Own a Piece of Winthrop's History-282 Pleasant Street is constructed on an oversized 6280 SF lot by the prominent John Sturgis Tewksbury family in the mid 1800s. Being only 1 of 8 Italianate Mansard-roofed homes with classic dormer windowing, particular attention has been devoted to restoration of Dentil molding and installation of copper ridging. Clapboard siding along with 6' decorative fencing makes for an attractive and privacy-enhanced setting. Hardwood flooring throughout. First level presents a 12x24' room that may be utilized as a bedroom, family room or remote work space with 3 bedrooms on upper level. Eat-in kitchen, dining area, full bath and elongated living room complete lower floor. Open the master bedroom door to a most welcome feature: an 488 SF roof deck that is perfect for a quite coffee and newspaper respite or congenial gatherings. Recently-installed, highly-efficient Viessman heating system and water heater. Photos of Tewksbury & farm circa 1885 attached.