Average resale price: $4,924

As one of the premier names in all of college athletics, it made all the sense in the world for Jordan Brand to add the University of Michigan to its collegiate roster. This pair was reserved for friends and family of the program, and rumor has it that John Harbaugh can be seen wearing it on the recruiting trail, with a T-bone steak and a large glass of milk. The price tag may be lofty, but the premium quality provided by its suede paneling and Amarillo detailing makes it worth it if you have the bankroll. —Ben Felderstein