This Spectacular Showcase 1928 Spanish Triplex, located in the coveted Longwood Highlands area, comprises three units. Two of these units boast three bedrooms and two bathrooms each, while a separate guest house at the rear features a modern layout with two bedrooms and two baths. The property showcases meticulously maintained hardwood floors throughout the front units, with the living room adorned in crown moldings and intricate details that exude charm and character. The formal dining area impresses with double floor-to-ceiling built-in bookcases, and the exterior boasts a private patio with a soothing water fountain. Each front unit includes a delightful kitchen equipped with all appliances and a charming breakfast room. The bedrooms are spacious and tastefully done, with white-tiled baths that are in excellent condition, including an original white and black tiled bath. The master bedroom features a well-organized walk-in closet, and new double-paned windows ensure optimal temperature and light control. Additional amenities include HVAC systems, wood blinds in bedrooms, and an extra storage room off the living area, all within a gated and private backyard setting. The separate back unit stands out for its modern amenities and design. The back unit is currently vacant. In total, this property offers eight bedrooms and six baths, making it an exceptional opportunity not to be missed. The guest house is not under rent control. Square footage includes a permitted guest house. All updated plumbing, and drains , original crystal doorknobs, and mini split system in upper front unit and breakfast nook, separate laundry areas. Malibu Tile, and imported Spanish tile at the front. The top unit has a private balcony with slate floors and new windows. Custom wrought iron railing and custom lighting. The back unit was built from the ground up in 2009 with permits and available architectural drawings and in 2023 was given a Certificate of Occupancy as a legal unit with a separate legal address. Separate electrical meters and gas meters. The back unit is not subject to the Rent Stabilization Ordinance (Non-Rent Controlled). Earthquake shutoff valves are in place. Ample off-street parking adds to the convenience and appeal of this remarkable property. A truly remarkable offering this property has it all.