The 10 Most Expensive Celebrity Real Estate Transactions of 2021
Whether it’s on the East Coast or West Coast, inland or on the islands of Hawaii, celebrity real estate has been booming all year, with A-listers selling off their old properties and buying up their dream spots no matter the cost. For some, this means letting go of a Beverly Hills midcentury-modern house; for others, snapping up a slice of the Malibu waterfront was in order. Below, AD recalls the most expensive real estate bought and sold by celebrities in 2021.
Tommy Hilfiger, $45 million
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Tommy Hilfiger’s castle-like former home.
Photo: Samuel Rodriguez and Steve Rossi for Sotheby’s International RealtyFashion designer Tommy Hilfiger and wife Dee Ocleppo rang in the new year with the sale of their Greenwich, Connecticut home for $45 million this January. Ocleppo told AD that the European style home was “in disrepair” when they purchased it for $31.4 million in 2010, so it’s safe to say they earned their sizable profit.
Ellen DeGeneres and Portia de Rossi, $45 million
Ellen DeGeneres and Portia de Rossi are known for their love of real estate, and 2021 was no exception. In May, the couple let go of their 10,000-square-foot Beverly Hills home for a reported $45 million. They purchased the property from Adam Levine just two years prior for $42.5 million.
Bette Midler, $45 million
Between indoor space and a landscaped terrace, Bette Midler’s former Upper East Side penthouse measures in at 10,000 square feet—undeniably palatial by New York standards. The entertainer and her husband, Martin von Haselberg, owned the four-bedroom, six-and-a-half-bathroom unit for 25 years before selling it for $45 million, $5 million under their original asking price.
Mark Zuckerberg, $53 million
This March, Mark Zuckerberg and his wife Priscilla Chan spent $53 million on 600 acres of land on the Hawaiian island of Kauai, adding to the 700 acres of space in Kauai that they purchased in 2014 for over $100 million. Locals have been protesting Zuckerberg’s ownership since the original purchase, though the couple claims that they aim to protect native wildlife and keep the space open to the public.
