01259, MA homes for sale & real estate

01259, MA Homes for Sale

Iconic only begins to describe this rare union of sophistication & natural splendor. Spanning 40+ secluded acres of rolling meadows, forested trails, & sweeping mountain views, this remarkable estate has welcomed world-renowned artists & hosted unforgettable gatherings, from summer soirées to intimate retreats. At its heart is the Great House—a 6,000 sq. ft. architectural masterpiece by renowned sustainable architect Allan Shope. Thoughtfully placed within the landscape, the residence reveals itself at the end of a winding, art-lined drive. Inside, soaring ceilings, an open & airy floor plan, & an indoor pool create an atmosphere of timeless elegance

01259, MA Homes for Sale

Views galore define this Sheffield gem, situated on 1.4 acres overlooking rolling pastures, hills, and a winding stream. Built in 1990, the home exudes Shaker charm with wide plank wood floors and special touches throughout. First floor features sunny living room with wood burning fireplace and peek-a-boo TV cabinet, farm kitchen/dining area off expansive deck, powder room, boot room entry, and two-car garage. Upstairs, three bedrooms, full bath, and laundry all offer stunning vistas. A-frame attic can be converted to a unique studio or living area. Lower level with sliding door access from the lawn can be a den, office, or guest suite—complete with full bath and sauna. New boiler, fr

01259, MA Homes for Sale

A Berkshire dream home! Nestled in a quiet private setting to enjoy the outdoors. This 3 bedroom 3 full bath home is empty and ready to go. Great lighting nice open kitchen dining/living area. Additional room can be used as a den or 1st floor bedroom. Wood stove insert for chilly fall nights while enjoying your 3 seasoned screened porch. Oversized 2 car garage. Full basement could be completed as extra space. Handicap accessibility

01259, MA Homes for Sale

Beautifully Built New Construction in Sheffield Move-in ready and thoughtfully crafted by a local custom builder, this 3-bedroom, 2-bath home sits on 1.64 private acres. The open-concept living, dining, and kitchen area flows seamlessly to a lovely backyard patio—perfect for indoor-outdoor living. Nearby hiking, biking, and skiing offer endless recreation, or simply relax and enjoy the peaceful surroundings. Conveniently located just minutes from Sheffield village, Canaan (CT), and Great Barrington, this versatile property works beautifully as a full-time residence, vacation retreat, or investment opportunity in the heart of the Berkshires. This is a new build, and taxes have not yet

01259, MA Homes for Sale

Nestled on a quiet country road, this well-kept ranch offers the ease of single-level living with ample space to relax, entertain, and make your own. The home features an inviting floor plan with plenty of natural light and room for upgrades, allowing you to personalize each space to your taste. Enjoy seamless indoor-outdoor living with a large back deck—perfect for gatherings or quiet mornings surrounded by nature. Features include: Generous sized living spaces, gas fireplace, spacious primary bedroom with en suite bathroom, three additional bedrooms offering flexibility for guests or home office(s), full-size basement provides generous storage or the potential to create even more li

01259, MA Homes for Sale

CANAAN VALLEY LUXURY - FULLY FURNISHED - TURNKEY LIVING - The total renovation of this beautifully located single level home, rebuilt from the foundation up in 2024, has been done with unparalleled taste and style. Set just above the Whiting River and overlooking preserved land in an area of estate level properties, the serenity and timeless appeal of Canaan Valley surround you. The result is a virtually new home that is offered fully furnished and designed for comfort, sustainability, and easy maintenance. The 950 sq. ft. separate Studio building, with its own newly done interior, offers multiple options with a Kitchen, Bath, Living Room and Bedroom, all ideal as a guest apartment, office,