4852 99TH WAY N Under contract-accepting backup offers. Refined One-Level Luxury Home in Sought-after Bay Pines Estates within minutes to Madeira Beach. This exceptional custom-built residence offers 3, 393 square feet of beautiful living space (4, 356 total square feet) thoughtfully designed across a single-level floor plan. With an emphasis on architectural integrity, privacy, and effortless entertaining, the home delivers a rare blend of sophistication and functionality. The residence features four bedrooms, including two expansive primary suites, three bathrooms, a stately office and an oversized two-car garage, making it ideally suited for both elegant family living and hosting on a grand scale. Originally constructed in 2005, the home makes a striking first impression with an arched entryway framed by substantial columns, setting the stage for the refined interiors within. Inside, soaring tray ceilings and generous ceiling heights enhance the open layout, complemented by polished hardwood floors, curated designer tones, and modern finishes that balance warmth with understated luxury. Architectural enhancements include crown molding, custom window trim, LED smart lighting, and oversized windows that bathe the home in natural light. The thoughtfully designed bedroom layout prioritizes privacy, with three bedrooms offering en-suite accommodations. The primary suite is privately positioned opposite the additional bedrooms, creating a true owner’s retreat, while a second oversized suite provides exceptional flexibility for multi-generational living or extended guests. At the heart of the home, the great room unfolds as a sunlit gathering space, seamlessly connecting the kitchen and dining areas for effortless everyday living and entertaining. From the moment you enter your eyes are drawn through the main living areas to the remarkable outdoor entertaining retreat, creating a sense of openness and flow throughout. Significant upgrades enhance both comfort and long-term value, including a custom-designed, heated saltwater pool and oversized spa with full screened enclosure, completed in 2022. A solar panel system, also added in 2022, has historically offset the home’s typical electrical usage based on prior occupancy. Additional improvements include dual HVAC systems and a comprehensive kitchen remodel with updated appliances completed in 2020. Situated at an elevated 44-foot elevation and located in Flood Zone X, the property offers the notable benefit of no flood insurance requirement. Outdoors, a private resort-style setting awaits, designed for year-round enjoyment. The screened enclosure features remote-controlled custom privacy blinds, an entertainer-focused layout, and seamless indoor-outdoor living. Meticulous maintenance, thoughtful garage upgrades, and a premier location further distinguish this offering. Move-in ready and impeccably upgraded, this residence presents a rare opportunity to experience elevated Florida living in one of the area’s most desirable communities.