The 10 Most Expensive Celebrity Real Estate Transactions of 2021

Ellen DeGeneres and Portia de Rossi, $55 million

In late summer, DeGeneres and de Rossi sold off their most expensive property for $55 million, a Cape-Dutch style estate in Montecito that they purchased only a year prior for $49 million. The 4.3-acre property flaunts five structures, including a 9,000-square-foot main house and a barn designed by renowned architect Tom Kundig.

Kanye West, $57.3 million

It’s no secret that Kanye West is a fan of extreme minimalism, and the Malibu home he bought for $57.3 million this September perfectly suits his taste. Designed by Tadao Ando, the 3,665-square-foot home, which is entirely concrete and glass inside and out, features four bedrooms and four and a half bathrooms.

Scooter Braun, $65 million

Pop star manager Scooter Braun broke a Brentwood record in September with the purchase of a $65-million modern farmhouse, the most expensive deal to date in the west L.A. neighborhood. The 19,000-square-foot home’s simple boxy design and natural color scheme allows the space to feel tranquil despite its vastness.

The Weeknd, $70 million

Among the most expensive deals in L.A. this year is The Weeknd’s purchase of a $70-million contemporary Bel Air mansion. The roughly 33,000-square-foot estate puts every last inch to good use—it features a gym, a sauna, a movie theater, two pools, and countless other amenities. The home underwent a massive renovation before the musician bought it, leaving it totally modernized with gorgeous marble throughout and floor-to-ceiling glass sliders for seamless indoor-outdoor living. (Branden and Rayni Williams of The Beverly Hills Estates represented the seller, while Angel Salvador of The Beverly Hills Estates represented the buyer.)

Jeff Bezos, $78 million

In a rather mysterious off-market deal, Amazon founder Jeff Bezos and his partner Lauren Sanchez purchased 14 acres of land on Hawaii’s Maui island this June. Though the official price Bezos paid for the property is unknown, local real estate experts have estimated it to be around $78 million. The land’s numerous structures reportedly include a 4,500-square-foot main house and a 1,700-square-foot guesthouse, both of which are Hawaiian plantation style.

Calvin Klein, $85 million

After 34 years with his East Hampton home, fashion mogul Calvin Klein sold the 8.4-acre property for $85 million this July, a full $81.4 million more than he paid for the spot in 1987. A truly historic Hamptons property, the 19th-century home was designed by the same architect as Grey Gardens. The sale included not only the estate, which has a main house, boathouse, and a pool added by the Kleins, but an adjacent valuable strip of land too.