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Colonial Homes for Sale in Great Barrington, MA

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  • /73

    $5,650,000

    $250K PRICE DROP
    • 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

    Lauren Molk ELYSE HARNEY REAL ESTATE

    25 W Sheffield Rd, Great Barrington, MA 01230
  • /37

    $620,000

    $30K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 1,814 Sq Ft

    298 Park St, Great Barrington, MA 01230

    Completely renovated New England farmhouse offering the perfect blend of historic charm and modern convenience. Thoughtfully remodeled throughout with updated kitchen, baths, systems, and finishes while preserving the character and warmth of a classic Berkshire home. Bright, inviting living spaces, abundant natural light, and quality craftsmanship create a move-in-ready residence with potentially

    Paula McLean PAULA MCLEAN REALTORS INC.

    298 Park St, Great Barrington, MA 01230
  • /66

    $1,395,000

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

    124 Egremont Plain Rd, Great Barrington, MA 01230

    This beautiful home was built in 2006, and updated in 2022. The house is situated on just shy of 5 Acres in the town of Egremont. The home is flooded with sun all day, rarely needing a light on in the house. Direct access to the Green River at the edge of property to cool off on those hot summer days. A new central AC system was installed throughout home and apt A New backup generator, rain

    Lawrence Reilly THE KINDERHOOK GROUP

    124 Egremont Plain Rd, Great Barrington, MA 01230
  • /55

    $575,000

    • 7 Beds
    • 6.5 Baths
    • 3,684 Sq Ft

    3 Lake Buel Rd, Great Barrington, MA 01230

    Tucked into the rolling hills of Great Barrington just minutes from downtown and the slopes of Ski Butternut, The Turning Point is a storied 3,600-square-foot Berkshire landmark operating as an active short-term rental. Steeped in history dating back to its 1800s stagecoach tavern roots, the property showcases an enduring dual-facade of classic New England brick and weathered clapboard. Inside,

    Tony Segalla WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    3 Lake Buel Rd, Great Barrington, MA 01230
  • /52

    $895,000

    • 4 Beds
    • 2.5 Baths
    • 2,328 Sq Ft

    29 Jay Ln, Great Barrington, MA 01230

    Set on nearly 3 private acres in sought-after ALFORD, this 4-bedroom home offers privacy, comfort, and Berkshire charm. Built by Howard Chezar, the home was thoughtfully designed with passive-solar principles, allowing the winter sun to naturally warm the interior while minimizing summer sun to help keep the home cool. The open-concept living area showcases beautiful wood details and a warm,

    Katie Soules WILLIAM RAVEIS - BERKSHIRE

    29 Jay Ln, Great Barrington, MA 01230
  • /4

    $399,900

    $150K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,964 Sq Ft

    41 Pearl St Unit 1-2, Great Barrington, MA 01230

    Welcome to 41 Pearl Street- a 1900s two-family residence nestled on a quiet street just moments from downtown Great Barrington. This spacious 4-bedroom, 2-bathroom (both sides are 2 BR/1 BA) home offers 1,964 square feet of living space on a generous 0.25-acre lot, containing that classic period charm. Step inside to discover a welcoming floor plan with ample natural light, hardwood floors, and

    David Carlson FAIRGROUND REAL ESTATE, INC

    41 Pearl St Unit 1-2, Great Barrington, MA 01230
  • /76

    $985,000

    • 11 Beds
    • 7.5 Baths
    • 5,730 Sq Ft

    392 Park St, Great Barrington, MA 01230

    Special opportunity to take over the 5BR owners' unit as part of this 4-unit compound and let the other 3 pay your mortgage. Relaxing property in the center of Housatonic village with two charming, recently renovated duplex homes - each with historic details left intact. The front house has a flex 4/5BR 2200 sq. foot owners' unit which feels like its own house. Split on 2 floors, it has 2 full

    Tony Segalla WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    392 Park St, Great Barrington, MA 01230
  • /64

    $3,500,000

    • 5 Beds
    • 6.5 Baths
    • 6,088 Sq Ft

    110 Alford Rd, Great Barrington, MA 01230

    Set on over 12 private acres just minutes from the center of Great Barrington, this impeccably designed estate offers an extraordinary combination of luxury, privacy, and panoramic southern views of the Taconic Range, including the iconic silhouette of Mount Everett. Blending effortless indoor elegance with immersive outdoor living, this property captures the essence of Berkshire

    Karen Climo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    110 Alford Rd, Great Barrington, MA 01230
  • /20

    $950,000

    $50K PRICE DROP
    • 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
  • /38

    $1,195,000

    $100K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,688 Sq Ft

    260 Maple Ave, Great Barrington, MA 01230

    Sun Filled Historic Reproduction HomeBuilt in 2004 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 welcoming gourmet eat-in kitchen is perfect for everyday

    Karen Climo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    260 Maple Ave, Great Barrington, MA 01230
  • /18

    $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
  • /23

    $575,000

    $24K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,296 Sq Ft

    39 Castle St, Great Barrington, MA 01230

    Set high up on a knoll, this home boasts good, solid construction, wood floors throughout and an easy, manageable floor plan. Within walking distance to Main Street, this adorable home has been lovingly cared for. Immaculate condition, a cozy fireplace and a detached garage. A sweet place to call home in a convenient location. So much potential but move-in ready. The yard has perennials & mature

    Helen Mullany HELEN MULLANY REAL ESTATE, LLC

    39 Castle St, Great Barrington, 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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