Welcome to 2424 Whippoorwill Cir, Sarasota a fully furnished, turnkey 4 bedroom, 3 bath home offering over 3,400 sq ft under air, 2023 roof, multiple use options, and an extraordinary outdoor lifestyle, all less than 5 miles from world famous Siesta Key Beach. This versatile property is ideal for owner occupants, multigenerational living, or buyers seeking flexible living and income potential. The main residence features 3 bedrooms and 2 full bathrooms, while the separate in law suite with private entrance includes a den, kitchenette, and full bathroom. The in law suite is currently occupied by a month to month tenant, providing immediate flexibility for future personal use, guest accommodations, or rental income (buyer to verify). Step outside to a truly one of a kind backyard retreat. The fully fenced yard is beautifully maintained with mature tropical fruit trees, a miniature golf area, swing, and a 7 person spa under a 10 x 14 gazeboperfect for relaxing or entertaining. The yard is finished with seashell ground cover, and the home is enhanced by a paver driveway and paver walkways that wrap around the property, adding charm and function. Why buyers love this location: Situated in a quiet Sarasota neighborhood, the home offers quick access to downtown Sarasota, renowned dining, arts, and waterfront attractions, and is just minutes from Siesta Key Beach, shopping, schools, and major roadwaysdelivering the perfect balance of convenience and lifestyle.