Great Barrington, MA Homes for Sale with Garage

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  /62

  $2,400,000

  • 2 Beds
  • 3 Baths
  • 2,616 Sq Ft

  39 Pine Crest Cross Rd, Egremont, MA 01230

  Set in one of Egremont's most coveted locations, this remarkable contemporary residence commands sweeping views across the surrounding landscape, with beautifully curated gardens that create a setting of exceptional beauty and privacy. Thoughtfully conceived and meticulously crafted, the home seamlessly integrates sophisticated contemporary architecture with carefully preserved elements of the

  Sheila Thunfors STONE HOUSE PROPERTIES, LLC

  39 Pine Crest Cross Rd, Egremont, MA 01230
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  /22

  $799,000

  • 3 Beds
  • 2 Baths
  • 1,562 Sq Ft

  14 Woodland Hill Rd, Great Barrington, MA 01230

  Tucked away in a peaceful, private setting, this charming mid-century ranch offers easy one -level living , warm and inviting. Featuring 3 bedrooms and 2 full baths, the home combines classic character with fresh updates.New oak floors throughout, fresh interior and exterior paint create a clean, move-in ready feel.Relax by the fire or enjoy time on the screened porch or deck. Minutes to

  Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  14 Woodland Hill Rd, Great Barrington, MA 01230
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  /30

  $6,475,000

  • 9 Beds
  • 11 Baths
  • 12,968 Sq Ft

  250 Long Pond Rd, Great Barrington, MA 01230

  Experience a rare Zen-inspired retreat in the heart of the Berkshires, brilliantly designed to exist in harmony with its natural surroundings. Set on nearly 120 acres of protected land with striking rock outcroppings, sweeping mountain views, and frontage along the Williams River, this architecturally significant contemporary offers a true sense of privacy, tranquility, and escape- all just

  Elyse Morris Elyse Harney Real Estate

  250 Long Pond Rd, Great Barrington, MA 01230
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  /55

  $1,250,000

  $45K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 3,047 Sq Ft

  3 Cornwall Dr, Great Barrington, MA 01230

  Tucked away at the end of a private cul-de-sac on 1.22 acres, this 4-bedroom, 4-bathroom contemporary home delivers sophisticated Berkshire living just minutes from downtown Great Barrington. Offering the perfect footprint for full-time remote professionals, weekend escapees, or downsizers, this property pairs a spacious layout with the effortless lifestyle of a premier community association. The

  Tony Segalla WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  3 Cornwall Dr, Great Barrington, MA 01230
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  /77

  $2,295,000

  $200K PRICE DROP

  • 5 Beds
  • 4.5 Baths
  • 3,615 Sq Ft

  17 Cronk Rd, Great Barrington, MA 01230

  Originally built in the 1700s, this historic post-and-beam barn has been thoughtfully renovated over time while maintaining its unique character and charm. A recently installed solar energy system allows for highly efficient living with the potential for an off-grid lifestyle.The home features an open floor plan filled with natural light from numerous oversized windows. A chef's kitchen

  Suzann Ward HOUSATONIC REAL ESTATE

  17 Cronk Rd, Great Barrington, MA 01230
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  /19

  $499,000

  $126K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 2,438 Sq Ft

  402 Park St, Great Barrington, MA 01230

  This well-maintained mixed-use property offers excellent flexibility for both commercial and residential use. The building is currently configured as two separate units. The first floor features a bright commercial space with large front-facing windows that provide excellent visibility and natural light--ideal for office or retail use. The space includes a private bathroom, dedicated heating and

  Suzann Ward HOUSATONIC REAL ESTATE

  402 Park St, Great Barrington, MA 01230
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  /23

  $625,000

  Open Sat 1PM - 2:30PM $4K PRICE DROP

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

  80 Taconic Ave Unit 2, Great Barrington, MA 01230

  Lovely single level condo on The Hill. Just a short walk to town , The Oakwood provides a quiet community with a lovely pool, garaged parking , and mature landscaping . 2 bedrooms, 2 baths, a cozy living room with fireplace and sliders to a sunny patio. Freshly painted and ready to move into.

  Robin Ban COMPASS MASSACHUSETTS , LLC GB

  80 Taconic Ave Unit 2, Great Barrington, MA 01230
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  /37

  $1,498,000

  • 5 Beds
  • 4.5 Baths
  • 3,808 Sq Ft

  3 Thrushwood Ln, Great Barrington, MA 01230

  TO BE BUILT: Gorgeous neighborhood setting with lush landscaping and Indulge in refined Berkshire living on an exclusive cul-de-sac, where effortless HOA services complement this exquisite new construction. Offering 3,808 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

  3 Thrushwood Ln, Great Barrington, MA 01230
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  /53

  $1,495,000

  • 4 Beds
  • 4.5 Baths
  • 3,770 Sq Ft

  103 Seekonk Cross Rd, Great Barrington, MA 01230

  Custom built contemporary home on over 2 acres, 5 minutes to Great Barrington center. Large open first floor with vaulted ceilings and lovely gathering space. Kitchen is dreamy w/large island, coffee bar, ample storage and tons of working space. Open to dining area as well as the living room with propane fireplace. Large screened in porch flanks the east side of the home expanding the footprint 3

  Jen Harvey COMPASS MASSACHUSETTS , LLC GB

  103 Seekonk Cross Rd, Great Barrington, MA 01230
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  /92

  $3,550,000

  • 6 Beds
  • 7 Baths
  • 9,254 Sq Ft

  Unlisted Address

  The thoughtfully renovated and expanded 1940s Main House is full of exceptional spaces--elegant formal dining and living rooms in front, informal sitting area and spacious eat-in kitchen at the back, stunning central stairwell, cozy den/bar, and media room. Five comfortable bedrooms, including two luxurious primary suites. Every material, sightline, and design element has been curated with care

  Lance Vermeulen WILLIAM RAVEIS - BERKSHIRE

  Unlisted Address
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  /74

  $3,495,000

  • 4 Beds
  • 4.5 Baths
  • 4,792 Sq Ft

  32 Crooked Hill Rd, Great Barrington, MA 01230

  Tucked into more than 20 private acres in the beautiful hills of Alford, 32 Crooked Hill Road is the kind of country home that invites you to settle in and stay awhile. Open meadows, mature woodland, mountain views, and expansive lawn creates a setting that feels wonderfully removed from the everyday. The approximately 4,600-square-foot home is generous yet welcoming. At its heart is a dramatic

  Nikki Carchedi STONE HOUSE PROPERTIES, LLC

  32 Crooked Hill Rd, Great Barrington, MA 01230
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  /50

  $3,500,000

  $350K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 4,292 Sq Ft

  74 Seekonk Cross Rd, Great Barrington, MA 01230

  SUN DRENCHED MODERN HOME WITH POOL AND PRIVACY, ON ONE OF THE MOST COVETED ROADS IN THE BERKSHIRES. This gorgeous property consists of 2 separate lots and sits on the loveliest quiet road ideal for walking and biking, and only 7 minutes drive to Guido's. The house, which has been recently completely reimagined and added onto, is an ode to sophistication, beauty, and practicality.4+ bedrooms,

  Robin Ban COMPASS MASSACHUSETTS , LLC GB

  74 Seekonk Cross Rd, Great Barrington, MA 01230
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  /23

  $575,000

  $24K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,296 Sq Ft

  39 Castle St, Great Barrington, MA 01230

  THE BEST OF GREAT BARRINGTON RIGHT OUTSIDE YOUR DOOR! Set high up on a knoll, this home boasts good, solid construction, wood floors, brick fireplace, a year round sunroom and a detached garage. The mature trees and perennials give the lot wonderful privacy. Easy manageable living, a block from the NYC bus this classic Berkshire house with the luxury of leaving your car behind.

  Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  39 Castle St, Great Barrington, MA 01230
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  /36

  $499,000

  • 6 Beds
  • 2 Baths
  • 2,640 Sq Ft

  226 Grove St, Great Barrington, MA 01230

  Duplex in the hills of Housatonic. Three bedroom, one bathroom on each side. Enclosed front porches and open back porches, large garage, all on a corner lot. Located on the Grove St turn overlooking the village of Housatonic and only a few short steps from the Flag Rock conservation area, this is both in town and in a lovely mountain setting. Both units have large walk-up attic and basement

  Carrie Swift Heck COMPASS MASSACHUSETTS , LLC GB

  226 Grove St, Great Barrington, MA 01230
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  /45

  $1,645,000

  $50K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,577 Sq Ft

  10 Sheffield Rd, Egremont, MA 01230

  Just outside the charming village of South Egremont, this thoughtfully designed home offers three levels of beautifully finished living. An open plan blends formal and informal spaces with gleaming wood floors, a chef's kitchen and a first-floor primary suite. Spacious living and family rooms offer wonderful spaces for gathering and entertaining. a lovely front porch and screened porch and listen

  Timothy Harrigan BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  10 Sheffield Rd, Egremont, MA 01230
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  /17

  $360,000

  • 3 Beds
  • 1 Bath
  • 1,298 Sq Ft

  17 High St, West Stockbridge, MA 01236

  This home is the perfect chance to live in a sweet neighborhood with a short stroll to the village. With solid bones, a welcoming front porch, and a detached garage ideal for work shop/studio/storage.. Located in a convenient setting, it's ready for your vision, with opportunities for modern updates. A little work could mean a big reward. Housatonic Village a few steps away. Lovely back yard!

  Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  17 High St, West Stockbridge, MA 01236

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