This document summarizes the five most expensive homes for sale in South Florida. They range in price from $35.9 million to $49 million. The homes include a waterfront property in North Bay Road with a rooftop pool, a 46th floor penthouse in Miami Beach designed by an Architectural Digest designer, a Mediterranean-style villa on 2.38 acres in Coral Gables with boat access to Biscayne Bay, a Tuscan-style estate with 10 bedrooms in Coral Gables situated on a private beach, and a 1.83 acre waterfront property on exclusive Star Island that is for sale for the first time in 44 years.