Great Barrington, MA Homes for Sale

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  /20

  $1,229,000

  • 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
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  /26

  $699,000

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

  54 Egremont Plain Rd, Great Barrington, MA 01230

  Great New England farmhouse with really nice views. Common rooms are amply sized and the kitchen great room is perfect for many different activities. Extra room on the first floor can be used as a bedroom or an office (not pictured.) Many extras - structural renovations in 2004, central air, in line generator, in ground pool, screened porch and so much charm. Nice 3.89 acre parcel with detached

  Katie Williams STONE HOUSE PROPERTIES, LLC

  54 Egremont Plain Rd, Great Barrington, MA 01230
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  /10

  $549,000

  • 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. Gorgeous flowering crabapple

  William Morrow WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  36 Egremont Plain Rd, Great Barrington, MA 01230
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  /31

  $5,995,000

  • 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
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  /46

  $650,000

  • 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
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  /53

  $3,150,000

  • 5 Beds
  • 4.5 Baths
  • 5,238 Sq Ft

  56 Crooked Hill Rd, Great Barrington, MA 01230

  Alford Stunner! Exceptionally Designed Turnkey Home with Mountain Views!Completed in 2006, this 5200+ sq ft architect-designed home comes to the market for the first time. Meticulously curated materials, interior designer finishes, and a high-end build culminate in this showpiece home on 19.3 acres, with gunite pool and pool house.Upon entry, this home exudes warmth, style, and comfort - the

  Elle Villetto WILLIAM PITT SOTHEBY'S - LENOX

  56 Crooked Hill Rd, Great Barrington, MA 01230
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  /13

  $325,000

  • Land
  • 10 Acres
  • $33,854 per Acre

  297 N Plain Rd, Housatonic, MA 01236

  Perfect for a very private family compound. GB zoning allows three dwelling units to be built by right. Cleared one acre level house site with driveway and underground utilities brought in. Over $44,000 in site improvements plus survey and perc testing. 700' of frontage on the lovely clear, Williams River including three islands. Bathe, swim, fish, tube, cold plunge, let your imagination run

  Claudia Crane COMPASS MASSACHUSETTS , LLC GB

  297 N Plain Rd, Housatonic, MA 01236
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  /25

  $299,000

  • 3 Beds
  • 1.5 Baths
  • 1,414 Sq Ft

  39 Christian Hill Rd, Great Barrington, MA 01230

  GREAT OPPORTUNITY FOR A SWEET FIXER-UPPER! A feel good house, that with some cosmetics, could be your happy home. So much potential, with wood floors, tall ceilings, front porch and a back deck over looking a lovely, private back yard. A good, solid house, renovation worthy. Not a drive by, interior has much to offer. Trail to nearby Lake Mansfield, and a short walk to town center. House being

  Helen Mullany HELEN MULLANY REAL ESTATE, LLC

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

  $1,500,000

  • Land
  • 123 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
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  /21

  $295,000

  • 4 Beds
  • 1 Bath
  • 1,704 Sq Ft

  1114 County Rd, Great Barrington, MA 01230

  1950's Cape on 7.5 acres along a country road. This 4 bedroom home has a main floor with nice size kitchen, dining room, living room with fireplace, 2 bedrooms and a full bath. Upstairs there are two more bedrooms and a small office and good attic storage. Screened in porch off the living room, wood floors and beautiful yard. Roof is old (estimate attached in docs), Title V failed and seller is

  Jen Harvey COMPASS MASSACHUSETTS , LLC GB

  1114 County Rd, Great Barrington, MA 01230
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  /40

  $1,590,000

  • 11 Beds
  • 12.5 Baths
  • 8,134 Sq Ft

  518 Main St, Great Barrington, MA 01230

  The iconic Wainwright Inn, built in 1766, is ideally located on Main Street in Great Barrington, the largest town & hub of the famous Berkshires vacation destination in Western Massachusetts. The Inn consists of a main house with 9 guest suites & a spacious owner's suite, & a carriage house with an apartment & two additional guest suites. In pristine condition, the current owners have improved

  Tanya LeRose THE KINDERHOOK GROUP - PITTSFIELD

  518 Main St, Great Barrington, MA 01230
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  /27

  $529,000

  • 4 Beds
  • 2 Baths
  • 1,634 Sq Ft

  1068 Main St, Housatonic, MA 01236

  Very unique duplex in the heart of Housatonic! This very cool house combines antique charm, contemporary style, and a convenient village location to suit many uses and lifestyles. Currently configured as two leased 2 br/1ba apartments, it could easily be converted back to a single-family residence or provide income to an owner-occupant. Each unit offers a bright & cheery eat-in kitchen, living

  Dan Alden ALDEN COUNTRY REAL ESTATE SERVICES

  1068 Main St, Housatonic, MA 01236
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  /15

  $728,000

  • 3 Beds
  • 2.5 Baths
  • 1,927 Sq Ft

  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
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  /33

  $475,000

  • 3 Beds
  • 1 Bath
  • 1,698 Sq Ft

  12 W Plain Rd, Great Barrington, MA 01230

  Whether the perfect place to downsize to or as a weekend get-away, this comfortable home delivers! The sensible floor plan flows nicely. The main living area opens to a Great Room with tall ceilings, skylight and custom wood work. Relax, Dine & Entertain on the expansive deck, while enjoying the peaceful surroundings. Carefree and manageable one story living. With 7.5 Acres, there is plenty

  Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  12 W Plain Rd, Great Barrington, MA 01230
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  /85

  $1,495,000

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

  124 Egremont Plain Rd, Great Barrington, MA 01230

  This home has just about everything you're looking for and more!A 4.62 acre private setting, just 5 minutes into Great Barrington and low Egremont taxes! 4 Beds & 4.5 baths with an in law loft apartment. Wide open back yard with plenty of room for a pool if you dont feel like cooling off in the crisp & refreshing Green River at the rear end of the property. First level of home has a primary suite

  Lawrence Reilly BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  124 Egremont Plain Rd, Great Barrington, MA 01230
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  /65

  $1,995,000

  • 3 Beds
  • 2 Baths
  • 2,990 Sq Ft

  87 Alford Rd, Great Barrington, MA 01230

  Welcome to Great Pine Farm, a once in a lifetime opportunity to own a stunning 200-acre horse farm, where unspoiled natural beauty meets functional equestrian amenities. A large portion of this land is thoughtfully protected by the Berkshire Natural Resources Council (BNRC), ensuring the preservation of its meadows, cornfields, woodlands, walking/riding paths and tranquil brooks. At the heart of

  Tony Segalla LANCE VERMEULEN RE, INC

  87 Alford Rd, Great Barrington, MA 01230
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  /32

  $795,000

  • 4 Beds
  • 2.5 Baths
  • 2,422 Sq Ft

  367 N Plain Rd, Housatonic, MA 01236

  1880 4 Bedroom Colonial in a beautiful Pastoral setting. Open Living and Kitchen plan.Permitted wood burning stove in living room. Second floor has 3 bedrooms, one is a generously sized en-suite. Garage was converted partially for a perfect home office or 4th bedroom. Laundry facilities and half bath located on 1st floor. Outdoor space includes a deck, a partially fenced portion of yard for a dog

  Mark Rosengren LANCE VERMEULEN RE, INC

  367 N Plain Rd, Housatonic, MA 01236
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  /16

  $315,000

  • 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
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  /32

  $499,000

  • 4 Beds
  • 2 Baths
  • 1,152 Sq Ft

  127 Old Joe Rd, Great Barrington, MA 01230

  PERFECT ONE LEVEL LIVING! Great location, 4 Bedrooms & Two Full Baths! This well maintained Ranch is a compact and efficient layout. A large sunny Living Room with corner gas fireplace, and an open Kitchen/ Dining area that expands out to a private deck for your Summer entertaining and relaxing. Ample closets throughout, a Mud room entry, attached Garage, convenient 1st floor laundry. The

  Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  127 Old Joe Rd, Great Barrington, MA 01230
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  /25

  $619,500

  • 3 Beds
  • 2 Baths
  • 1,631 Sq Ft

  28 Monument Valley Rd, Great Barrington, MA 01230

  Classic family home in Great Barrington. 3 Bedroom 2 Bath on almost 2 acres. First floor large Primary bedroom, wrap around porch, deck and oversized heated garage with office space above. Enjoy the Berkshires with all it has to offer; Butternut ski area around the corner, schools, Tanglewood, theaters and restaurants all conveniently located nearby.

  Mark Rosengren LANCE VERMEULEN RE, INC

  28 Monument Valley Rd, Great Barrington, MA 01230
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  /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
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  /43

  $725,000

  • 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
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  /63

  $5,900,000

  • 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

  Elyse Morris ELYSE HARNEY REAL ESTATE

  25 W Sheffield Rd, Great Barrington, MA 01230
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  /3

  $265,000

  • Land
  • 4.37 Acres
  • $60,641 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
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  /15

  $798,700

  • 2 Beds
  • 2 Baths
  • 1,141 Sq Ft

  148 Maple Ave Unit 28, 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 28, Great Barrington, MA 01230
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  /15

  $753,200

  • 2 Beds
  • 2 Baths
  • 1,076 Sq Ft

  148 Maple Ave Unit 26, 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 26, Great Barrington, MA 01230
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  /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
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  /10

  $265,000

  • Land
  • 1.42 Acres
  • $186,097 per Acre

  6 van Deusenville Rd, Great Barrington, MA 01230

  Residential Development of 5 building sites. 3 just SOLD. This 1.4 acres lot is surrounded by rows of Norway Spruces, and ready to build a home with sunny views to Monument Mountain. 5 minutes into downtown Great Barrington. Drilled well already installed and excellent percolation test results. Adjacent lot 4 with 1.77 acres also available.

  Christian Deckert WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  6 van Deusenville Rd, Great Barrington, MA 01230
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  /20

  $3,495,000

  • Land
  • 225 Acres
  • $15,533 per Acre

  685 S Egremont Rd, Great Barrington, MA 01230

  *NEW PRICE* 225 Acre 18 hole Golf Course / Horse Ranch in the heart of the Berkshires. Former Egremont Country Club. Endless possibilities for the entrepreneur, builder or dreamer. Located a little over 2 hours from NY City, Greenwich & Boston.

  Steven Weisz William Pitt Sothebys Intn'l

  685 S Egremont Rd, Great Barrington, MA 01230
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  /6

  $125,000

  • Land
  • 2.12 Acres
  • $58,990 per Acre

  46 Seekonk Rd, Great Barrington, MA 01230

  LIGHTLY WOODED PRIVATE SETTING JUST 5 MINUTES TO MAIN STREET, GREAT BARRINGTON. Frontage on Seekonk Brook where you can take a dip. Roughed in driveway. Septic design for a three bedroom house. Drilled well. Electricity available. Most permits and approvals in place. The perfect spot to build a modest, but very cool house!

  Tom Lynch COMPASS MASSACHUSETTS , LLC GB

  46 Seekonk Rd, Great Barrington, MA 01230
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  /34

  $589,000

  • 4 Beds
  • 4 Baths
  • 5,044 Sq Ft

  163 Front St, Great Barrington, MA 01230

  Suzann Ward HOUSATONIC REAL ESTATE

  163 Front St, Great Barrington, MA 01230
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  /47

  $1,695,000 New Construction

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

  4 Thrushwood Ln, Great Barrington, MA 01230

  Embrace the epitome of Berkshires luxury in this newly constructed residence, poised on a serene cul-de-sac with community pool privileges. Spanning an impressive 4,200 square feet, this home is a stone's throw from the bustling heart of Great Barrington. Step under the elegant covered portico and into the grandeur of a cathedral great room, where a cascade of natural light streams through

  Karen Climo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  4 Thrushwood Ln, Great Barrington, MA 01230
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  /26

  $985,000 New Construction

  • 2 Beds
  • 2 Baths
  • 1,974 Sq Ft

  281 Main St Unit 2, Great Barrington, MA 01230

  Ready to move into New York style living in the Berkshires! This last unit available in this fabulous setting! Poised above Main Street Great Barrington, this Southworth Penthouse Condo offers 1,974 sq ft comprised of 2 bedrooms, 2 full baths, kitchen, laundry, storage, dining and living rooms with high ceilings and, views of East Mt. Walk to the heart of town, shopping, Coop market, restaurants,

  Mandy Victor-pieczarka STONE HOUSE PROPERTIES, LLC

  281 Main St Unit 2, Great Barrington, MA 01230
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  /20

  $435,000

  • 3 Beds
  • 1.5 Baths
  • 1,772 Sq Ft

  26 High St, Housatonic, MA 01236

  This charming colonial home is located within walking distance of the quaint center of Housatonic Village. Situated just over the border in West Stockbridge where property taxes are more favorable. Originally constructed as one of the manager's homes for the local mills, this residence has wood floors & high ceilings creating a spacious atmosphere. The first floor features generous living room &

  Molly Thomas COMPASS MASSACHUSETTS , LLC GB

  26 High St, Housatonic, MA 01236

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