Great Barrington, MA Homes

• 

  

  

  /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
• 

  

  

  /31

  $425,000 Sold Jun 27, 2025

  • 1,532 Sq Ft
  • $277/SF
  • 13 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1900

  242 State Rd, Great Barrington, MA 01230

  Charming in town 3 bedroom house with a beautifully landscaped back yard and a fenced in garden. Some recent up grades include a new kitchen, new bathroom, roof, mudroom. Wood floors through out with all kinds of original built ins. Open kitchen dining room with a double set of French doors to sunroom. House is move in ready. Does not include gas stove in sunroom. That has been removed.

  Suzann Ward HOUSATONIC REAL ESTATE

  242 State Rd, Great Barrington, MA 01230
• 

  

  

  /27

  Est $974,365 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,205 Sq Ft

  8 Lake View Rd, Great Barrington, MA 01230

  8 Lake View Rd, Great Barrington, MA 01230
• 

  

  

  /25

  $399,900

  • 4 Beds
  • 1 Bath
  • 1,337 Sq Ft

  153 State Rd, Great Barrington, MA 01230

  Neat as a pin cape walking distance to downtown Great Barrington and amenities, this home has been thoughtfully renovated top to bottom. This sweet property has 4 bedrooms, a full bath, and even a partially finished basement. The kitchen, complete with a large pantry, retains the charming mid century details, while appealing to the modern aesthetic. Outside, there is a nice flat side yard, and

  Lauren Rosen LANCE VERMEULEN RE, INC

  153 State Rd, Great Barrington, MA 01230
• 

  

  

  /48

  $885,000 Sold Jun 27, 2025

  • 1,757 Sq Ft
  • $504/SF
  • 24 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1947

  107 Christian Hill Rd, Great Barrington, MA 01230

  A Contemporary Cape loaded with charm is beautifully upgraded. The front porch addition has added a welcoming first impression. The current owner has reimagined the flow and improved room utilization on the first floor to create an open concept living room and kitchen area with cathedral ceiling, wood fireplace and French doors leading to a large backyard deck. The separate dining space also has

  Mary Naylor LANCE VERMEULEN RE, INC

  107 Christian Hill Rd, Great Barrington, MA 01230
• 

  

  /32

  Est $688,755 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,673 Sq Ft

  177 N Plain Rd, Great Barrington, MA 01230

  177 N Plain Rd, Great Barrington, MA 01230
• 

  

  /27

  $299,000

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

  54 Division St, Great Barrington, MA 01230

  PRICE DROP TO 299K IS FIRM.This beautifully renovated 1,792 sq. ft. home offers a unique opportunity for buyers seeking modern updates with the chance to add personal finishing touches. Major renovations including:*New Electrical and plumbing*New Windows*Fresh interior paint*kitchen with cabinets*Fully renovated first-floor bathroom*New 3-bedroom septic system*Primary bathroom with new toilet &

  John Segalla HOUSATONIC REAL ESTATE

  54 Division St, Great Barrington, MA 01230
• 

  

  /33

  $585,000 Sold Jun 20, 2025

  • 1,266 Sq Ft
  • $462/SF
  • 15 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1986

  115 Brush Hill Rd, Great Barrington, MA 01230

  Contemporary Design on Six Private Acres in Great Barrington!115 Brush Hill Road - a design-forward turnkey retreat in one of the Berkshires' most coveted areas.This post-mid-century contemporary blends natural materials, clean lines, and a light-filled layout with its serene, wooded surroundings.At the heart of the home is a soaring vaulted living room with exposed wood, skylights, and

  Jared Kelly WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  115 Brush Hill Rd, Great Barrington, MA 01230
• 

  

  /58

  Est $1,122,852 Not Listed For Sale

  • 3 Beds
  • 4 Baths
  • 3,228 Sq Ft

  162 Christian Hill Rd, Great Barrington, MA 01230

  162 Christian Hill Rd, Great Barrington, MA 01230
• 

  

  /13

  $850,000

  • Land
  • 22.74 Acres
  • $37,379 per Acre

  0 Lake Buel Rd, Great Barrington, MA 01230

  Residential development opportunity! This expansive parcel offers potential for 17 building sites, ideally located just minutes from downtown Great Barrington and Butternut Ski Area. The property abuts the iconic Appalachian Trail, offering tranquil access to nature and recreation. Build a cul-de-sac community where residents can experience the best of the Berkshires--hiking, skiing, and vibrant

  Tony Segalla LANCE VERMEULEN RE, INC

  0 Lake Buel Rd, Great Barrington, MA 01230
• 

  

  /29

  $415,000 Sold Jun 16, 2025

  • 1,485 Sq Ft
  • $279/SF
  • 13 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1986

  16 Forest Row, Great Barrington, MA 01230

  Forest Row is a Community Land Trust neighborhood, set on 20 acres with 18 households. Unit 16 sits on the southern end of the property looking into the woods. It is the back unit of one of the quadruplexes giving it a little more privacy. Entry is a tiled mud room/hall with coat closet bringing you into the main living level with an open plan; kitchen, living and dining with glass slider to the

  Jen Harvey COMPASS MASSACHUSETTS , LLC GB

  16 Forest Row, Great Barrington, MA 01230
• 

  

  /40

  Est $504,707 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,375 Sq Ft

  146 Hurlburt Rd, Great Barrington, MA 01230

  146 Hurlburt Rd, Great Barrington, MA 01230
• 

  

  /20

  $1,049,000

  • 4 Beds
  • 4 Baths
  • 2,322 Sq Ft

  97 Brush Hill Rd, Great Barrington, MA 01230

  Berkshires Sanctuary - A Fully Renovated Retreat with Appalachian Trail Access & Nearby Three Mile Pond.Tucked away in a landscape of towering trees and rolling hills, this exquisite four-bedroom and three-bathroom, retreat has been reimagined with over $650,000 in premium renovations, offering the perfect balance of luxury and nature. With direct access to Appalachian trail and Three Mile Pond,

  Maggie Merelle WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  97 Brush Hill Rd, Great Barrington, MA 01230
• 

  

  /23

  $450,000 Sold Jun 16, 2025

  • 1,008 Sq Ft
  • $446/SF
  • 26 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1989

  17 Railroad Ave, Great Barrington, MA 01230

  COMFORTABLE, LIGHT-FILLED CONTEMPORARY RANCH with impressive seasonal views of downtown Great Barrington. Open plan living room/dining/kitchen with a cast iron gas-fired stove. One bedroom. One bath. Marble stone patio. There is a three bay garage currently being used by the owner (who is a renowned local potter) as a studio/workshop. Two of the bays are heated by a cast iron wood stove.

  Tom Lynch COMPASS MASSACHUSETTS , LLC GB

  17 Railroad Ave, Great Barrington, MA 01230
• 

  

  /40

  Est $2,808,392 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 4,149 Sq Ft

  130 Hurlburt Rd, Great Barrington, MA 01230

  130 Hurlburt Rd, Great Barrington, MA 01230
• 

  

  /36

  $499,000

  • 4 Beds
  • 2 Baths
  • 2,076 Sq Ft

  36 Egremont Plain Rd, Great Barrington, MA 01230

  Don't miss this charming 4-bed, 2-bath home with 2 first-floor bedrooms and a full bath! Offering nearly 2,100 sq. ft. of living space and almost 1 acre of flat, dry land, this home provides plenty of room to grow. The breezeway connects the 2-car garage with newer doors and electric openers. Outside, enjoy a private patio, stone wall, and a shed for extra storage. The home has also just had the

  William Morrow WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  36 Egremont Plain Rd, Great Barrington, MA 01230
• 

  

  /28

  $285,000 Sold Jun 12, 2025

  • 1,089 Sq Ft
  • $262/SF
  • 51 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1900

  230 Grove St, Great Barrington, MA 01230

  Nestled just moments from the village center, this adorable three-bedroom cottage is full of character and opportunity. Featuring a bright and inviting living space, this home offers both charm and convenience.The semi-finished lower level provides a fantastic bonus area--perfect for a home office, playroom, or additional living space. Whether you're looking to move right in or add your personal

  Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  230 Grove St, Great Barrington, MA 01230
• 

  

  /28

  Est $559,892 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft

  3 Reed St, Great Barrington, MA 01230

  3 Reed St, Great Barrington, MA 01230
• 

  

  /26

  $609,000

  • 4 Beds
  • 2.5 Baths
  • 2,340 Sq Ft

  54 Egremont Plain Rd, Great Barrington, MA 01230

  New England farmhouse with distant views. Large common rooms & kitchen great room are bathed in sunlight. Beautiful pine floors & exposed beams throughout the 1st floor. Extra room on the first floor can be used as a bedroom or an office (not pictured.) Many structural renovations in 2004, central air, in line generator, in ground pool, screened porch & so much charm. The flat 3.89 acres allows

  Katie Williams STONE HOUSE PROPERTIES, LLC

  54 Egremont Plain Rd, Great Barrington, MA 01230
• 

  

  /35

  $233,000 Sold Jun 11, 2025

  • 1,942 Sq Ft
  • $120/SF
  • 6 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1900

  80 Division St, Great Barrington, MA 01230

  This Colonial home from the 1900s is a great project for those who enjoy that true handyman special, located near the lively town of Great Barrington in the Berkshires. With more than 1900 square feet of living space, the property requires significant repairs... replacement of roof, windows, siding, plus foundation work beneath the kitchen. The wood floors, walls, and ceilings are in good shape

  Susan Calkins STONE HOUSE PROPERTIES, LLC

  80 Division St, Great Barrington, MA 01230
• 

  /2

  Est $1,031,039 Not Listed For Sale

  • 10 Beds
  • 5 Baths
  • 6,832 Sq Ft

  35 Silver St, Great Barrington, MA 01230

  35 Silver St, Great Barrington, MA 01230
• 

  

  /31

  $4,900,000

  • 5 Beds
  • 6.5 Baths
  • 5,890 Sq Ft

  390 Tamaridge Rd, Great Barrington, MA 01230

  STUNNING LONG VIEWS, RARE 330+ ACRE PARCEL, ABUTS CONSERVATION LAND! Total seclusion and privacy, bucolic countryside with some open meadows and wooded hillside. Once a grand Berkshire estate, the property is comprised of the main Tudor style residence with indoor pool, shingled barn, Dutch colonial multi family dwelling, a guest house & several smaller sheds and workshop. The buildings are all

  Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  390 Tamaridge Rd, Great Barrington, MA 01230
• 

  

  /33

  $1,100,000 Sold Jun 06, 2025

  • 1,506 Sq Ft
  • $730/SF
  • 209 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1856

  102 Castle Hill Ave, Great Barrington, MA 01230

  A thoughtfully renovated former farmhouse on The Hill, within walking distance of Lake Mansfield and the town center. Flooded with light, the home features an eat-in kitchen with marble counters and Liebherr and Bosch appliances, open to a fully glassed family room and second dining area overlooking the backyard. With four bedrooms, two full baths, and the possibility for a first-floor primary

  Timothy Lovett COMPASS MASSACHUSETTS , LLC GB

  102 Castle Hill Ave, Great Barrington, MA 01230
• 

  

  /23

  Est $488,429 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,472 Sq Ft

  530 Main St, Great Barrington, MA 01230

  530 Main St, Great Barrington, MA 01230
• 

  

  /5

  $1,500,000

  • Land
  • 122.61 Acres
  • $12,234 per Acre

  685B S Egremont Rd, Great Barrington, MA 01230

  122+ Acres of Land in Egremont & Sheffield Only. Over 700 feet of frontage on Sheffield-Egremont Rd on the Egremont / Sheffield Border. Former use as Golf Course for the Egremont Country Club. *Does not include any acreage in Great Barrington. See MLS # 241894 for the full parcel of 225 Acres.

  Steven Weisz WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  685B S Egremont Rd, Great Barrington, MA 01230
• 

  

  /16

  $705,000 Sold Jun 06, 2025

  • 1,927 Sq Ft
  • $366/SF
  • 143 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2004

  251 Norfolk Rd, Great Barrington, MA 01230

  Moments to morning coffee at the iconic Southfield store, you'll find your private, yet accessible contemporary home completed in 2005.Set back from the road, the home offers a fantastic and sensible layout including a primary suite on the first floor as well as two bedrooms and shared bath. The spacious living, dining, kitchen (with fireplace and gathering space) all open to the west-facing

  Freddy Friedman BIRCH PROPERTIES

  251 Norfolk Rd, Great Barrington, MA 01230
• 

  

  /34

  Est $535,251 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,498 Sq Ft

  35 Pine St, Great Barrington, MA 01230

  35 Pine St, Great Barrington, MA 01230
• 

  

  /17

  $299,000

  • 2,950 Sq Ft

  16 Depot St, Great Barrington, MA 01230

  Prime Commercial / Residential / Multi-Family Space in Downtown Housatonic! A chance to create a central hub for commerce and discover the endless possibilities with a versatile commercial space. Spanning 2,950 square feet, this property offers a unique opportunity to breathe new life into the area and create a thriving business hub. Ready to be transformed into a cozy coffee shop, a vibrant meat

  John Segalla HOUSATONIC REAL ESTATE

  16 Depot St, Great Barrington, MA 01230
• 

  

  /43

  $579,000 Sold Jun 02, 2025

  • 1,932 Sq Ft
  • $300/SF
  • 5 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1966

  7 Dehon Rd, Great Barrington, MA 01230

  Charming Contemporary Retreat in a Peaceful Neighborhood! Welcome to this adorable home nestled on a quiet private dirt road! This beautifully refinished residence offers 1,932 sq. ft. of living space, featuring two bedrooms and two full bathrooms--ideal for families or those seeking extra room. Enjoy a spacious open living area and a stunning kitchen featuring fir wood cabinets. The second

  Claire Pollart LANCE VERMEULEN RE, INC

  7 Dehon Rd, Great Barrington, MA 01230
• 

  

  /47

  Est $703,764 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,391 Sq Ft

  36 Quarry St, Great Barrington, MA 01230

  36 Quarry St, Great Barrington, MA 01230
• 

  

  /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
• 

  

  /25

  $545,000 Sold Jun 02, 2025

  • 1,219 Sq Ft
  • $447/SF
  • 10 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1930

  14 Laurel St, Great Barrington, MA 01230

  This charming one-level bungalow is move-in ready and features a bright, open-concept living, dining, and kitchen area, perfect for easy living and entertaining. Enjoy plenty of natural light and the comfort of air conditioning for the summer months. Step outside to a fenced-in backyard--ideal for pets, gardening, or relaxing--plus a screened porch for outdoor enjoyment in any season. The

  Christian Deckert WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  14 Laurel St, Great Barrington, MA 01230
• 

  

  /23

  Est $475,498 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,972 Sq Ft

  30 Pine St, Great Barrington, MA 01230

  30 Pine St, Great Barrington, MA 01230
• 

  

  /43

  $675,000

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

  3 Lake Buel Rd, Great Barrington, MA 01230

  Discover the timeless allure of 'The Turning Point,' a quintessential Berkshire retreat nestled in the hills of Great Barrington. Originally a 1800's stagecoach stop, this enchanting 3600-square-foot property boasts a rich history as a thriving inn, short-term rental and home, offering 7 bedrooms and 6.5 bathrooms. Immerse yourself in its New England charm, complete with a wood stove, propane

  Tony Segalla LANCE VERMEULEN RE, INC

  3 Lake Buel Rd, Great Barrington, MA 01230
• 

  

  /22

  $525,000 Sold Jun 02, 2025

  • 2,517 Sq Ft
  • $209/SF
  • 18 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1956

  322 State Rd, Great Barrington, MA 01230

  Rustic Extended Ranch in Great Barrington, MAWelcome to your perfect retreat in the heart of the Berkshires! This charming 3-bedroom, 2-bath extended ranch offers the ideal blend of rustic charm and modern convenience.Spacious Kitchen: A sizeable kitchen with a convenient island, perfect for cooking and entertaining.Sun-Drenched Sitting Room: Relax in a beautiful sitting room with arched windows

  Geoffrey Roman Realty One Group Dream Makers

  322 State Rd, Great Barrington, MA 01230
• 

  

  /28

  Est $433,676 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,932 Sq Ft

  2 Pine St, Great Barrington, MA 01230

  2 Pine St, Great Barrington, MA 01230
• 

  

  /3

  $235,000

  • 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
• 

  

  /40

  $967,500 Sold May 30, 2025

  • 2,108 Sq Ft
  • $459/SF
  • 8 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1986

  91 Brush Hill Rd, Great Barrington, MA 01230

  A stylish four-bedroom, three-bath home located at the top of a sweeping drive. The traditional exterior gives way to a fresh, contemporary open floor plan, with a dedicated dining room that could also serve as a den or office. A large screened porch and sunny deck off the great room expand the living space, ideal for large gatherings and enjoying the landscaped five-acre property. All bedrooms

  Timothy Lovett COMPASS MASSACHUSETTS , LLC GB

  91 Brush Hill Rd, Great Barrington, MA 01230
• 

  

  /40

  Est $862,481 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,856 Sq Ft

  15 Higgins St, Great Barrington, MA 01230

  15 Higgins St, Great Barrington, MA 01230
• 

  

  /15

  $397,600

  • 1 Bed
  • 1 Bath
  • 568 Sq Ft

  148 Maple Ave Unit 12, Great Barrington, MA 01230

  Nestled amidst the picturesque embrace of Great Barrington, where the harmonious blend of nature and small-town charm unfolds, The Laurel beckons you into a realm of opulence and refinement. As you step inside, a grand two-story glass atrium lobby welcomes you with a breathtaking display of contemporary design and lavish furnishings. Lush plants and waterfalls adorn the walls, seamlessly

  Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  148 Maple Ave Unit 12, Great Barrington, MA 01230

Showing Results 201 - 240, Page 6 of 18