These vintage photos show Winter Park in a way you’ve never seen


Winter Park is a city with a rich culture and history all its own – its Southern vibe and quaint small-town feel that has drawn presidents (Chester D. Arthur, Franklin D. Roosevelt, Barack Obama) and celebs (Dean Martin, Frank Sinatra, Hugh Hefner) alike to take in its charm.

These photos, from the State Archives of Florida, depict Winter Park through the years, starting in the 1880s and reaching into the next century.

| Photos by State Archives of Florida