A Peek Into Jennifer Aniston’s Real Estate Portfolio

The A-lister has a keen eye for designer homes, including her current A. Quincy Jones–designed Bel Air mansion

The famously private Jennifer Aniston has made it a point to keep her personal life out of the spotlight all through her career. Therefore, it makes sense that her residences have always been little havens away from Hollywood. Her latest purchase is no different. In September of 2022, the Los Angeles native picked up a retreat in the celebrity-loved beach town of Montecito, California. Aniston purchased the Mediterranean-style abode from talk show legend Oprah Winfrey, who still owns property in the area. Other famous neighbors include Prince Harry and Meghan Markle, Gwyneth Paltrow, Ellen Degeneres, and more.

We don’t know what Aniston’s decor plans are for the new pad, but we expect it will be as tasteful and stylish as her past homes. (AD toured her A. Quincy Jones–designed Bel Air dwelling in 2018 and her Harold W. Levitt–built Beverly Hills house in 2010.)

“If I wasn’t an actress, I’d want to be a designer,” she told us during the more recent tour. “I love the process. There’s something about picking out fabrics and finishes that feeds my soul.” Here, we’ve rounded up the spots the actor has called home over the past two decades, each with its own distinct history, aesthetic, and story.

2001

One year after Aniston tied the knot with Brad Pitt, the couple shelled out $13.1 million for a 12,000-square-foot French Normandy–style Beverly Hills home. The mansion was originally built in 1934 and was designed by renowned Southern California architect Edwin Wallace Neff. The two design-loving actors expanded and renovated the property to include a private screening room, heated marble floors in the kitchen, and a pub room with wood floors from a 200-year-old French château. They also added a multimillion-dollar tennis court and a guest house. Altogether the pair spent three years renovating the space and ultimately sold it for $28 million in 2006 following their 2005 divorce. In 2019, it landed back on the market for a whopping $56 million.

2005

Following her split from Pitt, Aniston reportedly rented a 1,531-square-foot beach house in Malibu for two years. The home, which belonged to Oracle cofounder Larry Ellison, featured three bedrooms and three bathrooms, and it was situated right along the coast. Not much is publicly known about the house, which is likely how Aniston preferred it.

2006

Aniston knew her Harold W. Levitt–designed Beverly Hills mansion was meant to be hers the moment she saw it. “I never doubted the house would be mine one day,” she told AD in 2010. She paid $13.5 million for the hillside residence in 2006, and then spent the next few years working with designer Stephen Shadley to transform it into a Balinese-inspired retreat, complete with koi ponds, Brazilian cumaru eaves, and heated travertine floors on the lanai. Aniston nicknamed the home “Ohana,” which means extended family in Hawaiian, and enjoyed hosting and entertaining in the “glamorous, old-fashioned Hollywood” retreat. She finally parted ways with the 10,000-square-foot, single-story home in 2011 after listing it for $42 million; it eventually sold for $38 million.

2011

One month after Aniston sold “Ohana,” she and then beau Justin Theroux rented a 1,761-square-foot home just north of Sunset Boulevard in Beverly Hills. The two-bedroom, two-bathroom residence was considerably more modest than Aniston’s other properties, but no less charming. It featured hardwood floors, vaulted ceilings, and a state-of-the-art kitchen with white marble countertops. Perhaps the most enviable feature of the $3 million home, however, was its views thanks to its hilltop perch. The couple reportedly paid $20,000 a month for the rental.

That same year, the former Friends star shelled out $7.01 million for two condos in New York City’s West Village, one of which was a penthouse with original hardwood floors and a 900-square-foot wraparound terrace. She initially intended to combine the two homes into one mega-unit that would measure over 2,000 square feet, but ultimately paparazzi issues led her to put them back on the market a few months later. Aniston sold them at a loss for $6.5 million in 2012.

When the East Coast relocation fell through, Aniston didn’t miss a beat, snapping up a $20.97 million A. Quincy Jones–designed Bel Air mansion later that year. She once again partnered up with Stephen Shadley (with some help from Kathleen and Tommy Clements and Jane Hallworth) to reimagine the midcentury house to be less minimal and more comfortable and inviting.

“I’m all about cozy…. Sexy is important, but comfort is essential,” the Along Came Polly star told AD of her design philosophy for the house. “Every corner you turn, you have an experience. Everywhere you look, you get a vista. We worked very hard to get that flow right.” Aniston and Theroux lived in the home together after their marriage in 2015. They called it quits in 2018, but Aniston still owns the 8,500-square-foot residence today.

2022

The Morning Show star seemed to go a while without any real estate purchases, but this year she invested in a four-bedroom, three-and-a-half bathroom Mediterranean-style house in Montecito, the beach enclave about two hours north of Los Angeles. Montecito has become a celebrity hot spot in recent years, attracting the likes of Ariana Grande, Katy Perry and Orlando Bloom, and more. Aniston paid $14.8 million for the home, and the seller was none other than Oprah Winfrey. (The talk show icon still maintains a large ranch called Promised Land in the area, so she isn’t leaving the idyllic enclave.)

Via Architectural Digest