Frank Sinatra died 15 years ago, but people still love him as much as they did 60 years ago. The Jersey-born Manhattanite did pretty well for himself as a singer and actor, well enough to afford this stunning penthouse overlooking the East River. Sinatra designed the pad in 1961, between his marriages to Ava Gardner and Mia Farrow. The 3,200-square-foot space boasts four bedrooms, six bathrooms, and two terraces. Andy Warhol once called the bachelor pad a "glittering grotto in the sky," which only adds to the apartments cred.
$6 million sounds a like a steal for a place this nice with such an awesome history. If those walls could talk, they wouldn't because of Sinatra alleged connection with some unsavory characters.