Frank Sinatra’s Former Los Angeles Home Finds a Buyer for $5 Million
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Frank Sinatra’s Former Los Angeles Home Finds a Buyer for $5 Million

By SABRINA LEE
Thu, Mar 6, 2025 10:22amGrey Clock 2 min

Frank Sinatra’s former Los Angeles mid-century home, now a prime Hollywood filming spot, sold for $5 million on Tuesday.

The boxy, glass home on a promontory in Chatswood was rented by Sinatra in the 1960s and was an industry party spot and “playground” for the elite during Hollywood’s Golden Age, according to the listing. It’s since become a popular filming location, more recently setting the backdrop for multiple music videos from Miley Cyrus’s album “Endless Summer Vacation.”

Sinatra’s former address, which includes the main home on a 4-acre parcel and a 9-acre plot with a guest house, was built by mid-century master William Pereira for Chase Bank heiress Dora Hutchinson.

Besides music videos, it was featured in the long-running TV show “Mad Men” and the 2006 movie “Dreamgirls,” and hosted a Hermés launch party in 2022.

According to its listing, “every studio, every production designer and every location manager knows about this fabled property,” that generates between $750,000 and $1,200,000 annually in rentals.

The main 4-acre property listed for $12.75 million in 2022, Mansion Global previously reported .

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Last year, Rock Asset Management Trust took over the estate in a foreclosure sale for $2.1 million. “Between reliance on a single revenue stream, Covid and the [2023 Hollywood] writers’ strike, the owners were unable to service the mortgage obligations,” said the sellers’ agent, Craig Knizek at the Agency.

Rick Wolfen, president of Rock Asset Management, did not immediately respond to requests for a comment.

Previously, the main property and its neighboring parcel with the guest house—which once housed Marilyn Monroe and was reportedly a rendezvous location during her affair with John F. Kennedy—were listed together for $21.5 million.

MORE: Max Azria’s Los Angeles Estate Now Asking Less Than Half Its Original Asking Price

“While this listing has been over-priced for the past 13 years, under new ownership, it finally is ready to sell, for the right fair market value,” the most recent listing read.

Tuesday’s buyer also paid $3 million for the larger guest-house parcel that is now primed for new development, separated into 11 single-family lots.

The L-shaped Midcentury Modern house faces a classic California valley panorama. The main living space on one end connects to a stretch of outdoor lounges under a trellis lined with succulents. The trellis extends past the 50-foot pool into an indoor gym and massage room.

Knizek said that he thinks the modernist masterpiece had still been “underutilized” and that the space has even more potential. Think corporate retreats, restaurant collaborations and weddings, he said.

The buyer, who could not be identified, is “someone who appreciates the history and the architecture and appreciates the investment income opportunities,” Knizek said.

The home, with modernist accents like white tile floors, a dais in the bedroom, and wood panel walls, has four bedrooms and six bathrooms.

“I anticipate that the house gets spit and polished, to take it to a whole elevated level,” Knizek added.



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This Vaucluse duplex is one of only six residences enjoying a never-to-be-built-out position above the Pacific.

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Considered one of Sydney’s coastal gems, Vaucluse is famous for its multimillion-dollar water views. Only a handful of homes, however, have the luxury of an uninterrupted panorama over Diamond Bay Reserve looking directly out to the Pacific Ocean horizon.

The dramatic cliff-top park is a sought-after neighbour and a popular spot among locals, thanks to its breathtaking boardwalk that snakes through the exclusive suburb.

Once home to a dairy depot, the green space was formerly frequented by horse-drawn carts rather than today’s SUVs. It was gazetted to be a public space by the mid-1800s.

Craig Ave is a rare slice of Eastern Suburbs real estate bordering the elevated Diamond Bay parkland, where just half a dozen residences can claim that never-to-be-built-out front row position.

Back in 2015, the original bungalow at number five was replaced with a contemporary pair of residences, allowing for a duo of homeowners to lay claim to the enviable outlook.

On the ground floor, the three-storey property is freestanding to the north and has a spacious, free-flowing living zone that combines a more formal front lounge room with a state-of-the-art gas kitchen featuring induction cooking and a vast eat-at island bench.

A dining area and casual living space spill out via sliding doors to a covered barbecue deck and private lap pool surrounded by established gardens.

Up via an internal lift, the accommodation level houses four bedrooms with built-ins, including two with integrated desks. In the primary suite, there is a palatial ensuite featuring a bidet, bathtub and twin vanities.

This main bedroom also opens onto a full-width balcony, with the ocean outlook primed for picturesque sunrises.

Built with entertaining in mind, the Vaucluse home also has a lower ground-floor breakout space for teenagers or movie nights for the parents. The large rumpus room adjoins a combined bathroom and laundry with loads of additional under-house storage and direct access to the double lockup garage.

Added extras at the Craig Ave home include a fireplace in the family room, tiled living areas, floorboards in the bedrooms, bespoke joinery throughout and ducted air-conditioning.

The Vaucluse duplex is not only sitting opposite a stunning cliff-side reserve, but is within walking distance of Christison Park, Diamond Bay Bowling Club and the Macquarie Lighthouse, with Vaucluse boutiques and eateries just 750 metres away.

For more information email propertyconcierge@kanebridge.com.au

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