Do you love Katherine Hepburn? Do you have $18 million? If so, her childhood home in Old Saybrook, Connecticut, could be yours! It features six bedrooms and 7.5 baths, plus a private dock and beach. Plus, the forever coolness of being able to tell people you live in the house where Katherine Hepburn grew up. The house was built by the Hepburn family in 1913; Hepburn died at the estate at the age of 96 in 2003. Really big spenders can get additional land with the home for a total of $28 million.
Semi-related but mostly just awesome: Katherine Hepburn skateboarding.