maitland florida is a residential community just north of winter park. maitland was established near the site of fort maitland. fort maitland was built in 1838 during the second seminole war. after the civil war maitland's economy was based on citrus production. in 1880 a railroad was built near maitland which helped develop the town. maitland was incorporated in 1885 and remained a small citrus community until the 1950's. in the 1950's and 1960's maitland became a residental suburb of orlando. today the town of maitland has been surrounded by the orlando urban sprawl. maitland has several beautiful lakes and a number of attractions that are of interest to the tourist.