Welcome to 500 53rd St S in St. Petersburg! This charming two story home combines historical character with modern upgrades and total peace of mind. Property sits high and dry on a corner double lot that is not in flood zone and weathered both recent hurricanes without any damage. Stepping inside, the grand foyer and half bath welcomes you with high ceilings and beautiful original hardwood floors, leading into the large dining area and kitchen featuring newer appliances, solid wood cabinets, and ample space for all your cooking and entertaining needs. An adjacent laundry room and separate mud room with a side entry door adds convenience and storage, while an oversized hallway connecting the kitchen to the living room provides additional storage or a pet friendly space to hide a litter box or pet crates. Anchoring the spacious living room is a cozy electric fireplace, surrounded by large windows that fill the home with natural light highlighting the old world charm and craftsman style. Off the living room, an 8' x 14' bonus room offers flexible use as a home office, playroom, or gym. Upstairs, a large landing opens to four generously sized bedrooms, each occupying a corner of the second floor, along with a tastefully updated, full bathroom featuring a tub/shower combo with new tile surround and 12 x 24 tile flooring. The large attic is great for those needing additional storage. Outside, the newly installed paver deck and pergola create a lovely outdoor living space, perfect for an outdoor kitchen or grilling area. The fully fenced backyard offers complete privacy and a huge green space for pets and children to play or for that backyard garden youve been dreaming of. The backyard also features a 20' x 12' above ground pool installed in 2022. There have been many recent upgrades to the property including a brand new roof (2024), pergola and paver patio (2024), fresh exterior paint (2024), new water heater (2021), and two newer AC units for each floor (2018 upstairs and 2019 downstairs). Located on the outskirts of Gulfport, conveniently just a short drive from award winning beaches, downtown St. Petersburg, popular restaurants, shopping, and parks along with excellent schools & hospitals. This well maintained home is a rare opportunity to own a piece of St. Petes history with all the modern comfortsschedule your private showing today! The property is ADU eligible with income producing opportunities or a double lot to build 2 homes on if the home does not suit.