22

Homes for Sale in 01255

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  • /7

    $109,000

    • Land
    • 4.02 Acres
    • $27,114 per Acre

    211 New Hartford Rd, Sandisfield, MA 01255

    Discover the perfect setting for your future home on this beautiful 4.02-acre property, consisting of two lots being sold together. The property has been perc tested in the past, offering a great starting point for your building plans. A driveway is already installed, and a large cleared area provides an ideal homesite with excellent afternoon sun. Conveniently located, this property offers the

    Agent Photo

    Wendy Eichman

    RAYNARD AND PEIRCE REALTY LLC

    211 New Hartford Rd, Sandisfield, MA 01255
  • /54

    $795,000

    • 4 Beds
    • 2.5 Baths
    • 2,516 Sq Ft

    14 Roosterville Rd, Sandisfield, MA 01255

    At the end of a quiet dead-end road in Sandisfield, this c.1892 four-bedroom farmhouse sits less than twenty feet from the Wild and Scenic West Branch of the Farmington River, a federally protected, free-flowing trout river. Four bedrooms. Two full baths plus a half. 2,516 sq ft. 4.61 acres. Beautifully transformed interior: a granite-island kitchen rebuilt from the ground up, wide softwood

    Agent Photo

    Chapin Fish

    WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    14 Roosterville Rd, Sandisfield, MA 01255
  • /28

    $575,000

    • 4 Beds
    • 2 Baths
    • 3,218 Sq Ft

    303 Lakeshore Dr, Sandisfield, MA 01255

    Discover the epitome of lakeside living in this exceptional 4-bedroom, 2-bath home nestled in the desirable Otis Wood Lands community. This fully furnished residence seamlessly combines comfort and entertainment, featuring bright, spacious rooms and an expansive deck perfect for relaxation or hosting gatherings. Enjoy modern conveniences such as energy-efficient heat pumps, remote-controlled

    Agent Photo

    Gary Fuls Jr

    RE/MAX Transitions

    303 Lakeshore Dr, Sandisfield, MA 01255
  • /24

    $450,000

    Open Sun 10AM - 12PM
    • 2 Beds
    • 2 Baths
    • 1,195 Sq Ft

    25 S Sandisfield Rd, Sandisfield, MA 01255

    Contemporary two-bedroom home privately situated on just over two wooded acres with a spacious lawn. The main level features an open-concept kitchen and living area with cathedral ceilings, two bedrooms, a full bath, and an open loft ideal for a home office or additional living space. The finished lower level offers a flexible living area that could serve as a guest room or bedroom, a full bath,

    Agent Photo

    Wendy Eichman

    RAYNARD AND PEIRCE REALTY LLC

    25 S Sandisfield Rd, Sandisfield, MA 01255
  • /58

    $2,250,000

    • 4 Beds
    • 3 Baths
    • 2,682 Sq Ft

    87 Silverbrook Rd, Sandisfield, MA 01255

    Beautifully restored historic Colonial on a very lightly traveled, town-maintained road with stone walls, fruit trees, open meadow, wooded acreage, a barn and garage. Three quarters of a mile of its own road frontage, bordering protected land. Home to author Simon Winchester for twenty-five years...c.1760 and 1840. 4 bedrooms, 3 baths. Library, keeping room with original crane fireplace,

    Agent Photo

    Chapin Fish

    WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    87 Silverbrook Rd, Sandisfield, MA 01255
  • /11

    $95,000

    • Land
    • 3.03 Acres
    • $31,353 per Acre

    314 Lakeshore Dr, Sandisfield, MA 01253

    Ideal Location Near Amenities + Peaceful, Private SettingA wonderful opportunity to own one of the largest available building lots in the desirable Otis Wood Lands community -- 2.853 acres of mostly level, wooded land offering both privacy and convenience.Perfectly situated close to the lake, clubhouse, pool, tennis and pickleball courts, and fitness center, this property provides easy access to

    Shannon Margraf WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    314 Lakeshore Dr, Sandisfield, MA 01253
  • /11

    $180,000

    • Land
    • 5.88 Acres
    • $30,602 per Acre

    314 & 316 Lakeshore Dr, Sandisfield, MA 01253

    Exceptional Privacy + Premier Location Near All Community AmenitiesAn extraordinary chance to own both of the largest building parcels ever offered in Otis Wood Lands -- nearly 6 acres of pristine, gently rolling land. Together, these adjoining lots provide an unmatched sense of space, privacy, and flexibility to create your ultimate Berkshire escape.Ideally situated close to the lake, clubhouse,

    Shannon Margraf WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    314 & 316 Lakeshore Dr, Sandisfield, MA 01253
  • /17

    $75,000

    • Land
    • 8.02 Acres
    • $9,352 per Acre

    Lot 3 Town Hill Rd, Sandisfield, MA 01255

    Serene Sandisfield Setting! This 8+acre parcel enjoys a lovely combination of level areas, gentle slopes, historic stone walls and seasonal streams. Beautiful mature trees yet not overpopulated. Perfect to build your Berkshire country dream home. Power is at the street located conveniently at each corner of the lot.

    Wendy Smith RE/MAX COMPASS

    Lot 3 Town Hill Rd, Sandisfield, MA 01255
  • /41

    $475,000

    • 3 Beds
    • 2 Baths
    • 1,504 Sq Ft

    132 Sandisfield Rd, Sandisfield, MA 01255

    This Greek Revival farmhouse in quaint Sandisfield blends historic charm with modern updates. The open-concept living/dining area features a bright sitting room w/ vaulted ceilings and french doors overlooking lush greenery in the peaceful backyard. The modern kitchen has marble countertops & new appliances. The largest bedroom and a full bath are on the first floor, along with laundry and ample

    Kate Lascar COMPASS MASSACHUSETTS , LLC GB

    132 Sandisfield Rd, Sandisfield, MA 01255
  • /42

    $499,999

    Open Sat 10AM - 11:30AM $50K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 1,978 Sq Ft

    125 Town Hill Rd, Sandisfield, MA 01255

    Currently used as an income-producing rental, 125 Town Hill Rd offers consistent cash flow with strong potential for future owner occupancy or a weekend retreat. Set on a quiet country road surrounded by woods, the property delivers the privacy with your own tennis court in your backyard and a spacious screened-in porch. Inside features a comfortable, functional layout with bright living spaces

    Adam Dingman BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

    125 Town Hill Rd, Sandisfield, MA 01255
  • /13

    $165,000

    • Land
    • 13.33 Acres
    • $12,378 per Acre

    0 N Beech Plain Rd Unit 247823, Sandisfield, MA 01255

    Where Quiet Becomes Currency: Elevated Berkshire Land with Mountain ViewsOn a peaceful dirt road in Sandisfield, 13.33 acres of elevated woodland offer what today's buyers increasingly seek--genuine privacy, mountain views, and the kind of profound quiet that makes working from home feel like retreat. A rough driveway climbs through mature forest to an elevated clearing where previous owners

    Shannon Margraf WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    0 N Beech Plain Rd Unit 247823, Sandisfield, MA 01255
  • /7

    $180,000

    • Land
    • 18 Acres
    • $10,000 per Acre

    0 Sandisfield Rd, Sandisfield, MA 01255

    Beautiful large parcel of land with a mix of open field and woods.

    Jen Harvey COMPASS MASSACHUSETTS , LLC GB

    0 Sandisfield Rd, Sandisfield, MA 01255
  • /26

    $6,500

    $1K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,000 Sq Ft

    320 Lakeshore Dr, Sandisfield, MA 01253

    WINTER RENTAL FROM 10/1/2026 TO 3/15/2027. Wow! Rent for two weeks, four weeks, or longer. You must see to fully appreciate how special this home truly is. The construction quality is not only exceptional, but it is also new this year. The open floor plan log home features impactful vaulted ceilings, a spacious eat-in kitchen and pantry, a bright dining area, and an eye-catching Great Room with

    George Cain WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    320 Lakeshore Dr, Sandisfield, MA 01253
  • /70

    $1,435,000

    • 6 Beds
    • 4.5 Baths
    • 4,611 Sq Ft

    17 Jamie Ln, Sandisfield, MA 01255

    Entertainer's Delight! Tucked away in one of Sandisfield's most scenic settings, this quality-built log home offers over 4,600 sq.ft. of finished living space, plus an additional 2,000+ sq.ft. in the walkout basement ready for living, recreation, or storage. Crafted with exceptional materials, the home features soaring ceilings, expansive gathering spaces, and a warm, inviting atmosphere perfect

    Katie Soules WILLIAM RAVEIS - BERKSHIRE

    17 Jamie Ln, Sandisfield, MA 01255
  • /2

    $34,500

    $5K PRICE DROP
    • Land
    • 2.03 Acres
    • $16,995 per Acre

    0 Perry Rd, Sandisfield, MA 01253

    Wooded Rural building site minutes away from Otis center; close to Skiing, Resturants, and more. This 2 acre lot is a fresh slate to build a small Cabin or country getaway; Great area to catch nature all around you. Stone walls that boarder the property will ensure your boundry lines and privacy from neighboring lots. Maintained road with no assoication fee, enjoy all the peace and quiet the

    Eric Steuernagle FAIRGROUND REAL ESTATE, INC

    0 Perry Rd, Sandisfield, MA 01253
  • /43

    $465,000

    • 3 Beds
    • 2 Baths
    • 1,689 Sq Ft

    153 Town Hill Rd, Sandisfield, MA 01255

    Classic 80's contemporary tucked into a wooded lot in Sandisfield. Listing includes a second lot!A multi-level home with a cozy gas fireplace, first floor bedroom and bath, upstairs balcony, lower level bonus spaces, topped off with a screened front porch and a huge back deck. Located close to Otis and Monterey! A wonderfully comfortable home with lots of light!

    Christine Martin COMPASS MASSACHUSETTS , LLC GB

    153 Town Hill Rd, Sandisfield, MA 01255
  • /23

    $360,000

    • 1 Bed
    • 1 Bath
    • 576 Sq Ft

    7 West St, Sandisfield, MA 01255

    A charcoal board-and-batten house on a wooded knoll in Sandisfield, two acres, nearly finished. Dark hardwood floors, a kitchen with butcher block and quartz, a navy vanity with marble and brass, a teal pendant over a wood-topped island. A bedroom, a finished loft, a full basement the same footprint as the house. The septic design is permitted for three bedrooms and the leach field installation

    Shannon Margraf WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    7 West St, Sandisfield, MA 01255
  • /9

    $95,000

    • Land
    • 2.85 Acres
    • $33,333 per Acre

    316 Lakeshore Dr, Sandisfield, MA 01253

    Prime Location + Privacy + Fiber Internet at the StreetA rare opportunity to build your Berkshire dream home on one of the largest lots ever offered in Otis Wood Lands -- 3.029 acres of peaceful, gently rolling terrain in a premier location close to all community amenities.This property offers excellent privacy while keeping you just minutes from the lake, clubhouse, pool, tennis and pickleball

    Shannon Margraf WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    316 Lakeshore Dr, Sandisfield, MA 01253
  • /37

    $419,900

    $30K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,160 Sq Ft

    165 Sandisfield Rd, Sandisfield, MA 01255

    Completely remodeled Berkshire retreat in the heart of Sandisfield, MA, offering modern comfort with timeless New England charm. If hiking is your thing, a few highlights in town are Mount Toby Trail as well as Sunderland Caves and Sugar Shack via Robert Frost Trail. along with the sound of nearby babbling brook! Renovations include a new septic system, new insulation, Buderus boiler and

    Suzanne Bergeron Naples Realty Group

    165 Sandisfield Rd, Sandisfield, MA 01255
  • /37

    $535,000

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,320 Sq Ft

    311 Tamarack Trail, Sandisfield, MA 01255

    This 1,320-square-foot contemporary retreat at 311 Tamarack Trail is refreshed and ready for immediate move-in. Tucked away in the private Otis Wood Lands community, the home borders protected state forest land, offering a serene and private wooded setting for your seasonal escape. The interior features a bright, open-concept layout with soaring vaulted ceilings, skylights, and expansive windows

    Jessie Bennett WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    311 Tamarack Trail, Sandisfield, MA 01255
  • /26

    $450,000

    $25K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,114 Sq Ft

    309 Tamarack Trail, Sandisfield, MA 01255

    Rustic Contemporary in Otis Wood Lands that abuts the State Forest! This cozy home has an open concept kitchen/living/dining area with vaulted ceilings. Access the screened-in porch and deck from the sunken living room. Primary bedroom with skylight and deck access. Detached two-car garage with space above for artist's studio. An easy-to-maintain property. Association amenities include

    Emily Piacquadio WILLIAM RAVEIS - BERKSHIRE

    309 Tamarack Trail, Sandisfield, MA 01255
  • /79

    $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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