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- City of Oldsmar. Previous Next. Aligned along the waterfront shorelines of Tampa Bay, at the easternmost edge of Pinellas County, you will find the City of Oldsmar located between metropolitan Tampa and the award-winning white sand beaches of the Gulf Coast.
Winter Park. Home to many impressive and historical buildings, Winter Park has long been considered one of the most beautiful cities in the Central Florida area. Located within Orange County, just northeast of Orlando, Winter Park is an easy commute for residents that work in the Downtown Orlando area.1  Winter Park Village.2  Rollins College. 3  Full Sail University.ocated within Orange County, just northeast of Orlando, Winter Park is an easy commute for residents that work in the Downtown Orlando area. 1  Winter Park Village. 2  Rollins College. 3  Full Sail University.