Offered for the first time in over 64 years, this exceptional 1907 home presents a rare opportunity to own one of the earlier homes in the coveted Sunnyside neighborhood. Set on an expansive double lot of nearly 5,000 square feet, this fully detached Craftsman has been lovingly held by just two families since its construction. Rich in character & architectural integrity, the home showcases timeless details including 10-foot ceilings, wood-beamed & coved ceilings, oak hardwood floors, & an abundance of original moldings. An enormous attic with window and impressive ceiling height offers additional potential, while French pane, bay, and transom windows fill the home with natural light. Complementing the main residence is a separate detached carriage house with dramatic 14-foot ceilings, ideal for a variety of future uses. The park-like expansive sunny grounds provide a rare sense of space in the city, offering endless possibilities for outdoor living, entertaining, or creating a truly bespoke dream garden retreat. A once-in-a-generation offering, this is a remarkable opportunity to restore, reimagine, and create a legacy property in one of San Francisco's most sought-after neighborhoods. Three bedrooms, one full bathroom, quarter bath, entryway, formal entry, formal living room with woodburning fireplace, dining room, sunny kitchen, laundry area with washer and dryer, deck, total of 9 car parking, mechanic's pit, large garage with interior access, large basement offering amazing storage & expansion potential, decorative fireplace in bedroom. Roof replaced in main house and carriage house in 2006. The inviting Sunnyside neighborhood blends quiet residential charm with excellent city access. Tree-lined streets & a strong sense of community make it a desirable place to call home. Local schools, including Sunnyside Elementary School, St. Finn Barr School, Riordan High School, Lick Wilmerding High School & City College of San Francisco add to the neighborhood's appeal, while nearby parks like Sunnyside Playground Park, Glen Canyon Park and Dorothy Erskine Park offer scenic trails and open space. The Sunnyside Conservatory is a hidden gem featuring landscaped gardens and a historic conservatory building, more of a serene garden setting than an active park. Shopping, dining, and everyday conveniences are just minutes away along Monterey Boulevard, Ocean Avenue & Glen Park village. Commuters benefit from easy access to Glen Park BART and nearby highways 280 and 101.