He’s a pro at working the corner. David Nguyen doesn’t just stand with his Whiskey River sign and wave, he swings it with sass while he shakes his hips, all for a few honks and an occasional flashing.

As UNF plans to open Osprey Fountains for upperclassmen housing in the fall, students will have to dig deeper into their pockets. In the past, freshmen were forced to live in three-person dorm rooms,...