16

Colonial Homes for Sale in Great Barrington, MA

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  • /74

    $5,650,000

    $250K PRICE DROP
    • 11 Beds
    • 10 Baths
    • 9,748 Sq Ft

    25 W Sheffield Rd, Great Barrington, MA 01230

    Tullar Farm is a rare opportunity to own a remarkable piece of Berkshire history--where timeless architecture, modern comfort, and natural beauty come together across 67+/- park-like acres in South Egremont. With three distinctive residences, a mature specimen tree farm, spring-fed pond, wooded walking trails, and captivating distant mountain views, the estate offers an extraordinary sense of

    Lauren Molk ELYSE HARNEY REAL ESTATE

    25 W Sheffield Rd, Great Barrington, MA 01230
  • /41

    $849,000

    • 3 Beds
    • 2 Baths
    • 1,700 Sq Ft

    25 Cottage St, Great Barrington, MA 01230

    Beautifully updated and lovingly maintained Colonial in the heart of Great Barrington. Bright, sunny, and truly move-in ready, this inviting home offers a combination of classic charm and comfortable modern living. The first floor features a welcoming mudroom, updated kitchen, heated sunroom, dining room, living room, family room, laundry, and full bath, providing plenty of space for both

    Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

    25 Cottage St, Great Barrington, MA 01230
  • /45

    $649,000

    • 5 Beds
    • 3.5 Baths
    • 3,068 Sq Ft

    12 Mountain St, Great Barrington, MA 01230

    Welcome to 12 Mountain St, a quintessential colonial masterpiece that blends classic elegance with modern functionality. Spanning over three expansive, light-filled floors, this stunning home offers five spacious bedrooms and 3.5 bathrooms, providing the ideal layout for those who love to entertain. The chef's kitchen is designed to inspire with high-end finishes, including a vast center island,

    Suzann Ward HOUSATONIC REAL ESTATE

    12 Mountain St, 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
  • /66

    $795,000

    $100K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,328 Sq Ft

    29 Jay Ln, Great Barrington, MA 01230

    $100,000 PRICE IMPROVEMENT! Set on nearly 3 private acres in sought-after ALFORD, this 4-bedroom home blends privacy, comfort and Berkshire charm. Built by Howard Chezar with passive-solar design, the home features open living spaces, beautiful wood details and a flexible finished third-floor bonus room. Enjoy the spacious deck, in-ground pool and peaceful setting. An 8-year-young roof, low

    Katie Soules WILLIAM RAVEIS - BERKSHIRE

    29 Jay Ln, Great Barrington, MA 01230
  • /23

    $365,000

    $185K 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

    David Carlson FAIRGROUND REAL ESTATE, INC

    41 Pearl St Unit 1-2, Great Barrington, MA 01230
  • /64

    $685,000

    • 4 Beds
    • 2.5 Baths
    • 2,333 Sq Ft

    138 Hillsdale Rd, Great Barrington, MA 01230

    Set on over 2 acres in beautiful Egremont, this lovingly maintained four-bedroom, 2½-bath home blends classic character with thoughtful updates and additions made over the years. Built in 1920's, the house retains the warmth and craftsmanship of its era, including charming built-ins and inviting spaces that make it feel truly like home.A large deck provides the perfect setting for morning

    Lauren Rosen WILLIAM RAVEIS - BERKSHIRE

    138 Hillsdale Rd, Great Barrington, MA 01230
  • /76

    $949,000

    $36K PRICE DROP
    • 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
  • /30

    $785,000

    • 2 Beds
    • 1.5 Baths
    • 1,507 Sq Ft

    27 Rosseter St, Great Barrington, MA 01230

    Nestled within a mixed use residential/commercial block this renovated space is ready for the next creative commercial endeavor. Rent the house and use the studio for art, office, store or Live and work all within walking distance to town center. Thoughtfully brought from a commercial office space to a 2 bedroom, 1.5 bath, bright open and airy living space with 5 parking spots and a nice size

    Jen Harvey COMPASS MASSACHUSETTS , LLC GB

    27 Rosseter St, Great Barrington, MA 01230
  • /64

    $3,249,000

    $251K PRICE DROP
    • 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
  • /34

    $575,000

    • 3 Beds
    • 1 Bath
    • 1,739 Sq Ft

    312 Park St, Great Barrington, MA 01230

    This inviting, move-in-ready Colonial blends classic New England character with comfortable everyday living. Nine-foot ceilings, western exposure, and abundant natural light complement beautiful backyard. The main level features an open kitchen and dining area with stainless steel appliances, plus a cozy living room and family room perfect for entertaining. Enjoy the landscaped yard with a

    Suzann Ward HOUSATONIC REAL ESTATE

    312 Park St, 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
  • /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
  • /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
  • /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
  • /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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