Authentic 2 BR/1BA 1925 South Tampa Bungalow with a separate/detached 1BR/1BA Cottage tucked behind the main homeideal for multi generational living, extended family, guests, or flexible residential use. This is a rare find and an exceptional opportunity! From the moment you arrive, the charm is undeniable with a rustic arbor, picket fence, lush landscaping, and fully fenced yard. The exterior was recently stripped and repainted with high end UV resistant paint, plus new awnings for both homes. Inside the main home: high ceilings, original oak hardwood floors, original windows, crystal doorknobs with all original brass keyplates and strike plates, and built in bookshelves. The original wood burning fireplace, fitted with gas logs, provides instant heat while maintaining the look of a natural fire. The dining room features a vintage Scottish pub table with leaves and period lighting that adds warmth and authenticity throughout. The eat in kitchen retains original wood cabinetry and hutch, butcher block counters, gas range, and vintage enamel top table. The charming Florida Room, with vintage stained glass windows on all sides, conceals near new washer and dryer hookups behind a hand painted wood screen. The bathroom retains its original tub and toilet, complemented by classic Laura Ashley wallpaper and a large closet with built in drawers. Outdoor living continues with a small covered rear porch and brick steps leading to a spacious backyard with privacy fencing. A shed offers additional storage, and a grassy alley behind the property provides a peaceful place for strolling or jogging. Additional upgrades include AC/Heat System (2023), a gas on demand water heater servicing both homes, and all subflooring, piers, and foundation timbers replaced for added structural peace of mind. The detached 1BR/1BA cottage was thoughtfully designed to complement the historic bungalow. Features include real wood floors, a loft bedroom with dedicated workspace, an additional downstairs workstation, and an eat in kitchen with a retro style Galanz refrigerator and matching microwave. The bath includes subway tile, an upcycled antique vanity, semi circular shower with tall shower head, and stackable washer/dryer. A pergola covered deck with Edison lighting, firepit seating area, and 1950s wrought iron patio set complete the inviting outdoor space. This property is in a NO FLOOD HAZARD ZONE. It is high and dry with no known history of flooding. Prime location with easy walking or biking access to parks, recreation, fishing, beaches, cafs, and shopping. Just 4 minutes to MacDill AFB, 5 minutes to beautiful Bayshore Blvd with stunning waterfront views, and approximately 15 minutes to Downtown Tampa, Davis Islands, Hyde Park Village, and Ybor City. St. Petersburg is just 30 minutes via the Gandy Bridge. This is more than a homeits a preserved piece of South Tampa history offering timeless character, modern functionality, and rare multi generational flexibility in one exceptional property.