Two exceptional free-standing residences come Set within a rare two-residence compound in coveted Upper Market/Corona Heights, this exceptional property offers an extraordinary blend of historic elegance, contemporary design, and tranquil outdoor living. Comprising two beautifully renovated detached homes on an expansive landscaped lot, the property is enveloped by curated gardens, mature trees, and multiple outdoor entertaining areas, creating a private urban sanctuary rarely found in San Francisco. At the front of the compound, a meticulously restored Italianate Victorian embodies timeless architectural character across two levels, offering 2 bedrooms and 2.5 baths. The main living level unfolds into a dramatic open-concept great room where the chef's kitchen, dining area, and living spaces seamlessly connect to an expansive south- and east-facing deck overlooking the lush gardens below. Designed for both everyday living and effortless entertaining, the kitchen features a striking waterfall-edge island, composite stone countertops, premium appliances, and custom cabinetry. Rich period details have been thoughtfully preserved and integrated with sophisticated modern finishes, creating a refined balance of historic charm and contemporary comfort. Privately situated at the rear of the property, a light-filled contemporary residence has been thoughtfully customized for modern living. This design-forward home offers 2 bedrooms and 1.5 baths, complemented by custom millwork, refined finishes, skylights, and abundant natural light throughout. Clean architectural lines and carefully curated materials create a warm yet modern aesthetic. A lush garden pathway links the two residences through a Zen-inspired landscape of mature plantings, custom trellises, illuminated walkways, and multiple patios designed for entertaining, relaxation, and quiet reflection. The verdant grounds provide an extraordinary sense of privacy and serenity, making the property feel worlds away from the city while remaining at its center. Offering exceptional flexibility for multigenerational living, guest accommodations, rental income, or potential future condo conversion, this one-of-a-kind compound presents a rare opportunity to own a truly distinctive property. All just moments from neighborhood cafs, dining, parks, transit, and the vibrant energy of San Francisco.