Great Barrington, MA Homes

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  $125,000

  • Land
  • 0.49 Acre
  • $255,107 per Acre

  28 Pearl St, Great Barrington, MA 01230

  Nestled on a quiet dead-end street, this .49-acre parcel offers a unique combination of privacy, scenic beauty, and walk-to-town convenience. The property has been thoughtfully divided to meet local zoning requirements within the defined build envelope as shown (see documents for survey & building envelope). A 200-foot riparian buffer protects the riverfront, ensuring that no structures can ever

  

  Dan Alden

  ALDEN COUNTRY REAL ESTATE SERVICES

  (413) 408-5316

  28 Pearl St, Great Barrington, MA 01230
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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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  /33

  $435,000 Sold Jul 25, 2025

  12 W Plain Rd, Great Barrington, MA 01230

  • 3 Beds
  • 1 Bath
  • 1,698 Sq Ft
  • Built 1981

  Last Sold Summary

  • 17% Below List Price
  • $256/SF
  • 241 Days On Market

  Current Estimated Value $482,497

  Last Listing Agent Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  12 W Plain Rd, Great Barrington, MA 01230
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  /19

  Est $563,693 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,688 Sq Ft

  54 Castle Hill Ave, Great Barrington, MA 01230

  54 Castle Hill Ave, Great Barrington, MA 01230
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  /71

  $5,650,000

  • 11 Beds
  • 10 Baths
  • 9,748 Sq Ft

  25 W Sheffield Rd, Great Barrington, MA 01230

  Tullar Farm represents a rare opportunity to own a piece of history where timeless elegance meets modern comfort amidst the serenity of South Egremont's charming landscape. With its rich architectural heritage, generations of proud stewardship, and unrivaled natural beauty, this distinguished estate stands as a testament to the enduring legacy of its past and the promise of future for generations

  Lauren Molk ELYSE HARNEY REAL ESTATE

  25 W Sheffield Rd, Great Barrington, MA 01230
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  /33

  $8,000 total monthly price

  • 3 Baths
  • 2,200 Sq Ft
  • Property for Rent

  42/44 Railroad St, Great Barrington, MA 01230

  An incredible opportunity awaits in the heart of downtown Great Barrington. This 2,200 square foot space in a historic building features high ceilings, wood floors, a large commercial kitchen, and basement storage. An overhead garage-style door opens from the bar area onto the street, creating an ideal setup for vibrant, street-side dining. Indoor and outdoor seating areas maximize the potential

  Tony Segalla LANCE VERMEULEN RE, INC

  42/44 Railroad St, Great Barrington, MA 01230
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  /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
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  /20

  Est $634,837 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 3,300 Sq Ft

  64 Sheffield Rd, Great Barrington, MA 01230

  64 Sheffield Rd, Great Barrington, MA 01230
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  /43

  $925,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,062 Sq Ft

  14 Copper Beech Ln Unit C-1, Great Barrington, MA 01230

  The Country Village Condominiums on Copper Beech Lane remain Great Barrington's premier townhouse condos. Rarely available for sale, Unit 14 is one of few with a two-car garage and a wraparound deck facing south and west. This light-filled end unit offers privacy and three exposures. The kitchen features generous counter space and a bright breakfast area, while the living/dining room opens to the

  Timothy Lovett COMPASS MASSACHUSETTS , LLC GB

  14 Copper Beech Ln Unit C-1, Great Barrington, MA 01230
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  /9

  $2,800 per month plus fees

  The Garage

  1 Bed

  343 Main St, Great Barrington, MA 01230

  343 Main St, Great Barrington, MA 01230
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  /29

  $485,000 Sold Sep 30, 2025

  1 Stanley Dr, Great Barrington, MA 01230

  • 3 Beds
  • 2.5 Baths
  • 1,444 Sq Ft
  • Built 2004

  Last Sold Summary

  • $336/SF
  • 12 Days On Market

  Last Listing Agent Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  1 Stanley Dr, Great Barrington, MA 01230
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  /26

  Est $629,932 Not Listed For Sale

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

  85 Pixley Rd, Great Barrington, MA 01230

  85 Pixley Rd, Great Barrington, MA 01230
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  /11

  $829,000 Pending

  • 5 Beds
  • 4.5 Baths
  • 3,808 Sq Ft

  10 Thrushwood Ln, Great Barrington, MA 01230

  POOL COMMUNITY: BUILD YOUR DREAM HOME: Open plan living with, first floor master, fireplace, screened porch, high ceilings, two car garage, community pool. HOA covers all lawn maintenance, plowing, shoveling up to the front door. Quality New Construction. This price cannot be matched. 10 months to move into your beautiful new home. Photos are from a similar home with the same floor plan in the

  Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  10 Thrushwood Ln, Great Barrington, MA 01230
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  /15

  $1,950 total monthly price

  • 0.5 Baths
  • 2,000 Sq Ft
  • Property for Rent

  490 Main St, Great Barrington, MA 01230

  Second floor office space in a high-traffic location. Currently configured with three offices, a conference room, reception area, and half bath. This space also has air conditioning, forced air heat, and its own electric meter. Ample off-street parking available.

  Lance Vermeulen LANCE VERMEULEN RE, INC

  490 Main St, Great Barrington, MA 01230
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  /25

  $340,000 Sold Jan 21, 2025

  1 Forest St, Great Barrington, MA 01236

  • 4 Beds
  • 1 Bath
  • 1,680 Sq Ft
  • Built 1898

  Last Sold Summary

  • 15% Below List Price
  • $202/SF
  • 71 Days On Market

  Last Listing Agent Suzann Ward HOUSATONIC REAL ESTATE

  1 Forest St, Great Barrington, MA 01236
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  /10

  Est $336,027 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 567 Sq Ft

  281 Main St Unit 3, Great Barrington, MA 01230

  281 Main St Unit 3, Great Barrington, MA 01230
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  /56

  $1,200,000

  • 3 Beds
  • 3.5 Baths
  • 2,447 Sq Ft

  6 Muddy Brook Cir, Great Barrington, MA 01230

  Stunning Contemporary Home in Great Barrington - Perfect Blend of Privacy and ConvenienceDiscover this beautifully designed 2,500 sq. ft. contemporary residence nestled in the desirable Great Barrington area. Offering 3 spacious bedroom suites , this home combines elegant style with everyday functionality.Step outside to your private fantasy backyard -- an entertainer's dream featuring a charming

  Eric Steuernagle FAIRGROUND REAL ESTATE, INC

  6 Muddy Brook Cir, Great Barrington, MA 01230
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  /21

  $2,750 total monthly price

  • 2 Beds
  • 1 Bath
  • 1,600 Sq Ft
  • House for Rent

  3 Meadow St, Housatonic, MA 01236

  This property at 3 Meadow St. features 1 bedroom and 1 full bathroom, with a downstairs den that can work as a second bedroom and office space. This old storefront offers an open floor plan with a chefs kitchen that provides ample room for relaxation and entertainment. The bathroom includes a deep soaking tub and waterfall shower as well as another fun loft space through a large walk in closet.

  3 Meadow St, Housatonic, MA 01236
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  /45

  $715,000 Sold Mar 31, 2025

  48 Quarry St, Great Barrington, MA 01230

  • 4 Beds
  • 2.5 Baths
  • 2,352 Sq Ft
  • Built 2001

  Last Sold Summary

  • 13% Below List Price
  • $304/SF
  • 138 Days On Market

  Current Estimated Value $756,848

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

  48 Quarry St, Great Barrington, MA 01230
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  /28

  Est $648,434 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,262 Sq Ft

  41 Castle St, Great Barrington, MA 01230

  41 Castle St, Great Barrington, MA 01230
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  /26

  $425,000

  • 2 Beds
  • 1.5 Baths
  • 1,860 Sq Ft

  264 Main St Unit B, Great Barrington, MA 01230

  Imagine waking up in a sun-splashed home just steps from Great Barrington's lively Main Street--where every cafe, bookstore, and gallery feels like an extension of your neighborhood. This second-floor floor-through condo is more than a home; it's a canvas for your life.Over 1,800 sq. ft. of expansive living space unfolds with towering ceilings, oversized windows, and graceful arched doorways that

  Maggie Merelle WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  264 Main St Unit B, Great Barrington, MA 01230
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  /32

  $18 total monthly price

  • 2 Baths
  • 4,103 Sq Ft
  • Property for Rent

  34 Bridge St, Great Barrington, MA 01230

  We have 3 retail spaces currently available ranging from 840 to 1583 sq.ft. One of the most successful locations in Downtown Barrington! Located just one block off the vibrant Main St. and positioned to take advantage the ample foot and vehicle traffic in arguably the most recognizable location in South County. Share the same building as the iconic Berkshire Food Co-op. The 3 office/retail/studio

  Anthony Blair STONE HOUSE PROPERTIES, LLC

  34 Bridge St, Great Barrington, MA 01230
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  /33

  $1,100,000 Sold Jun 06, 2025

  102 Castle Hill Ave, Great Barrington, MA 01230

  • 4 Beds
  • 2 Baths
  • 1,506 Sq Ft
  • Built 1856

  Last Sold Summary

  • 8% Below List Price
  • $730/SF
  • 209 Days On Market

  Current Estimated Value $1,055,533

  Last Listing Agent Timothy Lovett COMPASS MASSACHUSETTS , LLC GB

  102 Castle Hill Ave, Great Barrington, MA 01230
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  /28

  Est $645,175 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,560 Sq Ft

  5 Christian Hill Rd, Great Barrington, MA 01230

  5 Christian Hill Rd, Great Barrington, MA 01230
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  /66

  $1,395,000

  • 4 Beds
  • 4.5 Baths
  • 3,185 Sq Ft

  124 Egremont Plain Rd, Great Barrington, MA 01230

  This beautiful home was built in 2006, and updated in 2022. The house is situated on just shy of 5 Acres in the town of Egremont. The home is flooded with sun all day, rarely needing a light on in the house. Direct access to the Green River at the edge of property to cool off on those hot summer days. A new central AC system was installed throughout home and apt A New backup generator, rain

  Lawrence Reilly THE KINDERHOOK GROUP

  124 Egremont Plain Rd, Great Barrington, MA 01230
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  /7

  $975 total monthly price

  • 1 Bath
  • 301 Sq Ft
  • Property for Rent

  313 Main St, Great Barrington, MA 01230

  The Berkshire Block on Main Street in Great Barrington has been recently renovated and still has beautiful office spaces available for lease on the second and third floor. Office sizes range from 254 SF to 589 SF, choice of flooring, and can be furnished. Prices start at $975/month. The spaces offer elevator access, fiber internet, common reception area, conference room and restrooms. Private

  Tony Segalla LANCE VERMEULEN RE, INC

  313 Main St, Great Barrington, MA 01230
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  /21

  $695,000 Sold Oct 23, 2025

  111 Castle Hill Ave, Great Barrington, MA 01230

  • 3 Beds
  • 2 Baths
  • 1,680 Sq Ft
  • Built 1949

  Last Sold Summary

  • 2% Below List Price
  • $414/SF
  • 68 Days On Market

  Last Listing Agent Martha Piper THE KINDERHOOK GROUP

  111 Castle Hill Ave, Great Barrington, MA 01230
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  /38

  Est $1,203,739 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,047 Sq Ft

  3 Cornwall Dr, Great Barrington, MA 01230

  3 Cornwall Dr, Great Barrington, MA 01230
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  /69

  $2,250,000

  • 4 Beds
  • 3.5 Baths
  • 4,445 Sq Ft

  50 Old Village Rd, Great Barrington, MA 01230

  Nestled beside 900 acres of Alford Springs Nature Preserve, this contemporary colonial is sited on 5.8 acres. Built in 2005 and fully renovated in 2021, it boasts high-efficiency HVAC and hot water, 14GW of seller-owned solar, an open main floor plan, gorgeous kitchen with top-of-the-line appliances, front porch, screened porch, large 2-car garage, and generously-sized rooms throughout. Two

  Jen Harvey COMPASS MASSACHUSETTS , LLC GB

  50 Old Village Rd, Great Barrington, MA 01230
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  /20

  $375,500 Sold Sep 02, 2025

  12 Manville St Unit 4, Great Barrington, MA 01230

  • 2 Beds
  • 1 Bath
  • 1,181 Sq Ft
  • Built 1900

  Last Sold Summary

  • 3% Above List Price
  • $318/SF
  • 6 Days On Market

  Current Estimated Value $374,358

  Last Listing Agent Lauren Rosen LANCE VERMEULEN RE, INC

  12 Manville St Unit 4, Great Barrington, MA 01230
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  /26

  Est $578,570 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,826 Sq Ft

  30 Silver St, Great Barrington, MA 01230

  30 Silver St, Great Barrington, MA 01230
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  /32

  $1,395,000

  • 5 Beds
  • 4 Baths
  • 4,200 Sq Ft

  6 Thrushwood Ln, Great Barrington, MA 01230

  MOTIVATED SELLER; WILLING TO NEGOTIATE ON UPGRADES AND IMPROVEMENTS. Indulge in refined Berkshire living on an exclusive cul-de-sac, where effortless HOA services complement this exquisite new construction. Offering 4,200 sq ft of thoughtfully designed, environmentally conscious living less than a mile from downtown Great Barrington, this home is the perfect modern retreat. Enter through a

  Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  6 Thrushwood Ln, Great Barrington, MA 01230
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  /33

  $585,000 Sold Jun 20, 2025

  115 Brush Hill Rd, Great Barrington, MA 01230

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

  Last Sold Summary

  • 2% Below List Price
  • $462/SF
  • 15 Days On Market

  Current Estimated Value $581,333

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

  115 Brush Hill Rd, Great Barrington, MA 01230
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  /25

  Est $681,428 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,638 Sq Ft

  33 Grove St, Great Barrington, MA 01230

  33 Grove St, Great Barrington, MA 01230
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  /43

  $595,000

  • 3 Beds
  • 1.5 Baths
  • 1,632 Sq Ft

  6 Blue Hill Rd, Great Barrington, MA 01230

  Set on a deep, level one-acre lot, this colonial offers a nice balance of space, privacy, and neighborhood convenience. The front entry opens to an inviting staircase that leads upstairs to three bedrooms and a shared full bath. The main level includes a comfortable living room with a fireplace and back door opening to a covered porch overlooking the fenced backyard and in-ground pool.A bright

  Paige Paluch LANCE VERMEULEN RE, INC

  6 Blue Hill Rd, Great Barrington, MA 01230
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  /24

  $440,000 Sold Oct 31, 2025

  3 Benton Ave, Great Barrington, MA 01230

  • 4 Beds
  • 1 Bath
  • 1,500 Sq Ft
  • Built 1900

  Last Sold Summary

  • 2% Below List Price
  • $293/SF
  • 3 Days On Market

  Last Listing Agent Adam Dingman BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  3 Benton Ave, Great Barrington, MA 01230
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  /37

  Est $751,575 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,200 Sq Ft

  150 Hurlburt Rd, Great Barrington, MA 01230

  150 Hurlburt Rd, Great Barrington, MA 01230
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  /35

  $499,000

  • 3 Beds
  • 2.5 Baths
  • 1,922 Sq Ft

  220 N Plain Rd, Great Barrington, MA 01230

  An 1825 colonial has much of its original charm and features in place - wide plank floors, beamed ceiling, original hardware and fully renovated kitchen. Many new appliances, new windows, and foam insulation in the basement. The well insulated attic and walls along with a high efficiency furnace gives you modern comfort. The house is a legal two family. The Studio apartment is attached and could

  Martin Albert COMPASS MASSACHUSETTS , LLC GB

  220 N Plain Rd, Great Barrington, MA 01230
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  /25

  $380,000 Sold Jun 27, 2025

  6 Rose Ct W, Great Barrington, MA 01230

  • 3 Beds
  • 2.5 Baths
  • 1,368 Sq Ft
  • Built 2006

  Last Sold Summary

  • 5% Below List Price
  • $278/SF
  • 93 Days On Market

  Current Estimated Value $390,536

  Last Listing Agent India Ward NON-MEMBER / RECIPROCAL

  6 Rose Ct W, Great Barrington, MA 01230
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  /15

  Est $413,837 Not Listed For Sale

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

  10 Stanley Dr, Great Barrington, MA 01230

  10 Stanley Dr, Great Barrington, MA 01230

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