Historic Prospect Hill Estate, a 17±-acre gem blending Hollywood legacy with modern income potential. Built ~1905 by vaudeville star Billy B. Van as"Bolivar’s Rest," the grand Victorian main house offers 5 beds, 2.5 baths, hardwood floors, carpeting, high ceilings, a spacious dining room, massive fireplace, and wrap-around porches across three finished floors, currently vacant (former rental). A house across the street (barn side), currently rented on a month-to-month lease, a 2-bed, 1.5-bath house, fully occupied. Directly across from the house is a magnificent 100 foot long Gambrel roof barn encompassing 3 levels, 2 with drive in access. This structure provides an amazing 12,000 sq ft of usable space for cars, boats, gathering spaces or a commercial enterprise. Currently the barn is used for paid storage, workshop and retail spaces. An 8,000 sqft Metal Building offers storage, antique restoration, and woodworking for structural components. A 700 sqft former piggery provides additional rented storage. Evolving from a dairy farm to a1930s chicken farm, 1940s dance hall, 1950s theater, and 1970s riding academy, this estate is minutes from Lake Sunapee and Mt. Sunapee, close to I-89, and just 2hours from Boston, ideal for entrepreneurs, equestrians, or investors seeking history and opportunity.