Welcome to 5222 Winding Way in beautiful N Merritt Island, Florida — a private, Estate-Style Retreat nestled on 2.6 acres of lush, Tropical Landscaping. This exceptional property features TWO impeccably designed Concrete Block-constructed homes with Impact Windows and standing seam Metal Roofs, connected by an expansive paver deck surrounding a custom-built, heated 40ft x 20ft Saltwater Pool with Spa. The Main House, built in 2007, includes 4 bedrooms, 2.5 bathrooms, a spacious loft, and a 2-car garage. Inside, you'll find soaring ceilings, intricate moldings, and wide-plank Wood Flooring that complements the Luxurious, Gourmet kitchen and spa-style Primary Suite — complete with a massive walk-in closet. Built in 2010, the Guest House offers 2 bedrooms, 1.5 bathrooms, and its own private 1-car garage — ideal for multigenerational living, guests, or even a home office setup. The entire Estate is designed for both privacy & entertaining, with generous outdoor lounge spaces, a cozy firepit area and plenty of room for a boat, RV, or other recreational toys. Whether you're hosting friends for a poolside cookout or enjoying a quiet evening under the stars, this unique compound provides the ideal balance of functionality and resort-style luxury all just minutes from the Intracoastal, beaches, and top-rated schools.