A beautifully reimagined Spanish style home on one of Highland Park's most desirable streets, 5417 Stratford features interiors by Casa Ruby Design and offers the best of California living: character, flexibility, and serious income potential. The main home's white stucco facade, terracotta tile roof, and arched covered entry set the tone for what's inside: a bright, open-concept interior where updated floors flow beneath graceful arched doorways and an abundance of natural light. The remodeled kitchen anchors the living space with custom cabinetry, quartz countertops, a statement peninsula, and premium dark stainless steel appliances. The original Batchelder tile fireplace, a hallmark of early 20th century California craftsmanship, grounds the dining area with history and soul while the large porch window frames a beautifully serene view with Mt. Washington peeking through. Bathrooms throughout have been thoughtfully designed with quality finishes. Designed for total autonomy, the primary suite is a lockable private world positioned behind the kitchen: a kitchenette, a spa bath with skylight, a spacious bedroom with a slider that opens to a pergola-shaded patio. The configuration supports extended family living, long-term guests, or mid-term rental income while maintaining the privacy of the main residence. At the rear of the property, the detached permitted ADU at 5417½ is a fully self-contained 2-bedroom, 2-bathroom home with a complete kitchen, in-unit laundry, heating and air conditioning throughout, and its own private courtyard entrance, ready for its next tenant or owner. The backyard is anchored by a large deck and framed by a sail shade, brick wall backdrop, and mature ficus trees. Additional upgrades include a 200-amp electrical panel, central HVAC in the main home, hard water softener, and automatic sprinklers. 5417 Stratford is just steps from the best of York Boulevard's cafés, boutiques, and the creative energy that makes this neighborhood one of NELA's most beloved.