Home is under contract with a home sale contingency and kickout clause in place. Allowing showings and accepting backup offers. Welcome to 158 Whispering Way in the highly sought-after Hammock Bay community of Freeport. This beautifully updated 5-bedroom, 3.5-bath home offers 2,824 square feet of thoughtfully designed living space, perfectly positioned on an oversized 0.41-acre lot backing up to preserved land--ensuring lasting privacy with no rear neighbors. Step outside to your own private outdoor retreat featuring a heated inground saltwater pool, brand-new deck, basketball court, fully fenced backyard, and additional storage with a backyard shed. A whole-house generator provides added peace of mind, while recent upgrades including a new roof, freshly painted stucco exterior, hurricane Inside, the spacious and functional layout is ideal for both everyday living and entertaining, offering comfort, flexibility, and room to grow. Whether you're enjoying quiet mornings overlooking the preserve, relaxing poolside, or hosting gatherings with family and friends, this home delivers the perfect blend of privacy, convenience, and long-term value. Built in 2008 and thoughtfully updated, this is a standout opportunity in one of Freeport's most desirable communities. Community Features: Hammock Bay is a master-planned, resort-style community located just minutes from the beaches of South Walton and 30A. Residents enjoy: Three beautifully designed clubhouses, two with pools and lounge areas State-of-the-art fitness center Tennis, basketball, and pickleball courts Miles of walking and jogging trails General Store, event lawn, dog parks, and playgrounds Lake Club with waterfront clubhouse and dock overlooking the bay Regular community events and seasonal markets that create a true neighborhood feel.