Billionaire’s Daughter Drops $20 Million on the Trousdale Estates House Next Door

Both millionaires and billionaires just love buying their neighbors’ homes, even at prices that would seem unfathomable not so many years ago. To wit: Jennifer Gross, the philanthropist daughter of billionaire former PIMCO chief Bill Gross, splashed out exactly $20 million last fall to buy the house right next door to her $35 million Beverly Hills estate.

It’s not surprising that Gross would have her eye on this particular property, as it happens to share a driveway with her main residence. (Yes, while it may seem strange that a $35 million mansion would share a driveway with another house, these things do happen.)

Way back in summer 2011, Bill Gross and his then-wife Sue Gross bought the so-called Ohana residence in Beverly Hills’ Trousdale Estates neighborhood from Jennifer Aniston. The couple divorced a few years later and Bill kept the former Aniston house; records show he deeded the place over to his daughter in early 2019.

As for the smaller house next door, that place was sold by vitamin heir Ryan Drexler, who originally wanted as much as $32 million for the property. Eventually, that ask was slashed to $23.5 million, before along came Gross with her lowball cash offer. But the $20 million still represents a nice profit for Drexler, who picked up the property in 2011 for “just” $13 million.

And the house is loaded with history, too. Originally designed by famed architect John Elgin Woolf, the Regency-style spread was built in 1958 for Paul Trousdale, the original developer of the Trousdale Estates tract. Carefully preserved and loaded with original architectural details, the mansard-roofed house boasts more than 5,000 square feet of living space.

Tucked away behind a very long and double-gated driveway — one gate shared with Ohana next door, another gate all to itself — the hilltop estate spans nearly three-quarters of an acre. The many impressive amenities include the living room’s herringbone wood floors and 21-foot wall of windows, with clear views over the L.A. skyline, a library with walnut-paneled walls and a climate-controlled wine cellar.

Per the listing, there are two master suites on the premises, both outfitted with lavish bathrooms and dressing rooms. There are also two outdoor pools, one a traditional plunge pool and the other a more formal reflecting pool. Lush landscaping and a dense forest of mature trees envelopes the house, screening it off from the world at large.

In addition to their newly expanded $55 million Beverly Hills compound, Gross and her musician husband Peter Stengaard also maintain a $28 million penthouse in New York City, which Gross acquired back in 2018, per The Real Deal.