Great Barrington, MA Homes

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  /4

  $99,000

  Sold Nov 06, 2025

  0 Lake Ave, Great Barrington, MA 01230

  • Land
  • 10,019 Sq Ft
  • $430,426 per Acre

  Last Sold Summary

  • 3 Days On Market

  Last Listing Agent Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  0 Lake Ave, Great Barrington, MA 01230
• 

  

  

  /51

  Est $419,306

  Not Listed For Sale

  26 Avery Ln, Great Barrington, MA 01230

  • 3 Beds
  • 1 Bath
  • 1,086 Sq Ft
  • Built 1900

  26 Avery Ln, Great Barrington, MA 01230

  Last Sold Summary

  • 243 Days On Market

  Last Listing Agent David Carlson FAIRGROUND REAL ESTATE, INC
• 

  

  

  /13

  $239,000

  • Land
  • 1.14 Acres
  • $209,649 per Acre

  153 Hurlburt Rd, Great Barrington, MA 01230

  Nestled on a highly desirable road in Great Barrington, this unique acre-plus property offers a rare opportunity to create your Berkshire retreat. The land features two existing structures with endless possibilities. A detached two-car garage includes a rear room, ideal for a workshop, studio, or flex space, plus a second level for additional storage. The property's historic former smithy

  Claire Pollart WILLIAM RAVEIS - BERKSHIRE

  153 Hurlburt Rd, Great Barrington, MA 01230
• 

  

  

  /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 $425,250

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

  370 Park St, Great Barrington, MA 01230
• 

  

  

  /8

  Est $296,489

  Not Listed For Sale

  360 Park St Unit 1, Great Barrington, MA 01230

  • 2 Beds
  • 1 Bath
  • 1,096 Sq Ft
  • Built 1900

  360 Park St Unit 1, Great Barrington, MA 01230

  Last Sold Summary

  • 167 Days On Market

  Last Listing Agent Suzann Ward HOUSATONIC REAL ESTATE
• 

  

  /27

  $549,900

  $25K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,940 Sq Ft

  4 Gilmore Ave, Great Barrington, MA 01230

  Set on two-thirds of an acre in a residential area, walkable to all Great Barrington has to offer, this versatile home offers 4+ bedrooms and 3 bathrooms. The main floor boasts two bedrooms, a dedicated office or guest space, one and a half baths, laundry, as well as the main living, dining, and kitchen areas. Upstairs you will find 2 additional bedrooms and another half bath. Wood-burning

  Carrie Swift Heck COMPASS MASSACHUSETTS , LLC GB

  4 Gilmore Ave, 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 $101,675

  Last Listing Agent Tom Lynch COMPASS MASSACHUSETTS , LLC GB

  46 Seekonk Rd, Great Barrington, MA 01230
• 

  

  /39

  Est $782,076

  Not Listed For Sale

  144 Green River Rd, Great Barrington, MA 01230

  • 2 Beds
  • 2 Baths
  • 1,792 Sq Ft
  • Built 1970

  144 Green River Rd, Great Barrington, MA 01230

  Last Sold Summary

  • 82 Days On Market

  Last Listing Agent Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY
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  /3

  $235,000

  $40K PRICE DROP

  • Land
  • 4.37 Acres
  • $53,776 per Acre

  162 Alford Rd, Great Barrington, MA 01230

  BEAUTIFUL, PRIVATE LOT! Gently sloped and lightly wooded parcel awaits your thoughtful build. Bring your design to life at this private and convenient location. Electric has been brought to the site, perc test available. Seasonal views. Wonderful location with easy access to Great Barrington town center, shops, restaurants, hiking and skiing!

  Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  162 Alford Rd, 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 $455,861

  Last Listing Agent Katie Williams STONE HOUSE PROPERTIES, LLC

  272 Park St, Great Barrington, MA 01230
• 

  

  /11

  Est $472,137

  Not Listed For Sale

  22 High St, Great Barrington, MA 01230

  • 2 Beds
  • 1 Bath
  • 895 Sq Ft
  • Built 1900

  22 High St, Great Barrington, MA 01230

  Last Sold Summary

  • 78 Days On Market

  Last Listing Agent Cindy Faggioni RE/MAX COMPASS
• 

  

  /97

  $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
• 

  

  /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 $630,629

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

  51 Downs Rd, Great Barrington, MA 01230
• 

  

  /25

  Est $535,498

  Not Listed For Sale

  14 Laurel St, Great Barrington, MA 01230

  • 3 Beds
  • 2 Baths
  • 1,219 Sq Ft
  • Built 1930

  14 Laurel St, Great Barrington, MA 01230

  Last Sold Summary

  • 10 Days On Market

  Last Listing Agent Christian Deckert WILLIAM PITT SOTHEBY'S - GT BARRINGTON
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  /4

  $399,900

  $150K 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
• 

  

  /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 $356,182

  Last Listing Agent Patricia Andrew STONE HOUSE PROPERTIES, LLC

  212 Highland St, Housatonic, MA 01236
• 

  

  /43

  Est $594,180

  Not Listed For Sale

  7 Dehon Rd, Great Barrington, MA 01230

  • 2 Beds
  • 2 Baths
  • 1,932 Sq Ft
  • Built 1966

  7 Dehon Rd, Great Barrington, MA 01230

  Last Sold Summary

  • 5 Days On Market

  Last Listing Agent Claire Pollart WILLIAM RAVEIS - BERKSHIRE
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  /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
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  /60

  $1,100,000

  Sold Jun 17, 2026

  6 Manville St, Great Barrington, MA 01230

  • 16 Beds
  • 10 Baths
  • 8,870 Sq Ft
  • Built 1900

  Last Sold Summary

  • 17% Below List Price
  • $124/SF
  • 13 Days On Market

  Last Listing Agent Lance Vermeulen WILLIAM RAVEIS - BERKSHIRE

  6 Manville St, Great Barrington, MA 01230
• 

  

  /36

  Est $492,399

  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

  Last Listing Agent Cortney Dupont COHEN & WHITE ASSOCIATES
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  /68

  $2,600,000

  • 6 Beds
  • 4.5 Baths
  • 5,600 Sq Ft

  237 Long Pond Rd, Great Barrington, MA 01230

  Truly, a one of a kind, stunning property both inside and out with scenic views of the sprawling land down to Long Pond. This thoughtfully crafted and designed home was curated to incorporate the natural serene outdoors into gracious open common spaces allowing warm natural light and comfortable flow. The first floor boasts the great room with wood burning fireplace open to the chefs kitchen with

  Cortney Dupont COHEN & WHITE ASSOCIATES

  237 Long Pond Rd, 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 $392,131

  Last Listing Agent Timothy Lovett COMPASS MASSACHUSETTS , LLC GB

  58 Sheffield Rd, Great Barrington, MA 01230
• 

  

  /23

  Est $286,493

  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

  Last Listing Agent David Graziani BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY
• 

  

  /64

  $685,000

  • 4 Beds
  • 2.5 Baths
  • 2,333 Sq Ft

  138 Hillsdale Rd, Great Barrington, MA 01230

  Set on over 2 acres in beautiful Egremont, this lovingly maintained four-bedroom, 2½-bath home blends classic character with thoughtful updates and additions made over the years. Built in 1920's, the house retains the warmth and craftsmanship of its era, including charming built-ins and inviting spaces that make it feel truly like home.A large deck provides the perfect setting for morning

  Lauren Rosen WILLIAM RAVEIS - BERKSHIRE

  138 Hillsdale Rd, 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
• 

  

  /48

  Est $874,255

  Not Listed For Sale

  107 Christian Hill Rd, Great Barrington, MA 01230

  • 4 Beds
  • 3 Baths
  • 1,757 Sq Ft
  • Built 1947

  107 Christian Hill Rd, Great Barrington, MA 01230

  Last Sold Summary

  • 24 Days On Market

  Last Listing Agent Mary Naylor WILLIAM RAVEIS - BERKSHIRE
• 

  

  /31

  $495,000

  • 3 Beds
  • 2 Baths
  • 2,050 Sq Ft

  247 Park St, Great Barrington, MA 01230

  Immaculate 3-bedroom ranch with additional 750 square feet of finished living space in lower level. Move in condition, cathedral ceiling in living room and 2 full baths, Master with ensuite. Set way back off Park Street North on 0.62 level acres.8+ acres owned by Land Conservation in your back yard adds peace and privacy.

  Rosemary Baumann HOUSATONIC REAL ESTATE

  247 Park St, Great Barrington, MA 01230
• 

  

  /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 $709,808

  Last Listing Agent Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  81 Castle Hill Ave, Great Barrington, MA 01230
• 

  

  /26

  Est $435,330

  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

  Last Listing Agent Helen Mullany HELEN MULLANY REAL ESTATE, LLC
• 

  

  /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
• 

  

  /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 $965,149

  Last Listing Agent Timothy Lovett COMPASS MASSACHUSETTS , LLC GB

  14 Copper Beech Ln, Great Barrington, MA 01230
• 

  

  /22

  Est $603,131

  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

  Last Listing Agent Tom Lynch COMPASS MASSACHUSETTS , LLC GB
• 

  

  /25

  $289,000

  $61K PRICE DROP Pending

  • 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
• 

  

  /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 $872,333

  Last Listing Agent Allison Rada STONE HOUSE PROPERTIES, LLC

  18 Creamery Rd, Great Barrington, MA 01230
• 

  

  /29

  Est $413,662

  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

  Last Listing Agent James Nugent THE KINDERHOOK GROUP
• 

  

  /28

  $599,000

  • 3 Beds
  • 2 Baths
  • 1,640 Sq Ft

  418 Monterey Rd, Great Barrington, MA 01230

  THE ULTIMATE FOUR SEASON BERKSHIRE RETREAT- Tucked away on 3.6 serene acres, this bright & airy single-level home is the perfect year-round escape. This completely renovated home offers an open concept main living area including the dining room, efficient eat-in kitchen with stainless steel appliances & family room with wood stove, perfect for relaxation & entertaining. Two additional guest rooms

  Karen Climo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  418 Monterey Rd, Great Barrington, MA 01230
• 

  

  /38

  $638,500

  Sold Jun 06, 2026

  483 Home Rd, Great Barrington, MA 01230

  • 3 Beds
  • 3 Baths
  • 1,991 Sq Ft
  • Built 2006

  Last Sold Summary

  • 20% Below List Price
  • $321/SF
  • 191 Days On Market

  Current Estimated Value $795,453

  Last Listing Agent Suzann Ward HOUSATONIC REAL ESTATE

  483 Home Rd, Great Barrington, MA 01230
• 

  

  /7

  Est $824,984

  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

  Last Listing Agent William Morrow WILLIAM PITT SOTHEBY'S - GT BARRINGTON
• 

  

  /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
• 

  

  /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 $264,243

  Last Listing Agent Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  39 Christian Hill Rd, Great Barrington, MA 01230

Showing Results 121 - 160, Page 4 of 18