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Maitland, one of the oldest incorporated municipalities in Central Florida, is a city rich in history. The area was once called Fumecheliga (Musk Mellon Place) by the Seminole Indians before it was established as Fort Maitland in 1838 by the U.S. Army. The fort was named after captain William Seton Maitland, a hero of the Seminole Wars who, ironically, was never in this area, having died in a battle near Tampa. At that time, the only way of getting to Central Florida was by boat from Jacksonville down the St. Johns River to Fort Mellon (Sanford), then by horse or foot. Fort Maitland was a small fort built on the west shore of Lake Maitland as a rest stop between Fort Mellon and Fort Gatlin (Orlando). What is now Maitland Avenue was part of the Old Black Bear Trail which ran from Montreal, Canada to St. Petersburg, Florida, and passed by the fort.

Maitland is a suburb of Orlando. The town's "historical corridor" encompasses old residences still standing and occupied in the Lake Lily-Lake Catherine area and extending through the central portion of the city. Examples of these century-old structures include "The Church of the Good Shepherd" (1883); "William H. Waterhouse House" (1884), and the "Maitland Art Center" (1937). The area has always been a vacation spot because of its climate, location to theme parks and people. However, Maitland has recently become a location where affluent individuals have come to reside. Maitland has many picturesque parks along lakes, which attract many boaters.

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