Rare generational offering blending classic San Francisco architecture, gracious scale, and thoughtful updates. This exceptional three-story residence in the Parkside District has been lovingly maintained by the same family since 1953 and is being offered for sale for the first time in over seven decades. Built circa 1917, this expansive five-bedroom, two-and-a-half-bath home showcases timeless craftsmanship, abundant natural light, and the warmth of a true family sanctuary. Spanning three spacious levels, the residence reflects classic Edwardian architectural influence with elegant proportions, period detailing, and a signature oversized front picture window that fills the home with natural light. Beautiful, recently refinished original hardwood oak floors, decorative moldings, and vintage relief accents preserve the character and authenticity of early 20th-century San Francisco design. A gracious interior staircase connects the generous living spaces, while large windows throughout create a bright and inviting atmosphere on every level. The flexible lower-level expansion, added in the early 1960s, includes additional bedrooms and a full bath, offering ideal accommodations for guests, extended family, a home office, or multigenerational living. The refreshed kitchen, with Quartz counters, a new cooktop, and a double oven, connects seamlessly to a sunny breakfast room and an expansive rear sunroom overlooking the oversized, landscaped backyard. Complete with washer and dryer hookups, the sunroom provides the perfect setting for morning coffee, entertaining, or relaxing above the garden. Ideally located in the Parkside District, the home offers convenient access to neighborhood shops, restaurants, parks, schools, and public transportation, combining residential tranquility with exceptional urban accessibility.