5019 SAN MASSIMO Drive Virtually Staged. Experience the ultimate Florida lifestyle in this beautifully maintained 3-bedroom, 2-bath waterfront pool home, perfectly situated on a premium approx. 1/2-acre corner lot in the highly desirable golf and boating community of Burnt Store Isles. A boater's dream, the property showcases architectural flair with its custom stone accent panels and sits on a large, deep-water turning basin with seamless sailboat access to Charlotte Harbor and the Gulf. Enjoy sweeping wide-basin views and enviable northwestern exposure for unforgettable nightly sunsets. Step through the welcoming foyer into an inviting, sun-drenched open floor plan highlighted by soaring cathedral ceilings, easy care tile flooring in the main living areas and expansive windows giving the home an abundance of natural light. A custom built-in media and display wall anchors the main living area, which features a brand-new sliding glass door (installed 2025) opening directly to the outdoor oasis. Designed for effortless indoor-outdoor living, nearly every room transitions smoothly to the lanai. The kitchen serves as the heart of the home, complete with beautiful solid oak cabinetry, solid surface countertops, a built-in desk, and a convenient breakfast bar. A thoughtful split floor plan ensures maximum privacy for guests, complete with an adjacent pool bath, while the primary suite offers a true retreat featuring direct lanai access and a beautifully redesigned ensuite with dual sinks and a custom-tiled glass shower. Step outside to your private paradise, where a covered lanai and a screened pool with a new cage overlook the spacious backyard and city-maintained seawall. This property offers total peace of mind with significant recent updates, including a new metal roof, high-impact windows, storm covers, and a new A/C system from 2024. Located just minutes from Twin Isles Country Club and a short drive to the Punta Gorda Yacht Club, historic downtown, Fishermen's Village, and I-75, this exceptional property blends premium waterfront living with unparalleled convenience.