Chester, MA homes for sale & real estate

Chester, MA Homes for Sale

Sweet location in Lake community of Becket. Newly installed 2 bedroom septic system and extra 3/4 acre (AS IS) lot are a bonus with this furnished seasonal cottage. Open floor plan that accommodates for your sleeping area, living room and kitchen/dining. Two sheds, spacious flat back yard that borders a wooded area for privacy. Literally around the corner from the lake/beach area for swimming and kayaking. Road District Tax is $435.41 annually and Lake District Tax is $217.93 annually.

Chester, MA Homes for Sale

One-of-a-kind, elegant restored 1880’s Victorian Italianate on 46+ private wooded acres at the edge of the Berkshires. Original carved woodwork, 7 fireplaces and timeless detail blend with extensive modern upgrades. A sun-filled fully remodeled kitchen features marble counters, a chef’s AGA stove, polished nickel sink, and butler’s pantry. The primary suite offers a spa bath, walk-in closets and porch with views of manicured lawns. The perfect property for entertaining; from the open dining room, period sitting rooms, original wraparound piazza, media room with bar to the perennial gardens, fruit orchards, and groomed woodland paths through the peaceful forest to spring fe

Chester, MA Homes for Sale

Nestled between forest and garden in the serene, secluded Crystal Pond neighborhood, this bright and breezy home offers rustic charm, serenity and convenience, & central A/C. The open concept floorplan seamlessly merges the dining, kitchen areas into a vaulted great room that boasts three walls of windows, and skylights. Two bedrooms, new bath and laundry on the first floor, with a beautiful summer screened porch. The primary is on the second floor, offering a small office area and bath attached. Lower level has an extra-long garage and a playroom for more living space. Short walk to private beach and pond. So Close to all Berkshire cultural venues. With in 5 miles Hiking, Becket Beac

Chester, MA Homes for Sale

Unique seasonal camp located near the Littleville Dam and the local schools is waiting for your ideas! Make this two story cottage your dream getaway and enjoy the summer breezes from the spacious front and back porches. The main floor features knotty pine walls and is comprised of an eat-in kitchen with a vintage wood stove, a living room with a stone fireplace and a bathroom. Upstairs are two bedrooms, both with closets and wood floors, plus a 1/2 bath. The yard features a unique built-in stone table and benches, stone walls and a shed for storage. Seller installed an asphalt shingle roof in 2007. 30 minutes to downtown Northampton. Make your dreams of a hunting/camping cabin a reality wi

Chester, MA Homes for Sale

Berkshire Retreat , This impressive Berkshire retreat located on 9 private acres in Becket . Stunning great room with stone fireplace. , interior balcony overlooking a open floor plan. sun room. enjoy summer leisure living with wrap around porch and above ground pool. Close to Berkshire cultural and recreational activities.

Chester, MA Homes for Sale

Tucked just minutes off Route 112, this well-maintained 2,644 sq ft cedar-sided Colonial is located in Chester, with full services provided by the town of Huntington. Set on 4.25 private acres abutting state land, the property offers scenic views, a peaceful pond, and charming stone walls—creating a picturesque and tranquil setting. Inside, the spacious kitchen is ideal for entertaining, with sliding doors that open to a full-length composite deck overlooking the backyard. The living room features a cozy pellet stove, while the dining room, currently used as an office, offers flexibility to fit your needs. A generous family room with deck access could easily be converted into a first-