The billionaire business mogulwho was an early investor in Instagram and Facebook, but has since focused his attentions on the lucrative world of cryptocurrencyshelled out a record-breaking $177 million for a sprawling compound in Malibu in October. Celebrities love to dish out millions on expensive properties. Its owned by H25A LLC, which has its Los Angeles office at the same address as Oaktree Capital Management, chaired by Howard Marks. Venerable American fashion designer Calvin Klein has finally parted with a historic Hamptons home he bought way back in the 80s. Chikako Takeda scored this Kahala Avenue monster for a thrifty $9.7 million in 2002. This is one of the few properties on our list that sold for less than its assessed value. Fitting, since the elegant stucco home was originally built for another brood of bigwigs, the Ford family, back in the late 50s. The land is currently valued at $14.3 million. Asking price: $7.9. Listed for $70 million, the most expensive property in Hawaii is a sprawling Kilauea estate situated atop a seaside bluff on the north side of the island of Kauai. This oceanfront Kukio property grabs the No. The new buyers could potentially add more homes, athletic courts, pools, or whatever else their imaginations may come up with in this tropical paradise. Its an indication of how hot the Palm Beach luxury market is right now as demand outpaces supply. Black Rock: Also on Maui, this estate, built in 2000, is situated on just under an acre of beachfront property. The house also has a guest house as well as two kitchens and a movie theater! Rumor has it that the buyer was New York financier Scott Shleifer, who walked away with a relative bargain since the fully furnished property was originally listed at $140 million. John W. Hoffee II is the retired founder of Temecula, California-based Professional Hospital Supply. As pricey as they are, many of the other properties on our list are squeezed right next to other mansions. Theres room for expansion, too; Toyota also owns the adjacent lot, which is assessed at $4.7 million. After taking the reins in 67, Chris expanded the family business and sold it to Tyco for $1.2 billion in 2001. It is a waterfront property with a fantastic design.
