Great Barrington, MA Homes

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  /59

  $2,149,000

  $246K PRICE DROP

  • 4 Beds
  • 4.5 Baths
  • 3,600 Sq Ft

  10 Berkshire Heights Rd, Great Barrington, MA 01230

  Luxurious, fully-modernized 1850s Victorian in the heart of Great Barrington. Elegant, four-story 3600 sq. ft. newly renovated clapboard and shingle house with covered porch. Meticulous renovation features chef's kitchen, four+ bedrooms, 4.5 bath, second floor and basement laundry, walk-out finished basement with private entrance and bathroom, perfect for guest suite or professional office.

  Suzann Ward HOUSATONIC REAL ESTATE

  10 Berkshire Heights Rd, Great Barrington, MA 01230
• 

  

  

  /11

  $285,000

  Sold Feb 22, 2026

  11 Rowe Rd, Great Barrington, MA 01230

  • Land
  • 2 Acres
  • $142,500 per Acre

  Last Sold Summary

  • 33% Below List Price
  • 124 Days On Market

  Current Estimated Value $352,968

  Last Listing Agent John Segalla HOUSATONIC REAL ESTATE

  11 Rowe Rd, Great Barrington, MA 01230
• 

  

  

  /52

  Not Listed For Sale

  263 Long Pond Rd, Great Barrington, MA 01230

  • 5 Beds
  • 5 Baths
  • 3,256 Sq Ft
  • Built 1780

  263 Long Pond Rd, Great Barrington, MA 01230

  Last Sold Summary

  • 23 Days On Market

  Last Listing Agent Jonathan Hankin BOOTSTRAPS REAL ESTATE
• 

  

  

  /48

  $769,000

  Pending

  • 3 Beds
  • 3 Baths
  • 1,747 Sq Ft

  9 Abbey Hill Dr, Great Barrington, MA 01230

  Minutes to the vibrant town of Gt. Barrington, you'll find this immaculate move-in ready contemporary home on a quiet country road. House is set nicely back from the street; over an acre of landscaped rolling lawn and very private setting. Bluestone walk-way leads to the front entry. Step inside and find the main level featuring a delightful open plan -great room has gleaming hardwood flooring,

  Pamela Roberts ROBERTS & ASSOC. REALTY, INC

  9 Abbey Hill Dr, Great Barrington, MA 01230
• 

  

  

  /32

  $660,000

  Sold Sep 03, 2025

  57 South St, Great Barrington, MA 01230

  • 5 Beds
  • 2 Baths
  • 2,060 Sq Ft
  • Built 1858

  Last Sold Summary

  • 5% Below List Price
  • $320/SF
  • 113 Days On Market

  Current Estimated Value $734,517

  Last Listing Agent Timothy Lovett COMPASS MASSACHUSETTS , LLC GB

  57 South St, Great Barrington, MA 01230
• 

  

  /31

  Est $449,961

  Not Listed For Sale

  242 State Rd, Great Barrington, MA 01230

  • 3 Beds
  • 1 Bath
  • 1,532 Sq Ft
  • Built 1900

  242 State Rd, Great Barrington, MA 01230

  Last Sold Summary

  • 13 Days On Market

  Last Listing Agent Suzann Ward HOUSATONIC REAL ESTATE
• 

  

  /64

  $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

  Karen Climo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  110 Alford Rd, Great Barrington, MA 01230
• 

  

  /46

  $575,000

  Sold Mar 05, 2026

  1057 Main St, Great Barrington, MA 01236

  • 9 Beds
  • 4 Baths
  • 4,152 Sq Ft
  • Built 1900

  Last Sold Summary

  • 8% Below List Price
  • $138/SF
  • 31 Days On Market

  Last Listing Agent Ryan Lane GILCREST PROPERTIES

  1057 Main St, Great Barrington, MA 01236
• 

  

  /40

  Est $944,674

  Not Listed For Sale

  91 Brush Hill Rd, Great Barrington, MA 01230

  • 4 Beds
  • 2.5 Baths
  • 2,108 Sq Ft
  • Built 1986

  91 Brush Hill Rd, Great Barrington, MA 01230

  Last Sold Summary

  • 8 Days On Market

  Last Listing Agent Timothy Lovett COMPASS MASSACHUSETTS , LLC GB
• 

  

  /50

  $935,000

  • 4 Beds
  • 2.5 Baths
  • 2,631 Sq Ft

  20 Cooper Rd, Great Barrington, MA 01230

  The mid-century retreat you've been waiting for. This classic home sits on over 4 private acres, delivering the ultimate Berkshire lifestyle with a bright, open floor plan and two cozy fireplaces. With 4 bedrooms, 3 baths, a large office, and a sun room looking overlooking your oasis, the layout offers perfect flexibility for guests or remote work. Outside, your private resort features a heated

  Lance Vermeulen WILLIAM RAVEIS - BERKSHIRE

  20 Cooper Rd, Great Barrington, MA 01230
• 

  

  /48

  $1,775,000

  Sold Jul 09, 2026

  77 Hurlburt Rd, Great Barrington, MA 01230

  • 3 Beds
  • 4 Baths
  • 3,507 Sq Ft
  • Built 1993

  Last Sold Summary

  • 5% Above List Price
  • $506/SF
  • 8 Days On Market

  Current Estimated Value $1,676,308

  Last Listing Agent Claire Pollart WILLIAM RAVEIS - BERKSHIRE

  77 Hurlburt Rd, Great Barrington, MA 01230
• 

  

  /56

  Est $1,319,183

  Not Listed For Sale

  106 Egremont Plain Rd, Great Barrington, MA 01230

  • 3 Beds
  • 2.5 Baths
  • 2,736 Sq Ft
  • Built 1890

  106 Egremont Plain Rd, Great Barrington, MA 01230

  Last Sold Summary

  • 60 Days On Market

  Last Listing Agent Suzann Ward HOUSATONIC REAL ESTATE
• 

  

  /25

  $629,000

  • 2 Beds
  • 2 Baths
  • 1,308 Sq Ft

  80 Taconic Ave, Great Barrington, MA 01230

  Lovely single level condo on the Hill. Just a short walk to town, The Oakwood provides a quiet community with a lovely pool, garaged parking, and mature landscaping. 2 bedrooms, 2 baths, a cozy living room with a wood burning fireplace and sliders to a sunny deck. Freshly painted, neat as a pin, and ready to move into.

  Robin Ban COMPASS MASSACHUSETTS , LLC GB

  80 Taconic Ave, Great Barrington, MA 01230
• 

  

  /33

  $389,900

  Sold Jun 12, 2026

  16 Spruce St, Great Barrington, MA 01230

  • 3 Beds
  • 2 Baths
  • 1,350 Sq Ft
  • Built 1991

  Last Sold Summary

  • $289/SF
  • 3 Days On Market

  Current Estimated Value $391,510

  Last Listing Agent Cory Evangelisto NOCHER REALTY

  16 Spruce St, Great Barrington, MA 01230
• 

  

  /45

  Est $1,448,574

  Not Listed For Sale

  17 Sheffield Rd, Great Barrington, MA 01230

  • 5 Beds
  • 3 Baths
  • 4,000 Sq Ft
  • Built 1802

  17 Sheffield Rd, Great Barrington, MA 01230

  Last Sold Summary

  • 48 Days On Market

  Last Listing Agent Suzann Ward HOUSATONIC REAL ESTATE
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  /28

  $995,000

  $205K PRICE DROP

  • 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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  /39

  $450,000

  Sold Dec 05, 2025

  1049 Main St, Great Barrington, MA 01236

  • 4 Beds
  • 3 Baths
  • 2,258 Sq Ft
  • Built 1860

  Last Sold Summary

  • 5% Below List Price
  • $199/SF
  • 21 Days On Market

  Current Estimated Value $474,440

  Last Listing Agent Suzann Ward HOUSATONIC REAL ESTATE

  1049 Main St, Great Barrington, MA 01236
• 

  

  /42

  Est $1,009,408

  Not Listed For Sale

  72 Boice Rd, Great Barrington, MA 01230

  • 3 Beds
  • 2 Baths
  • 2,208 Sq Ft
  • Built 1987

  72 Boice Rd, Great Barrington, MA 01230

  Last Sold Summary

  • 33 Days On Market

  Last Listing Agent Jared Kelly WILLIAM PITT SOTHEBY'S - GT BARRINGTON
• 

  

  /5

  $90,000

  Under Contract

  • Land
  • 4.67 Acres
  • $19,272 per Acre

  0 Lake Buel Rd, Great Barrington, MA 01230

  Beautiful level lot with woods and meadow. Mountain views. Minutes to downtown Great Barrington and Butternut Ski Basin. Perced. See attached documents. Build your dream retreat in the Berkshires!

  Karen Climo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  0 Lake Buel Rd, Great Barrington, MA 01230
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  /32

  $520,000

  Sold Jun 29, 2026

  73 Christian Hill Rd, Great Barrington, MA 01230

  • 5 Beds
  • 4 Baths
  • 2,499 Sq Ft
  • Built 1900

  Last Sold Summary

  • 20% Below List Price
  • $208/SF
  • 81 Days On Market

  Last Listing Agent Cristian Sanchez COHEN & WHITE ASSOCIATES

  73 Christian Hill Rd, Great Barrington, MA 01230
• 

  

  /40

  Est $495,922

  Not Listed For Sale

  1507 Home Rd, Great Barrington, MA 01230

  • 3 Beds
  • 2 Baths
  • 1,240 Sq Ft
  • Built 1978

  1507 Home Rd, Great Barrington, MA 01230

  Last Sold Summary

  • 87 Days On Market

  Last Listing Agent Doug Collins Lamacchia Realty, Inc. - Dalton
• 

  

  /19

  $280,000

  $31K PRICE INCREASE Pending

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

  54 Division St, Great Barrington, MA 01230

  For the buyer looking to infuse their personal style into a home that has already undergone significant, high value upgrades. The interior offers a bright, refreshed layout awaiting your final aesthetic finishes. Beyond the main residence, this property boasts a substantial 2 story barn. the 70x20 footprint is an incredible asset. Perfectly primed for transformation into an ADU, art studio, or

  Melissa Zoe Hirsch ZOE MELISSA HIRSCH REAL ESTATE

  54 Division St, Great Barrington, MA 01230
• 

  

  /48

  $938,250

  Sold Sep 17, 2025

  49 South St, Great Barrington, MA 01230

  • 7 Beds
  • 4 Baths
  • 2,998 Sq Ft
  • Built 1863

  Last Sold Summary

  • 6% Below List Price
  • $313/SF
  • 126 Days On Market

  Current Estimated Value $1,030,708

  Last Listing Agent Kate Lascar COMPASS MASSACHUSETTS , LLC GB

  49 South St, Great Barrington, MA 01230
• 

  

  /21

  Est $506,970

  Not Listed For Sale

  85 Lake Buel Rd, Great Barrington, MA 01230

  • 3 Beds
  • 1.5 Baths
  • 1,368 Sq Ft
  • Built 1965

  85 Lake Buel Rd, Great Barrington, MA 01230

  Last Sold Summary

  • 34 Days On Market

  Last Listing Agent Ginger Alexander BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY
• 

  

  /41

  $1,390,000

  Pending

  • 3 Beds
  • 3.5 Baths
  • 3,000 Sq Ft

  71 Blunt Rd, Great Barrington, MA 01230

  A Truly Inspired Berkshire Retreat.The perfect home to relax, create, and be inspired, this remarkable Egremont property offers an exceptional blend of luxury, comfort, and creativity--truly unlike anything else on the market.The main residence features three spacious bedrooms and three full baths, enhanced by radiant in-floor heating beneath stunning reclaimed ancient teak floors. The

  Ryan Lane GILCREST PROPERTIES

  71 Blunt Rd, Great Barrington, MA 01230
• 

  

  /56

  $1,150,000

  Sold Jan 06, 2026

  213 Egremont Plain Rd, Great Barrington, MA 01230

  • 4 Beds
  • 4.5 Baths
  • 2,753 Sq Ft
  • Built 1760

  Last Sold Summary

  • $418/SF
  • 90 Days On Market

  Current Estimated Value $1,172,825

  Last Listing Agent Dan Alden ALDEN COUNTRY REAL ESTATE SERVICES

  213 Egremont Plain Rd, Great Barrington, MA 01230
• 

  

  /23

  Est $483,115

  Not Listed For Sale

  55 Lake Buel Rd, Great Barrington, MA 01230

  • 3 Beds
  • 1 Bath
  • 1,232 Sq Ft
  • Built 1974

  55 Lake Buel Rd, Great Barrington, MA 01230

  Last Sold Summary

  Last Listing Agent Shannon Margraf WILLIAM PITT SOTHEBY'S - GT BARRINGTON
• 

  

  /27

  $379,000

  $51K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,512 Sq Ft

  9 Stanley Dr, Great Barrington, MA 01230

  Get ready to relax in the Berkshires in your new condo with big windows, high ceilings, plus brand new boiler & A/C! Owner retiring and moving down south, giving up his beloved in town Great Barrington location. You'll love being close to stores and provisions for your various adventures, while being close to all the attractions that the Berkshires have to offer. And, at an approximately two and

  Richard Needelman BISHOP WEST REAL ESTATE

  9 Stanley Dr, Great Barrington, MA 01230
• 

  

  /37

  $477,000

  Sold Mar 31, 2026

  35 Mechanic St, Great Barrington, MA 01230

  • 3 Beds
  • 2 Baths
  • 1,992 Sq Ft
  • Built 1840

  Last Sold Summary

  • 10% Below List Price
  • $239/SF
  • 158 Days On Market

  Current Estimated Value $490,440

  Last Listing Agent Christine Martin COMPASS MASSACHUSETTS , LLC GB

  35 Mechanic St, Great Barrington, MA 01230
• 

  

  /27

  Est $1,559,186

  Not Listed For Sale

  206 Blue Hill Rd, Great Barrington, MA 01230

  • 3 Beds
  • 2.5 Baths
  • 1,692 Sq Ft
  • Built 1911

  206 Blue Hill Rd, Great Barrington, MA 01230

  Last Sold Summary

  • 21 Days On Market

  Last Listing Agent Claudia Crane COMPASS MASSACHUSETTS , LLC GB
• 

  

  /24

  $615,000

  $80K PRICE DROP

  • 4 Beds
  • 1.5 Baths
  • 1,600 Sq Ft

  14 Prospect St, Great Barrington, MA 01230

  'ON THE HILL' Cozy 4 bedroom 1925 Cape,OPEN HOUSE JULY 25, Saturday 2:00-3;30WALK TO CENTER OF GREAT BARRINGTON AND LAKE MANSFIELD. Living room with mini split, custom built in cabinets in dining room, Large primary bedroom with mini split, large family room, OPEN FRONT PORCH WITH VIEWS.BACK YARD PATIO FOR COOK OUTS.Attached 1 car garage,TOWN WATER AND SEWER.So much charm,

  Rosemary Baumann HOUSATONIC REAL ESTATE

  14 Prospect St, Great Barrington, MA 01230
• 

  

  /29

  $440,000

  Sold Jul 20, 2026

  144 Cottage St, Great Barrington, MA 01230

  • 2 Beds
  • 2 Baths
  • 1,569 Sq Ft
  • Built 1900

  Last Sold Summary

  • 10% Above List Price
  • $280/SF
  • 20 Days On Market

  Current Estimated Value $407,407

  Last Listing Agent Ashley Canger WILLIAM RAVEIS - BERKSHIRE

  144 Cottage St, Great Barrington, MA 01230
• 

  

  /33

  Est $608,311

  Not Listed For Sale

  115 Brush Hill Rd, Great Barrington, MA 01230

  • 3 Beds
  • 2 Baths
  • 1,266 Sq Ft
  • Built 1986

  115 Brush Hill Rd, Great Barrington, MA 01230

  Last Sold Summary

  • 15 Days On Market

  Last Listing Agent Jared Kelly WILLIAM PITT SOTHEBY'S - GT BARRINGTON
• 

  

  /29

  $307,000

  • 2 Beds
  • 1 Bath
  • 1,008 Sq Ft

  9 Forest Row, Great Barrington, MA 01230

  Why rent when you can own in a delightful neighborhood. 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, private screened porch and a patio bordered by gardens and woods, surrounded by 21 acres of protected

  Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  9 Forest Row, Great Barrington, MA 01230
• 

  

  /18

  $215,000

  Sold Jun 26, 2026

  360 Park St Unit 4, Great Barrington, MA 01230

  • 2 Beds
  • 1.5 Baths
  • 1,126 Sq Ft
  • Built 1900

  Last Sold Summary

  • 12% Below List Price
  • $191/SF
  • 34 Days On Market

  Current Estimated Value $281,438

  Last Listing Agent Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  360 Park St Unit 4, Great Barrington, MA 01230
• 

  

  /60

  Est $2,522,545

  Not Listed For Sale

  112 Brush Hill Rd, Great Barrington, MA 01230

  • 5 Beds
  • 4.5 Baths
  • 5,764 Sq Ft
  • Built 2006

  112 Brush Hill Rd, Great Barrington, MA 01230

  Last Sold Summary

  • 309 Days On Market

  Last Listing Agent Mark Rosengren WILLIAM RAVEIS - BERKSHIRE
• 

  

  /23

  $595,000

  Pending

  • 3 Beds
  • 1 Bath
  • 1,031 Sq Ft

  119 Hollenbeck Ave, Great Barrington, MA 01230

  Beautifully renovated one-level ranch offers the perfect blend of modern convenience and cozy charm. With 3 spacious bedrooms and a well-appointed bathroom, this home is designed for comfort and easy living. Step inside to discover a sunlit living space showcasing modern upgrades throughout, including energy-efficient fixtures and a sleek, new kitchen equipped with top-of-the-line appliances. The

  Suzann Ward HOUSATONIC REAL ESTATE

  119 Hollenbeck Ave, Great Barrington, MA 01230
• 

  

  /43

  $850,000

  Sold Nov 24, 2025

  126 Christian Hill Rd, Great Barrington, MA 01230

  • 3 Beds
  • 2 Baths
  • 1,964 Sq Ft
  • Built 1986

  Last Sold Summary

  • 4% Below List Price
  • $433/SF
  • 90 Days On Market

  Current Estimated Value $879,283

  Last Listing Agent Suzann Ward HOUSATONIC REAL ESTATE

  126 Christian Hill Rd, Great Barrington, MA 01230
• 

  

  /42

  Est $966,700

  Not Listed For Sale

  68 Brush Hill Rd, Great Barrington, MA 01230

  • 4 Beds
  • 3.5 Baths
  • 2,058 Sq Ft
  • Built 1996

  68 Brush Hill Rd, Great Barrington, MA 01230

  Last Sold Summary

  • 39 Days On Market

  Last Listing Agent Donna DiGrigoli DIGRIGOLI REAL ESTATE
• 

  

  /71

  $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 direct Green River waterfront.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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