Islamorada is made up of four separate and inhabitable islands: Plantation Key (southern end), Windley Key, Upper Matecumbe Key (the original community), and Lower Matecumbe Key. Dissatisfied with the County’s bias toward Key West’s financial interests, the residents of the area voted for self-incorporation in 1997 and officially renamed the area the “Village of Islands”.
Islamorada is also known as the “Sport Fishing Capital of the World” because of the huge variety of gamefish that call the local waters home. With fishing in the backcountry, on the reef and offshore, the most world fishing records have been set in Islamorada. It’s no wonder that the Village supports the largest concentration of charter fishing boats in the entire Florida Keys (ca. 400 offshore captains and 150 backcountry guides) as a result. For more than 100 years, “real” anglers have known about Islamorada. Fishing fans—past and present — include Presidents Bush, Carter, Truman and Hoover, Zane Grey, Ted Williams, and Lou Gehrig.
Because Islamorada encompasses four unique islands, Islamorada real estate offers a wide array of options that include canal front homes with great dockage, non-waterfront homes packed full of charm, condominium communities with competitive amenities, and oceanfront or bayfront estates for the most discriminating buyers.