Gracefully blending classic San Francisco character with contemporary refinement, 452-454 Fair Oaks Street presents a beautifully renovated two-unit residence on a coveted, tree-lined street. Thoughtfully updated while preserving its original architectural charm, the property offers a compelling combination of timeless detail, modern comfort, and exceptional versatility. The upper residence is an expansive two-level home featuring three bedrooms + office, soaring ceilings, and beautifully proportioned living spaces. At its heart is an impressive, open kitchen and dining area, thoughtfully designed for both everyday living and entertaining. A dramatic 12-foot island anchors the kitchen, creating an inviting gathering place while offering generous workspace and an effortless connection to the surrounding living areas. Throughout, the home's original character is complemented by tasteful contemporary flourishes, resulting in interiors that feel both warm and sophisticated. The lower residence offers a well-appointed two-bedroom + two bathroom layout, ideal for extended family, guests, supplemental rental income, or a private work-from-home retreat. Together, the two residences provide exceptional flexibility for a variety of living arrangements. Completing the offering is highly desirable two-car parking. Whether enjoyed as a substantial single-family-style residence with additional income potential or as a multi-generational property, 452-454 Fair Oaks Street is a rare opportunity to own a beautifully reimagined home on one of San Francisco's most appealing tree-lined streets.