The Beatles, The White Album
The Beatles released this album under Apple Records in 1968, and it's arguably their most popular record to date. Drummer Ringo Starr claimed the first copy ever pressed. If you're lucky enough to get your hands on it, you'll have to shell out $790,000.
David Bowie, The Prettiest Star
The Prettiest Star was released on Mercury Records in 1973 and sells now for $2,000. While this isn't one of his most popular singles, it's rumored that Bowie sang this song over the phone while proposing to his first wife. It's the story behind it that makes it so collectible.