  Sold Dec 05, 2025

  51 Downs Rd, Great Barrington, MA 01230

  • 3 Beds
  • 1.5 Baths
  • 1,500 Sq Ft

  Last Sold Summary

  • 20% Below List Price
  • $400/SF
  • 138 Days On Market

  Current Estimated Value $627,951

  Last Listing Agent Patrice Melluzzo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  51 Downs Rd, Great Barrington, MA 01230
• 

  

  /22

  Est $610,192

  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

  • 38 Days On Market
• 

  

  /14

  $609,000

  $20K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,842 Sq Ft

  44 Russell St, Great Barrington, MA 01230

  A Rare Find: This lovely Victorian is waiting for a new family. Currently a two family but can be converted to a single family. Lovely Woodwork and it even has a pocket door. Close to restaurants and entertainment. Call today for a showing.

  Kathleen Hopkins CARRIAGE HOUSE REAL ESTATE

  44 Russell St, 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 $747,275

  Last Listing Agent Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  120 Maple Ave, Great Barrington, MA 01230
• 

  

  /29

  Est $406,508

  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

  • 26 Days On Market
• 

  

  /66

  $6,850,000

  • 5 Beds
  • 3.5 Baths
  • 3,474 Sq Ft

  77 Seekonk Cross Rd, Great Barrington, MA 01230

  Welcome to Meadow Wood This elegant property on a secluded reach of the Green River epitomizes the concept of indoor/outdoor living. The graceful and meticulously maintained 30 acre estate features specimen trees, established gardens, a lily pond, terraces, pastoral views, and privacy. In addition to the light-filled main house, the property includes the gardens, fenced fields, a 2 car garage w/

  Elvia Gignoux WILLIAM PITT SOTHEBY'S - SALISBURY

  77 Seekonk Cross Rd, Great Barrington, MA 01230
• 

  

  /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
• 

  

  /31

  Est $629,794

  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

  • 6 Days On Market
• 

  

  /25

  $325,000

  $25K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  34 Fairview Terrace, Great Barrington, MA 01230

  Charming single-level 1987 home set on one of the nicest streets in town--quiet, convenient, and within walking distance to shopping, restaurants, and the bus line. This well-maintained home offers three bedrooms and easy one-floor living. Enjoy a lovely backyard with patio, storage shed, and a charming deck perfect for morning coffee or summer grilling. A wonderful in-town location with both

  Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  34 Fairview Terrace, Great Barrington, MA 01230
• 

  

  /40

  $340,000

  Sold Mar 13, 2026

  212 Highland St, Housatonic, MA 01236

  • 3 Beds
  • 2 Baths
  • 1,618 Sq Ft
  • Built 1900

  Last Sold Summary

  • 13% Below List Price
  • $210/SF
  • 168 Days On Market

  Current Estimated Value $348,364

  Last Listing Agent Patricia Andrew STONE HOUSE PROPERTIES, LLC

  212 Highland St, Housatonic, MA 01236
• 

  

  /7

  Est $820,272

  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

  • 3 Days On Market
• 

  

  /58

  $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
• 

  

  /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 $352,582

  Last Listing Agent Timothy Lovett COMPASS MASSACHUSETTS , LLC GB

  58 Sheffield Rd, Great Barrington, MA 01230
• 

  

  /33

  Est $1,476,121

  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

  • 31 Days On Market
• 

  

  /5

  $119,000

  • Land
  • 4.85 Acres
  • $24,536 per Acre

  0 Division St, New Marlborou, MA 01230

  A beautiful land offering with a combination of natural features and convenience. This property borders the Housatonic River providing a peaceful setting, some distant southern mountain views create a scenic backdrop. Fairly level, well suited for a variety of potential uses.

  Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  0 Division St, New Marlborou, 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 $528,699

  Last Listing Agent Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  1 Christian Hill Rd, Great Barrington, MA 01230
• 

  

  /23

  Est $600,924

  Not Listed For Sale

  49 Pine St, Great Barrington, MA 01230

  • 5 Beds
  • 2 Baths
  • 1,799 Sq Ft
  • Built 1900

  49 Pine St, Great Barrington, MA 01230

  Last Sold Summary

  • 112 Days On Market
• 

  

  /49

  $749,000

  $50K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,008 Sq Ft

  1 Cornwall Dr, Great Barrington, MA 01230

  Fantastic opportunity to own a home in a peaceful cul-de-sac within the desirable Cornwall Estates. This lovely home sits on a level lot w/ almost 2.5 bucolic acres. Spanning just over 2,000 square feet, the home features a convenient first-floor primary bedroom and bathroom, vaulted ceiling in the living room and a screened in porch that leads to a large, partially fenced in backyard. Many

  Stephen Schoenfeld WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  1 Cornwall Dr, 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
• 

  

  /64

  Est $1,183,388

  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

  • 4 Days On Market
• 

  

  /22

  $349,000

  • 3 Beds
  • 1 Bath
  • 875 Sq Ft

  11 Wyantenuck St, Housatonic, MA 01236

  Located on a quiet street in Housatonic, this charming cottage offers easy single-level living in a peaceful neighborhood setting. Set on a sunny double lot, the property provides extra outdoor space and flexibility with room to garden, entertain, play, or simply enjoy the surroundings. Inside, the home features an efficient layout filled with natural light, creating a bright and comfortable

  Paige Backhaus WILLIAM RAVEIS - BERKSHIRE

  11 Wyantenuck St, Housatonic, MA 01236
• 

  

  /40

  $700,000

  Sold Apr 24, 2026

  81 Castle Hill Ave, Great Barrington, MA 01230

  • 3 Beds
  • 2.5 Baths
  • 1,760 Sq Ft
  • Built 1900

  Last Sold Summary

  • 7% Below List Price
  • $398/SF
  • 134 Days On Market

  Current Estimated Value $705,411

  Last Listing Agent Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  81 Castle Hill Ave, Great Barrington, MA 01230
• 

  

  /43

  Est $1,200,377

  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

  • 30 Days On Market
• 

  

  /32

  $734,900

  $44K PRICE DROP

  • 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

  Lance Vermeulen WILLIAM RAVEIS - BERKSHIRE

  165 Maple Ave Unit D, 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 $925,097

  Last Listing Agent Timothy Lovett COMPASS MASSACHUSETTS , LLC GB

  14 Copper Beech Ln, Great Barrington, MA 01230
• 

  

  /32

  Est $1,188,225

  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

  • 186 Days On Market
• 

  

  /29

  $1,024,000

  • 4 Beds
  • 3 Baths
  • 2,322 Sq Ft

  97 Brush Hill Rd, Great Barrington, MA 01230

  On 2.65 private acres in the Berkshires this fully renovated 4-BR 3-bath home offers a rare combination of modern luxury w/ direct access to nature. $650K + in renovations have transformed the property into a turnkey retreat for full-time living or a seasonal escape. The outdoor space features private hiking trails, a wraparound deck, upper balcony, a large upper patio & a newly resurfaced

  David White OwnerEntry.com

  97 Brush 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 $656,641

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

  284 Brewer Branch Rd, Great Barrington, MA 01230
• 

  

  /42

  Est $832,753

  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

  • 17 Days On Market
• 

  

  /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
• 

  

  /31

  $890,000

  Sold Jun 05, 2026

  18 Creamery Rd, Great Barrington, MA 01230

  • 2 Beds
  • 2 Baths
  • 1,620 Sq Ft
  • Built 1932

  Last Sold Summary

  • 11% Below List Price
  • $549/SF
  • 281 Days On Market

  Current Estimated Value $905,241

  Last Listing Agent Allison Rada STONE HOUSE PROPERTIES, LLC

  18 Creamery Rd, Great Barrington, MA 01230

Showing Results 121 - 160, Page 4 of 18