In the heart of Historic Hyde Park, where timeless architecture defines one of South Tampas most iconic neighborhoods, this classic Craftsman bungalow has been thoughtfully preserved and elevated for modern living. Framed by a deep homesite and exceptionally private, hedge lined backyard, this rare single story 3/2 residence with den was enhanced by a 2006 expansion introducing a true primary suite, open kitchen/family room and a detached two car garage with a beautifully finished 1/1 ADU above. A welcoming front porch with a signature swing sets the tone, inviting slow mornings and evening conversations beneath the shade of mature trees. Inside, Brazilian hardwood floors flow throughout the main home, complemented by original built ins, crown molding, and curated architectural details that honor the homes heritage. The main living area is both warm and sophisticated, anchored by a wood burning fireplace and seamlessly connected to a private den with French doorsideal for a home office, library, playroom or quiet retreat. Designed with both everyday living and entertaining in mind, the kitchen and adjoining family spaces feel open yet intimate, centered around a custom built island and outfitted with premium Viking appliances, including a gas range with griddle. Filtered water at the sink, custom built banquette, generous cabinetry, and thoughtful finishes enhance both form and function, while natural light pours in from multiple exposures, creating an inviting and effortless flow to the rear covered patio and turfed backyard beyond with room for a pool. The primary suite is privately positioned at the rear of the home, offering a peaceful escape with French doors that open to the covered porch as well as a generous walk in closet with custom built ins. The ensuite bath evokes timeless elegance with a clawfoot tub, dual vanities, and a spacious walk in shower. Secondary bedrooms are well proportioned and filled with natural light, maintaining the homes cohesive warmth and livability. Beyond the main residence, the detached garage and accessory dwelling unit present a rare and highly flexible opportunity. With full alley accessone of only two homes on the street to offer this featurethe property provides exceptional privacy and functionality. The ADU is complete with its own entrance, full kitchen, hardwood flooring, built in desk with integrated bed, walk in closet, and a full bathroom, making it ideal for guests, extended family, or income producing potential. Flexibility with washer/dryer set up in the garage or in the houseor both! Recent improvements include a 2021 roof on both structures, two new AC systems with updated drain lines (2022), LG ThinQ front loading washer & dryer with pedestals (2022), a tankless water heater and dimmers on lights. Enhanced security features include an ADT monitored equipment, smart lock, cameras, Ring doorbell and motion sensing floodlights. Ample parking is accommodated with a front driveway, parking pad, garage, and additional street availabilityan uncommon luxury in this historic setting. Perfectly positioned just moments from Hyde Park Village, the vibrant SoHo district, and the iconic Bayshore Boulevard waterfront, this residence offers a lifestyle that is as walkable as it is distinguishedwhere historic character meets modern convenience in one of Tampas most desirable enclaves.