Berkshire, MA Homes

• 

  

  

  /54

  $649,000

  • 3 Beds
  • 2.5 Baths
  • 1,822 Sq Ft

  1862 Home Rd, Great Barrington, MA 01230

  Bordering large parcels of protected land, including the Appalachian Trail, this super-easy-to-maintain contemporary/split-level is in move-in condition. Nicely sited on one acre of land, offering a quiet location with privacy. The interior is light and bright, and the floor plan provides an efficient use of space with distinct gathering areas. The vaulted ceiling living room has a gas

  Lori Rose STONE HOUSE PROPERTIES, LLC

  1862 Home 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
• 

  

  

  /7

  Est $395,507 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,498 Sq Ft

  102 Egremont Plain Rd, Great Barrington, MA 01230

  102 Egremont Plain Rd, Great Barrington, MA 01230
• 

  

  

  /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
• 

  

  

  /33

  $740,000 Sold Jun 12, 2025

  • 2,114 Sq Ft
  • $350/SF
  • 41 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1950

  11 Prospect St, Great Barrington, MA 01230

  Nestled ''On the Hill'' in the heart of Great Barrington, this inviting 4-bedroom, 2.5-bath Colonial offers a perfect blend of comfort, style, and location. Just minutes to the tranquil Lake Mansfield, this home is ideal for those seeking both convenience and serenity.The generous living room is perfect for both family gatherings and quiet evenings, featuring a cozy pellet stove fireplace that

  Jessie Bennett WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  11 Prospect St, Great Barrington, MA 01230
• 

  

  /39

  Est $1,908,504 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 4,363 Sq Ft

  36 W Sheffield Rd, Great Barrington, MA 01230

  36 W Sheffield Rd, Great Barrington, MA 01230
• 

  

  /46

  $625,000

  • 3 Beds
  • 2 Baths
  • 2,066 Sq Ft

  63 Division St, Great Barrington, MA 01230

  Welcome to this beautifully updated home with frontage on the serene Williams River, just a short drive from downtown Great Barrington. Renovated in 2017, this home boasts modern convenience with cozy charm. Step inside to a bright, open kitchen featuring granite countertops, stainless steel appliances, a farmhouse sink, and Kraftmaid cabinetry. The first-floor primary suite offers peaceful

  Tony Segalla LANCE VERMEULEN RE, INC

  63 Division St, 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
• 

  

  /17

  Est $346,252 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,164 Sq Ft

  359 State Rd, Great Barrington, MA 01230

  359 State Rd, Great Barrington, MA 01230
• 

  

  /30

  $389,000

  • 3 Beds
  • 2 Baths
  • 1,618 Sq Ft

  212 Highland St, Housatonic, MA 01236

  Nestled on a corner lot in the desirable town of Housatonic, this New England Farmhouse offers an abundance of space, a rocking chair front porch, a private rear courtyard, and a one-car garage. On the first floor is a comfortable living room with wood floors, a primary bedroom, a full bathroom, a dining room, a kitchen, and a gathering room with a wood stove. The second floor has 2 bedrooms and

  Lori Rose STONE HOUSE PROPERTIES, LLC

  212 Highland St, Housatonic, MA 01236
• 

  

  /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
• 

  

  /22

  Est $590,520 Not Listed For Sale

  • 5 Beds
  • 2 Baths
  • 2,032 Sq Ft

  10 Ramsey Ave, Great Barrington, MA 01230

  10 Ramsey Ave, Great Barrington, MA 01230
• 

  

  /43

  $475,000

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

  127 Old Joe Rd, Great Barrington, MA 01230

  Nestled on a quiet country road, this well-kept ranch offers the ease of single-level living with ample space to relax, entertain, and make your own. The home features an inviting floor plan with plenty of natural light and room for upgrades, allowing you to personalize each space to your taste.Enjoy seamless indoor-outdoor living with a large back deck--perfect for gatherings or quiet mornings

  Tony Segalla LANCE VERMEULEN RE, INC

  127 Old Joe 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 $574,783 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,464 Sq Ft

  5 Benton Ave, Great Barrington, MA 01230

  5 Benton Ave, Great Barrington, MA 01230
• 

  

  /21

  $710,000

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

  111 Castle Hill Ave, Great Barrington, MA 01230

  Just around the corner from lovely Lake Mansfield in Great Barrington this comfortable cape is located in a most desirable site on the 'Hill'. Surrounded by blooming shrubs and trees, this 3 bedroom, two bath home has great classic character. Living room with fireplace, separate dining room, and an unfinished walkout allow potential expansion. Perfect spot to access biking, swimming, kayaking and

  Martha Piper THE KINDERHOOK GROUP - PITTSFIELD

  111 Castle Hill Ave, 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
• 

  

  /51

  Est $365,256 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,086 Sq Ft

  26 Avery Ln, Great Barrington, MA 01230

  26 Avery Ln, Great Barrington, MA 01230
• 

  

  /27

  $385,000

  • 3 Beds
  • 1 Bath
  • 872 Sq Ft

  26 Pine St, Great Barrington, MA 01230

  LAKE BUEL, NEW MARLBOROUGH COTTAGE!For the past 60 years this cottage has been a source of joy for the same family, now it is your turn. Affordable, simple, rustic three season cottage with deeded access to the lake. Well loved and nicely maintained, with updated kitchen, and a beautiful stone fireplace for those chilly evenings. Nice open plan Living/Dining area. Relax on the Deck or gather

  Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  26 Pine St, 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
• 

  

  /11

  Est $421,468 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 895 Sq Ft

  22 High St, Great Barrington, MA 01230

  22 High St, Great Barrington, MA 01230
• 

  

  /24

  $695,000

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

  80 Taconic Ave Unit 3, Great Barrington, MA 01230

  Welcome to Oakwood Condominium. A one car garage comes with unit. Plenty of additional parking. Lovely inground well manicured pool. Beautiful outdoor landscaping and sitting area. Private deck attached to unit for outdoor entertaining. This unit has been renovated over the years with updated kitchen with eat in nook area. All new windows and sliding doors. Gorgeous primary bathroom with radiant

  Suzann Ward HOUSATONIC REAL ESTATE

  80 Taconic Ave Unit 3, 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
• 

  

  /36

  Est $493,796 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft

  6 Parley St, Great Barrington, MA 01230

  6 Parley St, Great Barrington, MA 01230
• 

  

  /37

  $600,000

  • 6 Beds
  • 5 Baths
  • 3,502 Sq Ft

  53 Mahaiwe St, Great Barrington, MA 01230

  A prime investment opportunity in the heart of downtown Great Barrington. This 5-unit residential property features a desirable mix of four one-bedroom apartments and one two-bedroom unit. A significant advantage for this building is that all units are serviced by their own separate heating and electrical systems. Its convenient downtown location ensures high demand due to walking proximity to

  Tony Segalla LANCE VERMEULEN RE, INC

  53 Mahaiwe St, Great Barrington, MA 01230
• 

  

  /18

  $317,000 Sold May 30, 2025

  • 760 Sq Ft
  • $417/SF
  • 9 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1965

  155 Division St, Great Barrington, MA 01230

  Great things come in small packages! Unique, sweet bungalow on one acre close to downtown Great Barrington and Housatonic. This home is bursting with personality and charm. Situated on a private acre with lush greenery, it feels like a little escape from daily life. Lofted ceilings and large windows fill the space with light and air. Vintage features, such as an enameled kitchen sink, Ming green

  Lauren Rosen LANCE VERMEULEN RE, INC

  155 Division St, Great Barrington, MA 01230
• 

  

  /26

  Est $385,911 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,173 Sq Ft

  84 Division St, Great Barrington, MA 01230

  84 Division St, Great Barrington, MA 01230
• 

  

  /62

  $1,330,000

  • 16 Beds
  • 10 Baths
  • 8,870 Sq Ft

  6 Manville St, Great Barrington, MA 01230

  A prime investment opportunity in the heart of downtown Great Barrington. This 10-unit residential property features a desirable mix of six spacious two-bedroom apartments and four one-bedroom units. The two-bedroom apartments are particularly appealing, all offering private balconies and fireplaces, with three of these premium units also including formal dining rooms and Jack-and-Jill style

  Tony Segalla LANCE VERMEULEN RE, INC

  6 Manville St, 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
• 

  

  /32

  Est $846,015 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,294 Sq Ft

  65 Monument Valley Rd, Great Barrington, MA 01230

  65 Monument Valley Rd, Great Barrington, MA 01230
• 

  

  /31

  $589,000 Open Sun 11AM - 12:30PM

  • 4 Beds
  • 2 Baths
  • 2,148 Sq Ft

  70 Main St, Great Barrington, MA 01230

  OPEN HOUSE SAT, JULY 26TH 12-1:3PMCharming 1790 Historic Home in the Heart of South EgremontNestled on a beautifully landscaped 0.8-acre lot in the heart of the village, this 4-bedroom, 2-bath home blends timeless charm with modern convenience. Built in 1790 it features wide plank floors, built-ins, and a fireplace with a historic Dutch oven.Enjoy local access to shops and dining, with scenic

  Judi Panzano HOUSATONIC REAL ESTATE

  70 Main St, Great Barrington, MA 01230
• 

  

  /63

  $620,000 Sold May 30, 2025

  • 2,117 Sq Ft
  • $293/SF
  • 187 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2000

  181 Main Rd, Great Barrington, MA 01230

  Meadowside is a custom built Segalla home that is a wonderful 3-bedroom, 2.5-bathroom contemporary home on 3.3 bucolic acres in Monterey. Open plan offers a half bath/ laundry room combo off the spacious kitchen, dining room, and living room that are just drenched in natural day light. Sleeping quarters have their own wing, down the hall are two good sized bedrooms, both contain large light

  David Carlson FAIRGROUND REAL ESTATE, INC

  181 Main Rd, Great Barrington, MA 01230
• 

  

  /29

  Est $351,139 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 826 Sq Ft

  147 Maple Ave, Great Barrington, MA 01230

  147 Maple Ave, Great Barrington, MA 01230
• 

  

  /28

  $695,000

  • 3 Beds
  • 1.5 Baths
  • 1,500 Sq Ft

  51 Downs Rd, Great Barrington, MA 01230

  LAKE HOME IN NEW MARLBOROUGH MA 4 season home with /WATER VIEWS of LAKE BUEL....this home is 3 bedrooms and 1.5 baths, new propane gas boiler and water heater, many new windows, private well and septic....2 large decks, screen porch, fireplace, wood floors, washer/dryer, vinyl siding, eat-in kitchen, oversized two-car garage with second-floor loft area.Access to a shared deeded row with small

  Patrice Melluzzo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  51 Downs Rd, Great Barrington, MA 01230
• 

  

  /33

  $802,000 Sold May 27, 2025

  • 3,016 Sq Ft
  • $266/SF
  • 226 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1900

  399 State Rd, Great Barrington, MA 01230

  Classic Colonial transformed for today's living and entertainment. Excellent location just down from Butternut and 3 miles into the center of Great Barrington. House borders conservation land and boasts beautiful gardens, stone walls, fruit tree Orchard. This move in condition home features three en suite bedrooms and baths with radiant heat. Central A/C, spacious great room, Viking range, Sub

  Susan Baum BERKSHIRE HOMES AND CONDOS

  399 State Rd, Great Barrington, MA 01230
• 

  

  /31

  Est $599,120 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,347 Sq Ft

  22 Monument Valley Rd, Great Barrington, MA 01230

  22 Monument Valley Rd, Great Barrington, MA 01230
• 

  

  /20

  $999,999

  • 5 Baths
  • 5,180 Sq Ft

  406 Main St, Great Barrington, MA 01230

  FOR SALE: Prime Downtown Great Barrington Gem - Endless Possibilities! Welcome to 406 Main Street, a rare opportunity in the heart of downtown Great Barrington, MA. Just steps from bustling Main Street shops and restaurants, this versatile 5,180 sq ft building offers exceptional potential for residential, commercial, or creative mixed-use transformation.Zoned B2, the property allows for

  Jason Saphire www.HomeZu.com

  406 Main St, Great Barrington, MA 01230
• 

  

  /14

  $350,000 Sold May 19, 2025

  • 1,000 Sq Ft
  • $350/SF
  • 189 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1948

  214 South St, Great Barrington, MA 01230

  Great starter home in town. Nice private back yard. Three bedrooms with one bath. Wood floors new carpets freshly painted. Empty and ready to go. Attic space could be finished for more space.

  Suzann Ward HOUSATONIC REAL ESTATE

  214 South St, Great Barrington, MA 01230
• 

  

  /7

  Est $780,286 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,784 Sq Ft

  215 Cross Rd, Great Barrington, MA 01230

  215 Cross Rd, Great Barrington, MA 01230
• 

  

  /20

  $1,250,000

  • 2 Beds
  • 2 Baths
  • 1,584 Sq Ft

  114 Brush Hill Rd, Great Barrington, MA 01230

  New Build Contemporary. Timbercraft Homes & Rosengren Architects collaborated to create this Contemporary 1584 square foot 2 bedroom home. Clean lines and simple one level living. Energy efficient Home with beautiful oak floors, custom kitchen open to dining and living room. Primary bedroom spacious and bright with well appointed bathroom and walk-in closet. Fireplace, dual fuel heating and AC. 1

  Mark Rosengren LANCE VERMEULEN RE, INC

  114 Brush Hill Rd, Great Barrington, MA 01230

Showing Results 81 - 120, Page 3 of 18