It is served by SunRail commuter rail service and Amtrak Floridian and Silver Meteor intercity trains.

Rail lines passing through modern-day Winter Park were first built by the South Florida Railroad (SFR), which ran between Orlando and Sanford, in 1880.

[4] A combined passenger station and freight depot was built in 1913 by the Atlantic Coast Line Railroad (ACL), which had acquired the SFR in 1902.

[5][6] In 2008, the city of Winter Park began to solicit public input on a larger replacement for the 1962 station.

This design was chosen to reflect the early-20th century architecture of Winter Park's historic downtown.