San Luis Obispo legacy above the clouds! Discover a rare opportunity to own a 36-acre estate steeped in history and unmatched natural beauty. Perched 1,600 feet above sea leveljust 100 feet higher than the iconic Hearst Castlethis extraordinary property offers sweeping views of Hollister Peak, Bishops Peak, Laetitia Winery, Morro Rock and Smokestacks, and the San Luis Obispo Valley floor. A 1.4-mile private driveway, secured by an automatic swing gate, winds its way from Highway 101 to this secluded retreat, which boasts a unique connection to San Luis Obispo's storied past. Originally built by Alex Madonna, the visionary behind the famed Madonna Inn, the estate features a 2,012 sq. ft. main home, a detached 4-car garage, and a separate 1,000 sq. ft. guest house. While the structures are in need of restoration, this is a one-of-a-kind opportunity to create a dream estate that honors its history and fully embraces its awe-inspiring surroundings. The property is sustained by natural springs, providing a pristine water source, while electricity is supplied by PG&E and gas is powered by an on-site propane system. With a coveted VRBO permit, this estate also presents a unique investment opportunity for short-term rental income or the perfect space to host visitors. Whether you choose to renovate, rebuild, or simply enjoy the stunning surroundings, 3455 Vista Del Ciudad is a chance to reimagine a legacy estate that celebrates the beauty and history of San Luis Obispo.