Former home to the Sugarloaf Pineapple Plantation, Sugarloaf Key offers quite solitude to its residents. If you are looking for larger floorplans, more luxurious landscaping and privacy this is the Key for you. The majority of homes are located south of the Overseas Highway looking out onto the distinctive blue white waters of Upper and lower Sugarloaf Sounds. Large ocean front Estates rim the outside of the island facing out to the Atlantic. Boating is excellent for shallow draft boats with quick access to the backcountry, but there is no access for large boats or sailboats. The Sugarloaf backcountry is legendary for flats fishing. If you are a pilot, Sugarloaf has a basic public airstrip you can fly into. There’s a popular sky diving operation, and you’ll definitely see folks falling from the sky. The houses along the airstrip get together at Christmas and the “Ho-Ho-Ho” and lights can be seen for miles. Sugarloaf has a whimsical downtown, where you can also rent a kayak or a boat, buy essential supplies, and get a bite to eat. Properties here tend to be expensive, partly because the average lot sizes are roomier than those found on the other Keys.