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 level-just 100 feet higher than the iconic Hearst Castle-this extraordinary property offers sweeping views of Hollister Peak, Bishop's 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.