89 John Perry Road, Eastford, CT 06242 - Windham County

Welcome to the Benjamin Bosworth House, affectionately known locally as "The Castle." This extraordinary Federal-style home, Circa 1796, blends timeless craftsmanship with historic character. Set on 3 private acres, this 4,538 sq ft estate features 4 bedrooms, 2.5 baths, and 11 fireplaces across a thoughtfully designed layout. Notable architectural details include hand-carved mantels, doors, and windows-crafted by a woodworker who lived onsite through a winter. The centerpiece is a rare full-height monitor, originally a Masonic meeting hall, complete with fireplaces and built-in benches. Inside you'll find grand halls, a formal parlor, Dining room with bookcases & original China closet, tea room or keeping room gets afternoon sun, office, Studio, workshop, pantry, and laundry.1/2 bath with original wooden drain board & copper sink, Kitchen has antique basin, custom cherry wood pantry, hand painted stenciled floors. Primary Bed with private shower bathroom, 3 beds & office and full bath finish 2nd floor. Listed on the National Register of Historic Places, this one-of-a-kind home offers the charm of 18th-century design with the potential for modern customization. Own a piece of Connecticut history in peaceful Eastford.