Live every day like you are on vacation in this stunning tropical boating retreat! This exceptional 3,586 square-foot waterfront pool home with dock is ideally on well over one-half acre of property on a cul-de-sac in the highly sought-after waterfront community of Shakett Island. This gated and upscale community is a beautiful Key West-style private enclave offering ideal protected boating with just two bridges to Roberts Bay, the ICW and Gulf of Mexico. This home offers five bedrooms, 3.5 baths, executive office, family room, formal dining room, café nook, abundance of storage, tile and engineered wood flooring, and three-car garage. Upgrades include 2021 hurricane storm shutters, updated baths and kitchen, baseboards, decorative wall and crown moldings, 2019 dual air conditioner replacement, professional landscape lighting, Pebble Tec pool with water feature, new pool pump and 2017 water heater. As you enter, you will be greeted by a meticulously maintained open floor plan and large foyer filled with an abundance of natural light seamlessly connecting the kitchen, café nook, formal dining room, great room and sunroom. The executive office on the front of the home with double-glass doors allows for the most privacy. The kitchen boasts an abundance of cabinetry, granite countertops, breakfast bar, double wall oven, cooktop, double-door pantry, under-steps storage, cafe nook and overlooks the great room. The formal dining room is conveniently near the kitchen. The sunroom is off the great room with sliding glass door access to the backyard and the ideal location for a game room. Off the kitchen on back of the home, a mudroom with storage closet and rear lanai access is ideal for boating and fishing equipment, or extra storage. Upstairs the large open balcony overlooks the foyer and here you will find the primary suite, additional bedrooms and baths, theater room and storage closets. The primary suite features beautiful water views, large walk-in closet with custom shelving, sitting area, en suite, connecting room and private balcony which can be used as dressing room, nursery or office. The primary en suite boasts dual sinks, and a large walk-in shower with private water closet. The second and third bedrooms include double closets with custom shelving and share a full-sized Jack & Jill bath. The fourth bedroom is being used as a fitness room and the fifth bedroom is being used as a theater room with raised flooring, surround sound speakers not connected, and theater seating. The split three-car garage boasts high ceilings, cabinetry, and a side door entry to the front of the home. Step outside to the backyard retreat featuring a pool, large paver deck and oversized covered deck with outdoor kitchen, bar, extended seating and fire pit. Whether you prefer jumping on your boat and heading out to the beautiful Gulf of Mexico, lounging on the patio or hosting a barbecue, you'll find this outdoor space to be a wonderful extension of the home. The shared dock with the neighbor has been well maintained and features marine-grade pilings, 10,000-pound lift, water, electric and fish cleaning station. This prime location offers easy access to U.S. 41, Interstate 75, new Sarasota Memorial Hospital, top-rated schools, Legacy Trail, pristine Gulf of Mexico beaches and quaint downtown Venice. Take advantage of a lifestyle defined by luxury, tranquility and proximity to life's most cherished amenities!