Great Barrington, MA Homes

• 

  

  

  /56

  $1,150,000 Pending

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

  213 Egremont Plain Rd, Great Barrington, MA 01230

  This 1700's-era former inn has been recently renovated from top to bottom, preserving its historic New England charm & seamlessly blending all the modern amenities for a comfortable country cottage lifestyle. The home offers 4 bedrooms and 4 baths over 3 generous levels of living areas. The ground level first floor features a cozy & inviting great room with decorative antique fireplace and new

  

  Dan Alden

  ALDEN COUNTRY REAL ESTATE SERVICES

  (413) 475-9305

  213 Egremont Plain Rd, 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
• 

  

  

  /43

  $850,000 Sold Nov 24, 2025

  • 1,964 Sq Ft
  • $433/SF
  • 90 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1986

  126 Christian Hill Rd, Great Barrington, MA 01230

  HIDDEN GEM!!! Enjoy the best of both worlds with privacy in a country setting, only minutes from town. Thisbeautiful property is set back off the road in a lovely clearing, surrounded by 2 acres of woodsfor privacy. Mature perennial gardens enhance the natural beauty of this saltbox-style home.Solidly built in the 1980s with many upgrades including; A new kitchen (2021) with all newappliances,

  Suzann Ward HOUSATONIC REAL ESTATE

  126 Christian Hill Rd, Great Barrington, MA 01230
• 

  

  

  /17

  Est $439,936 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 781 Sq Ft

  281 Main St Unit 4, Great Barrington, MA 01230

  281 Main St Unit 4, Great Barrington, MA 01230
• 

  

  

  /29

  $485,000 Pending

  • 2 Beds
  • 1 Bath
  • 960 Sq Ft

  36 Castle Ln, Great Barrington, MA 01230

  Charming Renovated Cottage on The Hill - Great Barrington, MADiscover this beautifully renovated Four Square-style cottage in the heart of Great Barrington's coveted ''The Hill'' neighborhood--a rare pied-a-terre offering classic charm with modern upgrades. This delightful 2-bedroom home is nestled in the Southern Berkshires, just moments from downtown, Lake Mansfield, and preserved natural

  

  Selina Lamb

  BIRCH PROPERTIES

  (413) 414-5590

  36 Castle Ln, Great Barrington, MA 01230
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  /30

  $2,950 total monthly price

  • 1 Bath
  • Property for Rent

  343 Main St, Great Barrington, MA 01230

  New Apartments in the W.K. Garage Block - Main Street, Great BarringtonBe the first to live in these brand-new apartments located in the heart of Great Barrington. A variety of sleek studio, one-bedroom, and two-bedroom residences are now available, with monthly rents ranging from $2,400 to $3,200. Designed with modern style and industrial touches, each apartment features stainless steel

  Christian Deckert WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  343 Main St, Great Barrington, MA 01230
• 

  $805,000 Sold Nov 24, 2025

  • 2,389 Sq Ft
  • $337/SF
  • 38 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1984

  1900 Home Rd, Great Barrington, MA 01230

  Nestled in one of the most desirable areas of Western Massachusetts, this spacious 4-bedroom, 3-bathroom post-and-beam home offers the perfect blend of rustic charm and modern efficiency. Thoughtfully designed with exposed wood beams, cathedral ceilings, and skylights that flood the interior with natural light, this property exudes warmth and character throughout.Set on a serene lot that

  Andrew Gates Houlihan Lawrence Inc.

  1900 Home Rd, Great Barrington, MA 01230
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  /10

  Est $360,307 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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  /23

  $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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  /30

  $3,400 total monthly price

  • 2 Beds
  • 2 Baths
  • 1,140 Sq Ft
  • Condo for Rent

  34 Bridge St Unit 200, Great Barrington, MA 01230

  Live the convenient downtown life in this sunny 2-bedroom, 2-bath apartment at Powerhouse Square! This recently built and modern apartment offers the best of downtown Great Barrington living from a quiet, off-street location. Enjoy bright, open spaces with nine-foot ceilings, large windows, and a private "Juliet" balcony. The apartment features a kitchen with granite countertops and stainless

  34 Bridge St Unit 200, Great Barrington, MA 01230
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  /29

  $1,005,000 Sold Nov 20, 2025

  • 2,895 Sq Ft
  • $347/SF
  • 50 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1815

  10 Alford Center Rd, Great Barrington, MA 01230

  1815 Antique Alford Colonial Beauty on 13.5 Acres! It has been over 25 years since this one of a kind property has been listed for sale. Not only does this home sport 4 bedrooms and 3 1/2 bathrooms, but it also has a fabulous two-story barn-like structure ready to be made into a terrific entertainment area for events large and small. Did you know that Alford was one of the first Berkshire

  George Cain WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  10 Alford Center Rd, Great Barrington, MA 01230
• 

  

  /28

  Est $618,772 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
• 

  

  /69

  $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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  /36

  $18 total monthly price

  • 2 Baths
  • 2,490 Sq Ft
  • Property for Rent

  789 Main St, Great Barrington, MA 01230

  An updated commercial condo in a prime location! This versatile space features flexible layout options, and abundant natural light--ideal for office, retail, or professional use. Situated in a high-traffic area with excellent visibility and easy access to major roads and public transit. Perfect for businesses seeking a polished, move-in-ready space in a thriving commercial hub.

  Michael Harrigan BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  789 Main St, Great Barrington, MA 01230
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  /48

  $879,000 Sold Nov 17, 2025

  • 1,831 Sq Ft
  • $480/SF
  • 9 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1977

  7 Abbey Hill Dr, Great Barrington, MA 01230

  This home combines striking natural scenery w/ meticulous craftsmanship & functional elegance. Located in one of Great Barrington's loveliest neighborhoods it boasts sensational mountain views, large windows, walkability to town & lake, and vibrant gardens. An open living/dining space flows into a 4 season sunroom w/ cathedral ceiling. Enjoy the front pergola taking in the beautiful mountain

  Katie Williams STONE HOUSE PROPERTIES, LLC

  7 Abbey Hill Dr, Great Barrington, MA 01230
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  /28

  Est $638,245 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
• 

  

  /40

  $749,000

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

  81 Castle Hill Ave, Great Barrington, MA 01230

  With its excellent curb appeal, charm and location, this property delivers! The inviting exterior exudes timeless appeal, while the sun-drenched three season porch provides an ideal space to relax and enjoy the southeastern mountain views.. Inside, warm and flexible living spaces, a cozy fireplace, a bright & sunny dining nook with skylight, and other rooms that easily adapt to your lifestyle

  Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  81 Castle Hill Ave, 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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  /53

  $885,000 Sold Nov 14, 2025

  • 1,748 Sq Ft
  • $506/SF
  • 4 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2005

  44 Castle Hill Ave, Great Barrington, MA 01230

  This Colonial on the Hill in GB is located on a quiet street. This home is just beautiful inside and needs nothing. Three Bedrooms, Three Full Baths, lots of natural light throughout the home. Large kitchen, Livingroom with gas fireplace, and Lounge offers a nice space for entertaining and relaxing. Walk out basement with easy breathe system allows for a clean, dry, easy accessible basement with

  Ashley Canger LANCE VERMEULEN RE, INC

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

  Est $1,209,971 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
• 

  

  /32

  $1,475,000

  • 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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  /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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  /69

  $1,997,000 Sold Nov 12, 2025

  • 3,000 Sq Ft
  • $666/SF
  • 16 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1926

  20 Prospect St, Great Barrington, MA 01230

  Charming 1926 stucco residence situated in a highly desirable neighborhood in Great Barrington MA. This home has been meticulously maintained and tastefully updated. The approximately 3000 sq ft home on 3 floors includes 4 bedrooms and 3.5 updated baths. The welcoming Goshen stone walkway leads to a wide and inviting covered porch. A windowed oak door opens to a wide foyer, with dining room on

  Patrice Melluzzo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  20 Prospect St, Great Barrington, MA 01230
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  /42

  Est $489,300 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,112 Sq Ft

  115 Bridge St, Great Barrington, MA 01230

  115 Bridge St, Great Barrington, MA 01230
• 

  

  /56

  $1,450,000

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

  353 State Rd, Great Barrington, MA 01230

  The Woodlands -- A Private 74-Acre Retreat in Great Barrington!A rare opportunity to own a private and picturesque Berkshire retreat in the heart of Great Barrington. Set on seventy-four acres of meadow, orchard, and forest, The Woodlands offers a refuge of uncommon scale and serenity--just two minutes from Ski Butternut and five minutes to downtown Great Barrington's restaurants, shops, and

  Jared Kelly WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  353 State Rd, Great Barrington, MA 01230
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  /33

  $18 total monthly price

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

  34 Bridge St, Great Barrington, MA 01230

  We have 3 space 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 spaces

  Anthony Blair STONE HOUSE PROPERTIES, LLC

  34 Bridge St, Great Barrington, MA 01230
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  /51

  $846,000 Sold Nov 10, 2025

  • 2,544 Sq Ft
  • $333/SF
  • 4 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1987

  4 Pleasant View Dr, Great Barrington, MA 01230

  Escape to your own private oasis on THE HILL on 1.69 acres in Gt. Barrington, just moments away from downtown. This beautiful three-plus bedroom, three-bath expanded Cape style home is a true gem waiting for you to make it yours. -First-floor primary en-suite for convenience and luxury.- Second-floor en-suite with beautiful extra space, giving you endless possibilities to customize your living

  Matt Carlino MACCARO REAL ESTATE

  4 Pleasant View Dr, Great Barrington, MA 01230
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  /26

  Est $547,806 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
• 

  

  /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
• 

  

  /17

  $393,000 Sold Nov 07, 2025

  • 2,034 Sq Ft
  • $193/SF
  • 40 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2006

  4 Rose Ct W, Great Barrington, MA 01230

  Welcome to 4 Rose Court, a beautifully maintained townhouse located in the serene and sought-after community of Great Barrington, MA. This spacious home offers 3 bedrooms, 2.5 bathrooms, and 2,034 sq ft of thoughtfully designed living space spread over three levels.Built in 2006, this home combines modern features with the ease of condominium living, making it the perfect retreat or year-round

  David Carlson FAIRGROUND REAL ESTATE, INC

  4 Rose Ct W, Great Barrington, MA 01230
• 

  

  /25

  Est $660,777 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
• 

  

  /43

  $1,390,000

  • 5 Beds
  • 4.5 Baths
  • 2,900 Sq Ft

  228 East St, Great Barrington, MA 01230

  Great Barrington A masterful rebuild with reverence for Great Barrington's past and a bold reimagining for modern living. This 5-bedroom, 4-1/2 bath colonial sits in-town and blends historic charm with contemporary luxury for effortless, years-long comfort.Property Highlights5 Bedrooms | 4 Full Baths + 1 Half Bath**Complex rebuild from the ground up** - preserved nod to the town's heritage with a

  Eric Steuernagle FAIRGROUND REAL ESTATE, INC

  228 East St, Great Barrington, MA 01230
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  /4

  $99,000 Sold Nov 06, 2025

  • Land
  • 0.23 Acre
  • $430,435 per Acre

  • 3 Days On Market

  0 Lake Ave, Great Barrington, MA 01230

  In a desirable neighborhood setting, this lot offers a great opportunity to be ''on the hill''. A short stroll to Lake Mansfield and town center.Lightly wooded and gently sloped.

  Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  0 Lake Ave, Great Barrington, MA 01230
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  /37

  Est $745,541 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
• 

  

  /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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  /36

  $655,500 Sold Nov 06, 2025

  • 2,272 Sq Ft
  • $289/SF
  • 131 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1900

  204 Cottage St, Great Barrington, MA 01236

  TWO HOMES FOR FAMILY LIVING OR INVESTMENT! So much to love about this property. The Main House exudes charm & warmth, and across the way a 2004 Cottage was added, creating the perfect income producer, family dwelling or Guest house. The Main house is tastefully updated preserving the cozy esthetic. 2 Bedroom, 2 Bath, Den, Great Room, and Country Kitchen. The Cottage, w/open plan living has

  Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  204 Cottage St, Great Barrington, MA 01236
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  /21

  Est $448,045 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 960 Sq Ft

  121 Jug End Rd, Great Barrington, MA 01230

  121 Jug End Rd, Great Barrington, MA 01230
• 

  

  /56

  $799,000

  • 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
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  /32

  $630,000 Sold Nov 03, 2025

  • 1,557 Sq Ft
  • $405/SF
  • 23 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1942

  22 Castle Hill Ave, Great Barrington, MA 01230

  A charming home on The Hill in Great Barrington, this classic Cape offers three bedrooms, two baths, and a versatile den opening to the back deck. A first-floor bedroom and full bath provide ease of living, while the gracious living room, with its wood-burning fireplace and built-in bookshelves, anchors the home. The dining room features a bow window overlooking the front garden, and the sunny

  Timothy Lovett COMPASS MASSACHUSETTS , LLC GB

  22 Castle Hill Ave, Great Barrington, MA 01230

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