Bruce Springsteen, Spirit in the Night (1973)
You are in luck if you happen to own a rare original pressing of the first single by the Boss. Promotional copies are worth hundreds, but original pressing copies can be worth as much as $5,000. He recorded this for his full-length debut album, Greetings from Ashbury Park. It continues to be a hit among fans.
Century Symphony Orchestra, Waltzes by Johann Strauss, Jr. (1956)
We bet you thought we would not have a classical music entry on the list! Record companies often hire new artists for the album covers of their jazz and classical releases. Back then, a starving artist was hired to work on this album. He was Andy Warhol! There are just 7 copies of it, one of which sold for $5,500.