Much-admired c.1788 Joshua Leland House blends historic charm, pastoral views and a flexible floor plan. Features include wide pine floors, exposed beams, wainscoting, built-ins and multiple fireplaces. Kitchen opens to dining or family room with historic cooking hearth/fireplace. Family room with wood stove and a fully reconstructed staircase to the second floor. First-floor office/BR with FP adjacent to a 2023 renovated bath. Additional first-floor living room with FP. Primary suite offers cathedral ceiling, skylights, walk-in closet and full bath; two guest rooms on the second floor. Major updates include ’21 3BR septic, ’21 roof, ’25 driveway, ’25 cedar fence, mini splits, major tree work, fresh paint and a greenhouse. Expansive two-story barn with stalls, hay loft, workshop, sheds and paddock. A rare historic Sherborn property with meaningful modern upgrades. All this and just right across the street from the renowned Rocky Narrows trail system.