December: Ellen DeGeneres
In the world of celebrity real estate, the prize properties often go to other celebrities. Who else is going to need the high-end security systems or have the money to drop on a home with a custom closet? The most recent celeb-to-celeb real estate transaction went down in early December when fickle real estate holder Ellen DeGeneres bought Brad Pitt's mid-century modern home in Malibu. DeGeneres and wife Portia De Rossi are currently listing their enormous, custom home for $49 million, making their purchase of Pitt's home an apparent attempt at downsizing.