Under contract-accepting backup offers. BUYER FINANCING FELL THROUGH! NEW ROOF being installed this week and home inspection done! Welcome to 18561 Winding Oaks Boulevard, a beautifully maintained 3-bedroom, 3-bathroom pool home with bonus spaces on a sprawling half-acre fenced lot in the highly desirable Autumn Oaks community of Hudson, Florida. This spacious single-family home offers over 2,900 square feet of bright, open-concept living space designed for everyday comfort and entertaining. From the moment you walk in, youll notice the thoughtful layout and natural light pouring in through large windows. The heart of the home features a generously sized living and dining area perfect for hosting gatherings or enjoying quiet nights in. The well-appointed kitchen overlooks the main living space and provides plenty of cabinetry and counter space, ideal for any home chef. The split floor plan offers privacy for all, with the primary suite tucked away and featuring its own bonus retreatperfect for a home office, nursery, workout zone, or cozy sitting area. The en-suite bathroom includes dual vanities, a soaking tub, and a separate shower. Two additional guest bedrooms are oversized and share a convenient guest bath, while the third full bathroom offers easy access to the pool area. The bonus room is a standout feature with endless possibilitiesuse it as a home gym, playroom, craft room, media center, or even convert it into an additional bedroom. Whether youre working from home, entertaining guests, or just enjoying your own space, this layout adapts to your lifestyle. Step outside to your private outdoor oasis where youll find a screened-in pool and covered lanai perfect for relaxing weekends, summer cookouts, or evening swims. The backyard is fully fenced and pet-friendly, with ample room for gardening, play equipment, or simply enjoying nature. The property sits on a quiet street within Autumn Oaks, a deed-restricted community known for its mature landscaping, large lots, and welcoming feel. As a resident, youll enjoy access to fantastic amenities including tennis courts, pickleball, a basketball court, a shaded playground, and picnic areasall just a short stroll away. This location offers the best of both convenience and Gulf Coast charm, with Hudson Beach, waterfront dining, boat ramps, and SunWest Park just minutes away. Commuting is easy with quick access to the Suncoast Parkway and U.S. 19, making trips to Trinity, Tampa, Clearwater, or Spring Hill a breeze. Youll also appreciate the close proximity to top-rated schools, medical facilities, grocery stores, and shopping centers. Whether youre searching for a pool home in Hudson with space to grow, a peaceful retreat with no backyard neighbors, or a flexible floor plan that works for multigenerational living, 18561 Winding Oaks Blvd checks every box. Dont miss the opportunity to own a well-cared-for home in one of Pasco Countys most popular communities. Schedule your private showing today and come see why so many buyers are choosing Autumn Oaks for its lifestyle, lot size, and unbeatable location.