Celebrity Real Estate Roundup: Jolie Barely Breaks Even, Ellison Re-Lists at $165M

Angelina Jolie has sold her historic Los Angeles estate for $24.75 million — just $250,000 more than the $24.5 million she paid in June 2017, months after filing for divorce from Brad Pitt. The 2.1-acre Laughlin Park property, once owned by filmmaker Cecil B. DeMille, sat in the gated Los Feliz enclave and featured an 11,000-square-foot Beaux-Arts mansion with six bedrooms, ten bathrooms, a library, wine cellar, guesthouse, teahouse, and three-car garage. Jolie had originally listed it for $29.85 million this past spring, reportedly motivated by a desire to relocate abroad due to dissatisfaction with the U.S. political climate. The listing agent publicly debunked rumors that Madonna was the buyer, though the actual purchaser's identity remains undisclosed.

Larry Ellison is swinging for the fences again on his North Palm Beach, Florida oceanfront compound, re-listing the 8.4-acre property at $165 million — up from his original 2022 ask of $145 million, which he pulled in 2023. The Oracle co-founder paid $80 million for the estate in 2021, meaning he's seeking more than double his purchase price. The Tuscan-style mansion spans 15,514 square feet with seven bedrooms and a remarkable 562 feet of direct Atlantic Ocean frontage. During the hiatus, Ellison was busy building a separate compound in Manalapan, Florida, roughly 20 minutes from Mar-a-Lago.

Tennis legend John McEnroe and rock singer Patty Smyth are listing their Malibu beachfront estate in the gated Paradise Cove enclave for $35 million, up significantly from the $21 million they paid in 2015. The nearly 6,500-square-foot home features four bedrooms, ocean views, a waterfall, and a tiki-style fitness pavilion. Meanwhile, E Street Band guitarist Steven Van Zandt — also known for his role in The Sopranos — and his wife Maureen have re-listed their Greenwich Village duplex penthouse at $18.995 million, a sharp jump from the $15 million ask when it first hit the market in June. They paid $6 million for the 3,500-square-foot unit in a converted 1860 Romanesque Revival church building back in 2008.

Supermodel Linda Evangelista closed the book on her West Chelsea penthouse, selling for $6.75 million — well below her $9.45 million initial ask, but a massive gain over the $1.44 million she paid in 2001. The 4,022-square-foot unit with a 2,500-square-foot private rooftop deck had a colorful recent history: while it cycled on and off the market since 2024, Keanu Reeves rented it for $45,000 a month during his Broadway run in "Waiting for Godot." Evangelista has already moved on, having purchased a new Hudson Yards condo for $5.42 million.