Downtown Winter Park Historic District

The Downtown Winter Park Historic District stretches along Park Avenue and features buildings constructed between 1882 and 1965 with their original architectural details intact. The area includes both commercial structures and buildings that served cultural purposes.

After the South Florida Railroad was completed in 1880, wealthy people from the North moved to Winter Park and opened businesses. This early settlement period shaped the downtown area over the following decades.

The Hannibal Square Heritage Center tells the story of African American residents who lived and worked in Winter Park from its earliest days. Visitors can see how this community shaped the character and daily life of the downtown area.

The district is walkable and easy to explore on foot, allowing visitors to see the various buildings and their details up close. Plan to move slowly through the area to observe the architectural features and changes between different structures.

The Colony Theater is the only art deco building in the district and sparked local preservation efforts that began in 1987. Its restoration helped launch a broader movement to protect other structures throughout the area.

Location: Winter Park

GPS coordinates: 28.59720,-81.35190

Latest update: December 13, 2025 12:42