4992 99TH WAY N NEW ROOF (2024) and located in STR-friendly Unincorporated Pinellas County, this well-maintained home offers an exceptional combination of value, flexibility, and location. Just minutes from Madeira Beach, the VA, shopping, dining, and everyday conveniences, you'll enjoy easy access to everything a Florida lifestyle has. Recent updates create a move-in-ready opportunity, including fresh interior and exterior paint (2026), refinished countertops, terrazzo flooring, and a newly epoxied tub and bathroom tile. Inside, the flexible floor plan offers comfortable living today while providing opportunities to customize and expand in the future. A bright Florida room overlooking the backyard adds valuable bonus living space, while an additional room off the garage is perfect for a home office, gym, hobby room, or storage. Buyers looking to increase square footage will appreciate the potential to incorporate the Florida room and bonus room into the home's primary living area, creating even more functional space and long-term value. Outside, the generously sized backyard offers endless possibilities for entertaining, gardening, pets, or future enhancements. A garage and detached storage shed provide ample room for tools, beach gear, and outdoor equipment. Whether you're looking for a primary residence, seasonal retreat, or income-producing investment property, this home offers the flexibility, updates, and sought-after location that are becoming increasingly difficult to find in Pinellas County.