[5] In April 2015, The Villages petitioned the city of Wildwood with plans to build 785 new homes on County Road 466A, across from Pinellas Plaza.

Wildwood leaders rejected the expansion efforts citing concerns of the city losing its identity when it was to become overwhelmed by The Villages.

On April 27, 2015, The Villages formally withdrew their plans for expansion, indicating that the City of Wildwood officials made too many requests that would be a “disservice to our residents and business partners".

Wildwood is located at the juncture of Interstate 75, Florida's Turnpike, State Road 44, and U.S. Route 301.

For many years Wildwood was the northern control city on Turnpike road signs however this was replaced with Ocala, Florida beginning in 2007.

Wildwood station operates as a CSX maintenance yard, and until 2004, was served by Amtrak's Palmetto between New York City and Tampa.

SAL, SCL and Amtrak passenger trains from New York City and the Midwest were split and combined here to serve St. Petersburg and Miami until the 1990s.