The Winter Park Diamond Dawgs are a wood bat collegiate summer baseball league team located in Winter Park, Florida.

The team is a member of the Florida Collegiate Summer League (FCSL) and plays its home games at Alfond Stadium.

The Winter Park Diamond Dawgs and the Sanford River Rats were two of the inaugural teams of the FCSL.

In 2006, however, the team won the FCSL championship game 4-3 over the Altamonte Springs Snappers.

The team finished fourth in the league in both 2007 and 2008, not qualifying for the championship game in either season.