On the Market Since: 2017
Total Area: 2700 square feet
Initial Value: $10.5 million*

Rolling Stones rock star Keith Richards found that the lyrics of the band’s song are true—you can’t always get what you want. For Richards, what he wanted was a quick sale on his apartment in Greenwich Village. The apartment was 2,700 square feet and located in one of the most coveted neighborhoods in NYC.

Despite those perks, the apartment spent two years on (and then briefly off) the market. Finally, Richards was able to sell his duplex penthouse. However, he sold it for $9 million, taking a $1.5 million loss from when he purchased it in 2014.