Steven Klar, current owner of the octagon-shaped trophy penthouse at CitySpire condominiums, is no doubt about that life. He bought the luxurious 70th story home in 1993 for $4.5 million dollars and is listing it for $100 million. If it sells, it'll join some of the most expensive homes sold in the U.S. With wraparound terrace space, 135 windows, 360 degree views of NYC and Central Park, and a wine closet for 1,000 bottles, don't grab your wallet too quickly. [BornRich]