Homes for Sale in 01255

Step into the timeless character and charm of this remarkable historic property, built in 1750 and set on four picturesque acres. Blending centuries-old craftmanship with thoughtfully updated modern amenities, this special home offers a rare opportunity to enjoy historic living without sacrificing today's comforts.The home features three classic farmhouse bedrooms including a first-floor

Paul Reed WILLIAM RAVEIS - BERKSHIRE

Otis Wood Lands lakefront Contemporary on OWL Lake with four bedrooms and three full bathrooms. Open kitchen/dining/living area with views of the lake. Spacious, two-level screened-in porch with deck access. First-floor primary suite with private deck access, and two additional bedrooms and full bathroom on the main level. Large lower level with walk-out access and fourth bedroom. Community

Emily Piacquadio WILLIAM RAVEIS - BERKSHIRE

Light, airy & effortlessly inviting this 4 bedroom & 3 full bath home is made for Berkshire Living. Walls of windows & a sun filled sunroom bring the surrounding woodlands into nearly every room, while a brand new oversized deck sets the stage for long summer dinners & relaxing afternoons. A separate grilling deck offers the perfect spot for outdoor cooking & easy entertaining. Spacious interior

Molly Thomas COMPASS MASSACHUSETTS , LLC GB

Little Acorn House - a warm and inviting Otis Wood Lands Contemporary with three bedrooms and three full bathrooms. The dappled morning light brightens the open kitchen/living/dining area. A spacious four-season room, bedroom and full bath complete the main floor. Second floor includes two bedrooms and a full bathroom. Walk-out lower level with great game room space, office/den and full bathroom.

Emily Piacquadio WILLIAM RAVEIS - BERKSHIRE

Beautiful property in a bucolic setting with sprawling front flower gardens! The main floor boasts a first floor primary with en suite bath, open kitchen with fireplace, dining room with built ins and access to the oversized deck, great room with beautiful wood floors and doors that lead to the serene screened porch, cozy den with fireplace, office/flex space and half bath. The second level

Cortney Dupont COHEN & WHITE ASSOCIATES

Bright, fresh and fabulous, this hip, rustic getaway is perched on a hill with forest and pond views. Open living-dining-kitchen, wonderful screened porch, two bedrooms and a bath on the first floor. Upstairs, an airy loft features plenty of windows and cathedral ceiling. Many improvements include updated electric & roof. Enjoy this lovely spot, with hiking trails to a fire pit for star-gazing.

Paul Reed WILLIAM RAVEIS - BERKSHIRE

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

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

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

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

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

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

Privacy, space, and the beauty of the Berkshires come together at 125 Town Hill Road. Set on nearly 3 wooded acres in the peaceful town of Sandisfield, this 4-bedroom, 3-bath contemporary offers a private retreat surrounded by nature. The home features comfortable living spaces, a screened porch, spacious deck, finished walk-out lower level, and a private tennis court. Enjoy the serenity of

Adam Dingman BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

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

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