109-111 Masonic Avenue presents a rare opportunity to own a classic San Francisco duplex in the highly sought-after Lone Mountain neighborhood. This beautifully maintained property features two nearly identical 2-bedroom, 1-bath residences, offering the ideal combination of owner-occupancy, rental income, and long-term investment potential. The upper residence, to be delivered vacant, is filled with timeless architectural character and enjoys peekaboo views of the Golden Gate Bridge and the bay. An exceptional floor plan features the bedrooms thoughtfully positioned at the rear of the home for added privacy and quiet, along with generous room sizes, abundant closet space, a private balcony, a private washer and dryer located in the garage, 2+ car garage parking, and beautiful period details throughout, making it an ideal owner's residence. The lower residence is tenant occupied, providing immediate rental income to help offset monthly ownership costs while allowing complete ownership of the building. Unlike condominium ownership, this property offers the advantage of owning the entire building with no HOA dues, private control over the property, and the financial benefit of rental income. Both residences showcase the craftsmanship of a bygone era with hardwood parquet floors, decorative plaster ceilings, graceful archways, original architectural details, abundant natural light, generous storage, and a large shared backyard ideal for gardening, entertaining, or relaxing outdoors. Perfectly situated in the heart of Lone Mountain, the property is just moments from the University of San Francisco, Golden Gate Park, Laurel Village, the Geary Boulevard corridor, Trader Joe's, Target, neighborhood cafs, acclaimed restaurants, shopping, and convenient public transportation. Whether you're searching for a primary residence with supplemental income or a premier San Francisco investment, 109-111 Masonic Avenue offers an exceptional blend of classic architecture, financial flexibility, and an outstanding central location.