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In 1844, wealthy settlers from South Carolina established Oakland Park on the southern shore of Lake Apopka in Central Florida. By 1860, the area began to develop as farmers turned the rich muck lands into fields of cotton, corn and sugar cane. Soon to follow were sawmills, gristmills, sugar mills and cotton gins, creating a bustling community.

The growing community of Oakland was incorporated as a town on November 1, 1887 and continued to prosper until 1890; fueled by the introduction of the railroad. The town had a setback in 1890 when a major fire completely destroyed the downtown business district.

Another setback hit Oakland in 1894 and 1895 when the predominately agricultural community was hit by severe freezes. By 1900, the population had dropped to about 200 residents.

From its early roots in crop farming, Oakland later transitioned into citrus groves. Another change occurred when freezes wiped out the citrus groves making way for the land to be sold for housing and commercial development. Even while growing and developing, Oakland still retains it's small town charm and close-knit neighborhood atmosphere today.

The Town of Oakland is located in Central Florida, 16 miles west of Orlando just off Highway 50. It’s adjacent to Winter Garden and Clermont.

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