Walk the Line
Johnny Cash Grammy Award, $187,200
This 1986 Grammy Award, bought by an anonymous bidder, sold for more than 20 times the estimate when it was auctioned at Sotheby's in 2004. Two other Cash Grammys deemed just as important by experts went for $15,600 and $31,200. This award, for Best Spoken Word album, was shared by Cash, Carl Perkins, Jerry Lee Lewis, and other rock pioneers.