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Rare Gulf-to-bay property with the main home on the bay and guest house on the Gulf of Mexico. The main home has open water views and is set back from the road and along a quiet stretch of Little Sarasota Bay, this home has an open floor plan, vaulted ceilings in the main family room, an updated kitchen and a first-floor remodeled master bedroom and bath. Upstairs are three more bedrooms which include a second master suite. Stunning water views, a boat dock and a wonderful paver patio surround a large swimming pool. The roof was replaced in 2017, new impact windows and slider doors were replaced across the back of the home in 2014 and the whole home was re-piped. New pool screening in 2018, new HVAC in 2020 and a new septic system in 2022. The Gulf-side guest house is tastefully updated with 2 bedrooms and 2 baths, impact windows, newer roof, new HVAC, porcelain tile floors, newer kitchen, baths laundry room and 1-car garage. The larger bayside home is 4935 square feet and Gulf-side guest house is approx. 1200 square feet. The 2 parcels are being sold together. Great location on the key, near the north bridge for easy on- and off-island access. Lovely landscaping and privacy throughout. Casey Key is a rare place where commercial development was frozen in time. New construction is limited to single-family homes. Private and commercial air travel options are conveniently located just 15 minutes to Venice and 30 minutes to Sarasota. This unique island is one of the last of its kind, but still just minutes to grocery stores, Starbucks, marinas, golfing, great shopping and restaurants.