Maker: Nike 
Original Price: $65*
Worth Today: $560,000*

Air Jordans now sell for $100-$200 when there’s a new release, if not more, but they were just $65 when the first Nike Air Jordan 1s dropped in the mid-1980s. The shoes were designed by Peter C. Moore for Michael Jordan when he was in his heyday with the Chicago Bulls.

The Air Jordan 1s were released first from 1985 to 1986. Then, there were more “Retro” releases in 1994, the early 2000s, and 2007, with new releases dropping even now. The Air Jordan 1s were so successful, Nike released the IIs in 1986, with barely a pause between editions. Original Air Jordan 1s from the 1980s sell for over half a million dollars nowadays. Retros sell for $200-$400.