Great Barrington, MA Homes

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  /37

  $850,000

  • 3 Beds
  • 2.5 Baths
  • 2,330 Sq Ft

  138 Hillsdale Rd, Great Barrington, MA 01230

  Move-in-ready Colonial offering 3 bedrooms and 2.5 baths on a sunny, picturesque lot flanked by a beautiful stone wall, it is just seconds from the charming downtown. The main level features a living room with a striking fieldstone fireplace, formal dining room, kitchen, a spacious family room addition, an office and a full bath with a lovely soaking tub, and a powder room. The second level has

  Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  138 Hillsdale Rd, Great Barrington, MA 01230
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• 

  

  

  /103

  $3,500,000 Sold Sep 25, 2025

  6 Seekonk Cross Rd, Great Barrington, MA 01230

  • 4 Beds
  • 6 Baths
  • 7,000 Sq Ft
  • Built 2003

  Last Sold Summary

  • $500/SF
  • 22 Days On Market

  Current Estimated Value $3,489,000

  Last Listing Agent George Cain WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  6 Seekonk Cross Rd, Great Barrington, MA 01230
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  /34

  Est $977,255 Not Listed For Sale

  89 Division St, Great Barrington, MA 01230

  • 3 Beds
  • 2.5 Baths
  • 3,204 Sq Ft
  • Built 1810

  89 Division St, Great Barrington, MA 01230

  Last Sold Summary

  • 7% Above List Price
  • $286/SF
  • 168 Days On Market

  Last Sold Price $915,000

  Last Listing Agent Jen Harvey COMPASS MASSACHUSETTS , LLC GB
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  /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
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  /9

  $825,000 Sold Apr 14, 2025

  281 Main St Unit 13, Great Barrington, MA 01230

  • 2 Beds
  • 2.5 Baths
  • 1,566 Sq Ft
  • Built 2024

  Last Sold Summary

  • 7% Below List Price
  • $527/SF
  • 3 Days On Market

  Last Listing Agent Mandy Victor-pieczarka STONE HOUSE PROPERTIES, LLC

  281 Main St Unit 13, Great Barrington, MA 01230
• 

  

  /9

  Est $389,925 Not Listed For Sale

  148 Hillsdale Rd, Great Barrington, MA 01230

  • 3 Beds
  • 1 Bath
  • 1,040 Sq Ft
  • Built 1960

  148 Hillsdale Rd, Great Barrington, MA 01230

  Last Sold Summary

  • 28% Above List Price
  • $294/SF
  • 19 Days On Market

  Last Sold Price $305,500

  Last Listing Agent Elle Villetto William Pitt
• 

  

  /53

  $935,000

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

  20 Cooper Rd, Great Barrington, MA 01230

  This is the one you've been waiting for. A classic mid-century home on over 4 private acres, offering the ultimate Berkshire lifestyle. The bright, open-mid century floor plan provides a seamless flow, while two fireplaces add classic comfort. The home features 4 bedrooms, 3 baths, large office and a media room, offering flexibility for family and guests. Outside, your private resort awaits. A

  Tony Segalla LANCE VERMEULEN RE, INC

  20 Cooper Rd, Great Barrington, MA 01230
• 

  

  /24

  $550,000 Sold Aug 29, 2025

  34 Bridge St Unit 201, Great Barrington, MA 01230

  • 2 Beds
  • 2 Baths
  • 1,137 Sq Ft
  • Built 2019

  Last Sold Summary

  • 21% Below List Price
  • $484/SF
  • 58 Days On Market

  Current Estimated Value $586,540

  Last Listing Agent Comparable Listing COMPARABLE LISTING ONLY

  34 Bridge St Unit 201, Great Barrington, MA 01230
• 

  

  /34

  Est $634,524 Not Listed For Sale

  28 Manville St, Great Barrington, MA 01230

  • 4 Beds
  • 2 Baths
  • 1,995 Sq Ft
  • Built 1948

  28 Manville St, Great Barrington, MA 01230

  Last Sold Summary

  • 15% Above List Price
  • $276/SF
  • 83 Days On Market

  Last Sold Price $550,000

  Last Listing Agent Carrie Swift Heck COMPASS MASSACHUSETTS , LLC GB
• 

  

  /76

  $950,000

  • 3 Beds
  • 4 Baths
  • 2,900 Sq Ft

  29 Old Village Rd, Great Barrington, MA 01230

  First-time for this treasured dwelling to be available for purchase. This magical setting surrounded by lush gardens and plantings is just the beginning of the enchantment. Distant mountain views to the east brings your viewscape to Butternut Ski & beyond. Inside the dwelling is a large open living space & kitchen on the first floor. Separately, there is a first-floor Ensuite. Abutting the first

  Thomas Doyle, Sr. BISHOP WEST REAL ESTATE

  29 Old Village 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
• 

  

  /46

  Est $957,539 Not Listed For Sale

  11 Oak St, Great Barrington, MA 01230

  • 3 Beds
  • 2 Baths
  • 2,078 Sq Ft
  • Built 1906

  11 Oak St, Great Barrington, MA 01230

  Last Sold Summary

  • 7% Above List Price
  • $431/SF
  • 6 Days On Market

  Last Sold Price $895,000

  Last Listing Agent Timothy Lovett COMPASS MASSACHUSETTS , LLC GB
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  /38

  $796,000

  • 2 Beds
  • 2 Baths
  • 1,622 Sq Ft

  324 Park St, Great Barrington, MA 01230

  Architectural gem with lots of glass perched like a treehouse on the backside of Monument Mountain. The open, mid-century modern home was built in 2012 for maximum light, efficiency, and provides glittering views through the trees of the Housatonic River! 2 bedroom, 2 full baths-both ensuite + central AC, and a Scandinavian soapstone wood stove, permit included! Minutes from hiking trails, Taft

  Claudia Laslie LANCE VERMEULEN RE, INC

  324 Park St, Great Barrington, MA 01230
• 

  

  /27

  $580,000 Sold Mar 31, 2025

  34 Pleasant St, Great Barrington, MA 01230

  • 6 Beds
  • 2 Baths
  • 3,276 Sq Ft
  • Built 1900

  Last Sold Summary

  • 6% Above List Price
  • $177/SF
  • 7 Days On Market

  Current Estimated Value $603,890

  Last Listing Agent Mark Rosengren LANCE VERMEULEN RE, INC

  34 Pleasant St, Great Barrington, MA 01230
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  /4

  Est $719,190 Not Listed For Sale

  1609 County Rd, Great Barrington, MA 01230

  • 4 Beds
  • 2 Baths
  • 1,792 Sq Ft
  • Built 1991

  1609 County Rd, Great Barrington, MA 01230

  Last Sold Summary

  • 31% Above List Price
  • $307/SF
  • 24 Days On Market

  Last Sold Price $550,000

  Last Listing Agent Selina Lamb BIRCH PROPERTIES
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  /36

  $845,000 Pending

  • 4 Beds
  • 1.5 Baths
  • 1,952 Sq Ft

  115 Baldwin Hill Rd S, Great Barrington, MA 01230

  Beautifully appointed four-bedroom, one-and-a-half-bath contemporary New England farmhouse, perfectly situated in Egremont's most desirable location, Baldwin Hill. This thoughtfully designed residence blends timeless farmhouse charm with light filled rooms, delivering a serene retreat with Iconic Westerly Berkshire views. Protected land (APR Land) both front and rear ensure these views are

  Eric Steuernagle FAIRGROUND REAL ESTATE, INC

  115 Baldwin Hill Rd S, Great Barrington, MA 01230
• 

  

  /29

  $1,005,000 Sold Nov 20, 2025

  10 Alford Center Rd, Great Barrington, MA 01230

  • 4 Beds
  • 3.5 Baths
  • 2,895 Sq Ft
  • Built 1815

  Last Sold Summary

  • 9% Below List Price
  • $347/SF
  • 50 Days On Market

  Current Estimated Value $1,075,248

  Last Listing Agent George Cain WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  10 Alford Center Rd, Great Barrington, MA 01230
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  /42

  Est $440,394 Not Listed For Sale

  685 Stockbridge Rd, Great Barrington, MA 01230

  • 4 Beds
  • 1 Bath
  • 1,368 Sq Ft
  • Built 1900

  685 Stockbridge Rd, Great Barrington, MA 01230

  Last Sold Summary

  • 26% Above List Price
  • $256/SF
  • 120 Days On Market

  Last Sold Price $350,000

  Last Listing Agent Jose Larios Lamacchia Realty, Inc.
• 

  

  /56

  $799,000 Pending

  • 4 Beds
  • 2 Baths
  • 2,105 Sq Ft

  12 Barrington Place, Great Barrington, MA 01230

  Charming Renovated 1900 Colonial ''On The Hill''A beautifully updated home blends historic charm with modern amenities in a sought-after neighborhood. The thoughtfully opened floor plan features gorgeous wood floors and an abundance of natural light throughout. A chef's eat-in kitchen is complete with a center island and seamless flow into the spacious living room and den. A wood-burning

  Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  12 Barrington Place, Great Barrington, MA 01230
• 

  

  /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
• 

  

  /27

  Est $539,817 Not Listed For Sale

  24 Manville St, Great Barrington, MA 01230

  • 2 Beds
  • 2 Baths
  • 1,561 Sq Ft
  • Built 1943

  24 Manville St, Great Barrington, MA 01230

  Last Sold Summary

  • 24% Above List Price
  • $278/SF
  • 34 Days On Market

  Last Sold Price $434,000

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

  

  /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
• 

  

  /40

  $967,500 Sold May 30, 2025

  91 Brush Hill Rd, Great Barrington, MA 01230

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

  Last Sold Summary

  • 3% Below List Price
  • $459/SF
  • 8 Days On Market

  Current Estimated Value $984,930

  Last Listing Agent Timothy Lovett COMPASS MASSACHUSETTS , LLC GB

  91 Brush Hill Rd, Great Barrington, MA 01230
• 

  

  /36

  Est $1,053,331 Not Listed For Sale

  15 Cottage St, Great Barrington, MA 01230

  • 3 Beds
  • 2.5 Baths
  • 2,610 Sq Ft
  • Built 1900

  15 Cottage St, Great Barrington, MA 01230

  Last Sold Summary

  • $402/SF
  • 4 Days On Market

  Last Sold Price $1,050,000

  Last Listing Agent Tom Lynch COMPASS MASSACHUSETTS , LLC GB
• 

  

  /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
• 

  

  /45

  $1,400,000 Sold Oct 27, 2025

  21 Kalliste Hill, Great Barrington, MA 01230

  • 3 Beds
  • 2.5 Baths
  • 2,900 Sq Ft
  • Built 1981

  Last Sold Summary

  • 6% Below List Price
  • $483/SF
  • 123 Days On Market

  Current Estimated Value $1,428,197

  Last Listing Agent Tom Lynch COMPASS MASSACHUSETTS , LLC GB

  21 Kalliste Hill, Great Barrington, MA 01230
• 

  

  /77

  Est $604,520 Not Listed For Sale

  320 State Rd, Great Barrington, MA 01230

  • 3 Beds
  • 4 Baths
  • 2,701 Sq Ft
  • Built 1950

  320 State Rd, Great Barrington, MA 01230

  Last Sold Summary

  • 8% Above List Price
  • $207/SF
  • 206 Days On Market

  Last Sold Price $560,000

  Last Listing Agent Douglas Goudley WHEELER & TAYLOR REALTY CO., INC.
• 

  

  /31

  $649,000 Pending

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

  77 Grove St, Great Barrington, MA 01230

  LOCATION LOCATION LOCATION! Nestled on a quiet dead-end street near the Great Barrington Food Co-op and River Walk, this beautifully maintained Victorian blends charm and convenience. Inside, you'll find many original details, including hardwood floors, classic moldings, and a welcoming wrap-around front porch. The updated kitchen features a cozy breakfast nook, and very recent improvements

  Kate Lascar COMPASS MASSACHUSETTS , LLC GB

  77 Grove St, Great Barrington, MA 01230
• 

  

  /14

  $350,000 Sold May 19, 2025

  214 South St, Great Barrington, MA 01230

  • 3 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • Built 1948

  Last Sold Summary

  • 11% Below List Price
  • $350/SF
  • 189 Days On Market

  Last Listing Agent Suzann Ward HOUSATONIC REAL ESTATE

  214 South St, Great Barrington, MA 01230
• 

  

  /41

  Est $470,393 Not Listed For Sale

  533 Main St, Great Barrington, MA 01230

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft
  • Built 1940

  533 Main St, Great Barrington, MA 01230

  Last Sold Summary

  • 1% Above List Price
  • $581/SF
  • 163 Days On Market

  Last Sold Price $465,000

  Last Listing Agent Suzann Ward HOUSATONIC REAL ESTATE
• 

  

  /47

  $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
• 

  

  /47

  $1,463,000 Sold Jan 09, 2026

  16 Heberts Cove, Great Barrington, MA 01230

  • 3 Beds
  • 2.5 Baths
  • 2,153 Sq Ft
  • Built 2009

  Last Sold Summary

  • 6% Above List Price
  • $680/SF
  • 6 Days On Market

  Current Estimated Value $935,994

  Last Listing Agent Tony Segalla LANCE VERMEULEN RE, INC

  16 Heberts Cove, Great Barrington, MA 01230
• 

  

  /42

  Est $863,469 Not Listed For Sale

  4 Kirk St, Housatonic, MA 01236

  • 3 Beds
  • 1.5 Baths
  • 3,372 Sq Ft
  • Built 1880

  4 Kirk St, Housatonic, MA 01236

  Last Sold Summary

  • 11% Above List Price
  • $230/SF
  • 56 Days On Market

  Last Sold Price $775,000

  Last Listing Agent Claire Pollart LANCE VERMEULEN RE, INC
• 

  

  /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
• 

  

  /56

  $1,445,000 Sold Jan 13, 2026

  353 State Rd, Great Barrington, MA 01230

  • 5 Beds
  • 3 Baths
  • 2,688 Sq Ft
  • Built 1982

  Last Sold Summary

  • $538/SF
  • 53 Days On Market

  Current Estimated Value $1,428,654

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

  353 State Rd, Great Barrington, MA 01230
• 

  

  /54

  Est $1,207,195 Not Listed For Sale

  16 Seekonk Rd, Great Barrington, MA 01230

  • 5 Beds
  • 4 Baths
  • 2,940 Sq Ft
  • Built 1773

  16 Seekonk Rd, Great Barrington, MA 01230

  Last Sold Summary

  • 10% Above List Price
  • $374/SF
  • 59 Days On Market

  Last Sold Price $1,100,000

  Last Listing Agent Claire Pollart LANCE VERMEULEN RE, INC
• 

  

  /24

  $769,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,144 Sq Ft

  34 Bridge St Unit 309, Great Barrington, MA 01230

  One of the largest condo units available @ 34 Bridge St. Just minutes from the movies, shopping and restaurants. Views facing East Mountain to enjoy the sunrise. Beautiful morning light. Open floor plan with Juliette Balcony. Primary bedroom with private bathroom with double sinks. Both bedrooms include remote darkening shades. Stackable laundry and ac in unit. Includes plenty of storage with one

  Suzann Ward HOUSATONIC REAL ESTATE

  34 Bridge St Unit 309, Great Barrington, MA 01230
• 

  

  /69

  $1,997,000 Sold Nov 12, 2025

  20 Prospect St, Great Barrington, MA 01230

  • 4 Beds
  • 3.5 Baths
  • 3,000 Sq Ft
  • Built 1926

  Last Sold Summary

  • $666/SF
  • 16 Days On Market

  Current Estimated Value $1,916,682

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

  20 Prospect St, Great Barrington, MA 01230
• 

  

  /24

  Est $685,383 Not Listed For Sale

  163 N Plain Rd, Great Barrington, MA 01230

  • 4 Beds
  • 3 Baths
  • 2,073 Sq Ft
  • Built 1986

  163 N Plain Rd, Great Barrington, MA 01230

  Last Sold Summary

  • 34% Above List Price
  • $246/SF
  • 615 Days On Market

  Last Sold Price $510,000

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

  

  /58

  $675,000

  • 7 Beds
  • 6.5 Baths
  • 3,684 Sq Ft

  3 Lake Buel Rd, Great Barrington, MA 01230

  Tucked into the rolling hills of Great Barrington, The Turning Point has been welcoming travelers for more than two centuries. In the 1800s, stagecoaches once paused here--horses rested, stories were traded, and journeys quietly shifted direction. That spirit of arrival still lingers.Now spanning 3,600 square feet, this historic Berkshire retreat has lived many lives: a bustling inn, a beloved

  Tony Segalla LANCE VERMEULEN RE, INC

  3 Lake Buel Rd, Great Barrington, MA 01230

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