Discover Winter Park
The site was first inhabited by Europeans in 1858, when David Mizell Jr. bought an 8-acre homestead between Lakes Virginia, Mizell, and Berry. A settlement, called Lake View by the inhabitants, grew up around Mizell's plot. It got a post office and a new name—Osceola—in 1870.
The area did not develop rapidly until 1880, when a South Florida Railroad track connecting Orlando and Sanford was laid a few miles west of Osceola. Shortly afterwards, Loring Chase came to Orange County from Chicago to recuperate from a lung disease. In his travels, he discovered the pretty group of lakes just east of the railbed. He enlisted a wealthy New Englander, Oliver E. Chapman, and they assembled a very large tract of land, upon which they planned the town of Winter Park. Over the next four years they plotted the town, opened streets, built a town hall and a store, planted orange trees, and required all buildings to meet stylistic and architectural standards. They promoted it heavily. During this time, the railroad constructed a depot, connected to Osceola by a dirt road.