A Peek Inside All of Jennifer Aniston's Homes

2) 2001: Beverly Hills House, California

While Aniston’s real estate beginnings weren’t all that humble, she certainly leveled up after she tied the knot with Brad Pitt. In 2001, a year after their nuptials, the couple put down $12.5 million for a 12,000-square-foot Beverly Hills mansion. The Normandy-style estate was built in 1934 and originally designed by renowned Southern California architect Edwin Wallace Neff. Aniston and Pitt spent three years renovating it, adding heated marble flooring in the kitchen, a screening room, a pub-style bar area (with wood floors from a 200-year-old French château), and a multimillion-dollar tennis court and guesthouse.

A year after their divorce in 2005, the couple sold the home for $28 million. In 2019, it landed back on the the market for $56 million; in 2020, it sold for $32.5 million.

5) 2011: West Village Condos, New York City

Is it the end of Aniston’s West Coast era? In 2011, while dating the actor Justin Theroux, she doled out $7.01 million for two condos in a prewar building on the opposite side of the country, in Manhattan’s West Village. The aim was to combine the two units—a one-bedroom apartment on the 17th floor and a one-bedroom penthouse with a wraparound terrace on the 18th floor—to create a 2,000-square-foot duplex. But alas, she sold both units at a loss in 2012 for $6.5 million, citing privacy issues due to the paparazzi. The apartment changed hands several times, including Andy Cohen who bought the penthouse in 2022, according to Brown Harris Stevens listing agent Frans Preidel.

6) 2011: Bel Air House, California

Of course, Aniston wasn’t about to sit idly by after her East Coast relocation fell through. Within the year, she snagged a nearly $21 million Bel Air estate designed by Quincy Jones. She once again brought on Stephen Shadley, along with other creatives, to give the midcentury house an inviting refresh. The remodel included hand-painted wallpaper, silk rugs, and Abstract Expressionist paintings. In the courtyard, small gardens and terraces overlooked a chic pool. Aniston and Theroux lived in the home together, marrying in 2015 before announcing their split in 2018. But Aniston kept the house.

7) 2022: Montecito House, California

After a decade-long stretch of no real estate purchases, The Morning Show star bought a $14.8 million Montecito home from media titan Oprah Winfrey, joining A-list neighbors—like Ariana Grande, Katy Perry, and Orlando Bloom, to name a few—in this fast-evolving celebrity hotspot about two hours north of Los Angeles. The four-bedroom, three-and-a-half bathroom Tuscan-style farmhouse was built in 1998 and has been heavily renovated over the years.