Deion Sanders

Dual-sport athlete, rapper and all-around showboat extraordinaire Deion Sanders won back-to-back world championships with two different teams – Super Bowl XXIX with the San Francisco 49ers and Super Bowl XXX with the Dallas Cowboys – during his NFL days, and also takes the title for owning two the splashiest properties on this list. ‘Prime Time’ looked to part ways with not one, but two prime pieces of real estate this past year. The first, an unworldly 29,000-square-foot “Ultimate Party and Family Ranch” in Prosper, Texas and the second, a posh 5,000-square-foot penthouse spread in downtown Dallas.