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Longboat Key holds a small and tightly held inventory of single family homes at the upper end, and the island's geography explains much of the pricing. A parcel can face the Gulf, sit on Sarasota Bay, or occupy a canal in between. Gulf front parcels along Gulf of Mexico Drive command the highest figures and carry coastal construction requirements. Bayfront and canal homes in Country Club Shores and Bay Isles offer protected dockage with deeper water. Lot width and elevation certificates matter here more than in most markets, given flood zone rating. Browse luxury homes in the Sarasota area or explore beachfront homes in the Sarasota area.
Listings courtesy of StellarMLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of October 21, 2026 11:31 PM EDT. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. IDX information is provided exclusively for consumers’ personal noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end user license agreement.