Great Barrington, MA Homes for Sale with Acreage

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  /71

  $2,250,000

  • 4 Beds
  • 6 Baths
  • 4,846 Sq Ft

  302 Egremont Plain Rd, Great Barrington, MA 01230

  A completely transformed barn renovated into a chic home with every modern convenience. Located in the desirable town of Egremont and just minutes from Great Barrington, this delightful property offers long-range pasture views with direct Green River waterfront.Thoughtful living spaces for every walk of life featuring a roomy primary suite on the first floor, an additional primary suite that

  Jen Harvey COMPASS MASSACHUSETTS , LLC GB

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

  $1,625,000

  • 5 Beds
  • 4 Baths
  • 3,800 Sq Ft

  5 Thrushwood Ln, Great Barrington, MA 01230

  Enjoy the relaxing Berkshire lifestyle on a friendly cul-de-sac within walking distance of town and Lake Mansfield. As the first house built on the street, the property has matured beautifully -- seasonal flowering trees and pollinator-friendly gardens bring color and life to the yard from spring through fall. Cedar columns frame a distinctive front door that opens into 4,200 square feet of

  Kevin White HARSCH ASSOCIATES

  5 Thrushwood Ln, Great Barrington, MA 01230
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  /86

  $4,250,000

  • 5 Beds
  • 8 Baths
  • 6,378 Sq Ft

  58 Round Hill Rd, Great Barrington, MA 01230

  Come relax amid sweeping pastoral and mountain views in this exceptional retreat designed for both entertaining and everyday comfort. The impressive great room, anchored by a massive stone fireplace, offers a welcoming focal point and flows into a spacious well-designed kitchen/dining area. A screened porch with fireplace overlooks the pool and rolling landscape, creating a seamless

  Sheila Thunfors STONE HOUSE PROPERTIES, LLC

  58 Round Hill Rd, Great Barrington, MA 01230
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  /38

  $1,195,000

  $100K PRICE DROP

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

  260 Maple Ave, Great Barrington, MA 01230

  Timeless Craftsmanship Meets Modern Living-Built in 2004, this exquisitely crafted historic reproduction home seamlessly blends old-world charm with contemporary comfort. Set on 1.82 acres with sweeping mountain views, this 3-bedroom, 2.5-bathroom home features meticulous hand-crafted details throughout-honoring traditional design while offering the conveniences of modern construction. The

  Karen Climo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  260 Maple Ave, 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

  $1,295,000

  • 4 Beds
  • 4 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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  /79

  $2,495,000

  • 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 adjoins

  Suzann Ward HOUSATONIC REAL ESTATE

  17 Cronk Rd, Great Barrington, MA 01230
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  /25

  $599,900

  • 3 Beds
  • 3 Baths
  • 2,257 Sq Ft

  15 Cone Ave, Great Barrington, MA 01230

  Built in 2019 and tucked away on 1.73 private acres in Housatonic, this beautifully maintained 3-bedroom, 3-bath ranch offers nearly 2,915 sq. ft. finished. The main level features a spacious primary suite with walk-in closet and private bath, main-floor laundry, and red oak flooring milled from trees harvested on the property during construction. The finished walkout lower level includes a huge

  Jesse Dimitropolis RE/MAX COMPASS

  15 Cone Ave, Great Barrington, MA 01230
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  /2

  $185,000

  • Land
  • 1.51 Acres
  • $122,516 per Acre

  0 Christian Hill Rd, Great Barrington, MA 01230

  Great LOCATION/TOWN WATER/SEWER Nice level building lot 1.51 acres 150' frontage with privacy and advantages of being close to Lake Mansfield and downtown Great Barrington. Great opportunity to won one of the few remaining building lots in town

  Eric Steuernagle FAIRGROUND REAL ESTATE, INC

  0 Christian Hill Rd, Great Barrington, MA 01230
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  /3

  $95,000

  • Land
  • 2.92 Acres
  • $32,534 per Acre

  0 Hemlock Hill Rd, Great Barrington, MA 01230

  PREMIERE LOCATION JUST FIVE MINUTES FROM MAIN STREET. Building site cleared. Rough driveway in. Electricity easily accessible. Septic design in place. An excellent investment in the ''boom town'' of the Berkshires.

  Tom Lynch COMPASS MASSACHUSETTS , LLC GB

  0 Hemlock Hill Rd, Great Barrington, MA 01230
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  /55

  $1,480,000

  • 4 Beds
  • 3 Baths
  • 2,828 Sq Ft

  233 Monument Valley Rd, Great Barrington, MA 01230

  CONTEMPORARY FARMHOUSE! Sited on a knoll dotted with old apples trees overlooking scenic views all framed by a meandering fence. All you could ask for is in this well-built home, offering a first floor primary ensuite, library with fieldstone fireplace, A well appointed kitchen opens to both the dining and a living room with fireplace. A screen porch, 1/2 bath, laundry room/mudroom leading to a 2

  Mandy Victor-pieczarka STONE HOUSE PROPERTIES, LLC

  233 Monument Valley Rd, Great Barrington, MA 01230
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  /53

  $950,000

  • 4 Beds
  • 4 Baths
  • 2,804 Sq Ft

  321 N Plain Rd, Housatonic, MA 01236

  Perfectly poised and priced! This immaculately maintained four-bedroom residence, set on an acre of land, delivers three levels of sophisticated living space designed for both effortless entertaining and quiet sanctuary. The property balances a serene, retreat-like setting with beautiful mountain views and unparalleled convenience to local amenities and top-tier Great Barrington schools. The home

  Stacy Chojnowski WILLIAM PITT SOTHEBY'S - LENOX

  321 N Plain Rd, Housatonic, MA 01236
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  /6

  $53,000

  $2K PRICE DROP

  • Land
  • 1.14 Acres
  • $46,491 per Acre

  0 Park St N, Great Barrington, MA 01230

  Opportunity to acquire a 1.14± acre parcel located on Park Street North in Great Barrington. Situated within the R1 Residential zoning district, this property offers a wooded setting in a well-established area with convenient access to local amenities, outdoor recreation, and the cultural attractions of the Berkshires.The lot is being offered as vacant land and is sold as-is. All uses,

  Jessica Rebello HomeSmart Professionals Real Estate

  0 Park St N, Great Barrington, MA 01230
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  /64

  $1,195,000

  • 4 Beds
  • 3 Baths
  • 1,860 Sq Ft

  127 Monument Valley Rd, Great Barrington, MA 01230

  Beautifully renovated New England Farmhouse with thoughtful modern updates! The home retains original character with wood floors, some exposed timber framing, and a cozy fireplace. Chef's kitchen with high end appliances for serious cooking and easy entertaining. Four comfortable bedrooms, one a primary ensuite, with two additional flex spaces that work for offices, guests , den or creative

  Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  127 Monument Valley Rd, Great Barrington, MA 01230
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  /50

  $1,795,000

  • 4 Beds
  • 4 Baths
  • 3,100 Sq Ft

  134 Hurlburt Rd, Great Barrington, MA 01230

  surrounded by nature. This property delivers both space for growing families and the seclusion you crave, all within the desirable Great Barrington lifestyle--top schools, outdoor adventures, and a thriving village scene just minutes away. Ready to experience peacefulness, comfort, and convenience? Schedule a showing today and envision your next chapter.

  Eric Steuernagle FAIRGROUND REAL ESTATE, INC

  134 Hurlburt Rd, Great Barrington, MA 01230
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  /45

  $1,695,000

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

  10 Sheffield Rd, Egremont, MA 01230

  Discover this custom-built home, thoughtfully crafted by an architect trained builder. Generously sized rooms, a chef's kitchen, and detailed trim work throughout create a truly distinctive residence.The main level features a spacious living room, family room, and a primary suite with a private en-suite bath. Upstairs, you'll find two large bedrooms, additional bonus rooms, along with an full

  Timothy Harrigan BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  10 Sheffield Rd, Egremont, MA 01230

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