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Great Barrington, MA Homes for Sale

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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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /21

    $99,900

    $30K PRICE DROP
    • Land
    • 7.05 Acres
    • $14,170 per Acre

    5 E Mountain Rd, Great Barrington, MA 01230

    Come enjoy the outskirts of Great Barrington just 1 mile off of Rte23/7 intersection, this 7 acre lot on a dead end private way. Just off of Route 23 this land abuts a Commonly owned lot of the East Mountain Estates community adding a buffer between you and Route 23 also a view of a pond. Watch the area wildlife come to the pond while enjoying the outdoors on your future deck/patio area you are

    Sue Como Buy Rite Home

    5 E Mountain Rd, Great Barrington, MA 01230
  • /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
  • /50

    $1,250,000

    $545K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 3,100 Sq Ft

    134 Hurlburt Rd, Great Barrington, MA 01230

    *** MOTIVATED SELLER**Nestled in the heart of Great Barrington, this spacious 4 bedroom, 4 bathroom residence offers the perfect blend of family-friendly comfort and private sophistication. The home greets you with gleaming wood floors and a stunning fieldstone fireplace that anchors the living spaces in warmth and character.Cook like a chef in the large open kitchen, where generous

    Eric Steuernagle FAIRGROUND REAL ESTATE, INC

    134 Hurlburt Rd, Great Barrington, MA 01230
  • /6

    $450,000

    $50K PRICE DROP
    • Land
    • 17,859 Sq Ft
    • $1,097,561 per Acre

    185 B State Rd, Great Barrington, MA 01230

    A premier commercial development opportunity awaits at 185 State Road. Positioned directly on the bustling Route 7, this property guarantees maximum brand exposure with a daily traffic count exceeding 16,000 vehicles. Superior site logistics include an oversized curb cut for easy ingress and egress, along with ample space for on-site parking. This versatile property is engineered for success,

    Lance Vermeulen WILLIAM RAVEIS - BERKSHIRE

    185 B State Rd, Great Barrington, MA 01230
  • /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
  • /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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