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Frank Sinatra’s former home has sold for $5M

This Hollywood home is its own kind of celebrity. 

Frank Sinatra’s former party house finally sold for $5 million on Tuesday, marking a changing-of-hands for one of the most filmed homes in America. The two-part deal added a 9-acre plot to the bargain, which includes the guesthouse rumored to be Marilyn Monroe and John F. Kennedy’s secret hideaway.

The sale was first reported by Mansion Global

The mountaintop home was built between 1949 and 1951. Scott Everts/SAE Photography
The 50-foot pool is the site of many TV shows, movies and music videos. Scott Everts/SAE Photography
Sinatra rented the home during the heyday of the Rat Pack. Bettmann Archive
Sinatra and Kennedy. AFP via Getty Images

The L-shaped mid-century modern estate includes four bedrooms and six bathrooms across 6,661 square feet. Called “Farralone,” a combination of “far away” and “alone,” the home boasts sweeping views of a nature preserve from its 50-foot pool and lengthy pergola lounge. 

The mountaintop home was built between 1949 and 1951 for a Chase Bank heiress by architect William Pereira, who also created San Francisco’s Transamerica Pyramid and the Los Angeles International Airport.

Craig Knizek and Blair Chang of The Agency led the sale. 

A grand piano overlooks the surrounding nature preserve. Scott Everts/SAE Photography
The stark white home blends mid-century design with modern decor. Scott Everts/SAE Photography
A view from the kitchen. Scott Everts/SAE Photography
The home generates up to $1.2 million a year in rental revenue, according to the listing. Scott Everts/SAE Photography
A cozy sitting area. Scott Everts/SAE Photography
A bedroom. Scott Everts/SAE Photography
A spa-like bathtub. Scott Everts/SAE Photography
The home’s lawn at dusk. Scott Everts/SAE Photography
A dining room. Scott Everts/SAE Photography
Another sitting area overlooking the pool. Scott Everts/SAE Photography

The main home was rented by Sinatra in the 1960s and served as a “playground” for the elite of Hollywood’s Golden Age. A neighboring parcel, which the new buyers snagged for an additional $3 million, includes a small home and pool where Marilyn Monroe had her alleged love nest with JFK. 

The guesthouse. The alleged affair between Monroe and JFK has captured imaginations for decades. Scott Everts/SAE Photography
Marilyn Monroe Singing “Happy Birthday” to JFK. Bettmann Archive

The iconic estate’s modern designs made it a standout during Sinatra’s time, with 16-foot-high ceilings, moveable glass walls and zebra cork flooring. 

The home’s striking design and classic California valley panorama views has made it a timeless hot spot for movie, TV and music video shoots. Most recently it was wrapped in red for an Hermes launch party and was the setting of Miley Cyrus’ viral music video for Grammy-winning song “Flowers.” 

Cyrus in the home’s entryway. YouTube / Miley Cyrus
The music video includes a training montage under the pergola. YouTube / Miley Cyrus
Cyrus takes a dip in the pool in “Flowers.” YouTube / Miley Cyrus
The music video has nearly 1 billion views on YouTube. YouTube / Miley Cyrus
Cyrus returned to the house for her 2023 film “Endless Summer Vacation (Backyard Sessions).” YouTube / Disney Plus

It’s been rented by more than 500 film and TV production companies, according to the home’s publicity materials. Its large windows and surrounding vistas can be glimpsed in TV shows like “Mad Men,” and “Californication,” as well as movies like “Dreamgirls,” and “Transformers.”

The home generates up to $1.2 million a year in rental revenue, according to the listing.

The future of the home’s neighboring property is an open question. The land’s zoning allows for an expansive future, according to the listing, including the development of 10 additional homes, as well as the construction of equestrian facilities or a vineyard.

The home’s previous owners originally listed it for $21.5 million in 2021, but that price eventually slid to $8.9 million in 2023. The home was sold in a foreclosure sale to Rock Asset Management Trust in 2024 for just $2.1 million, Mansion Global reported, after the original owners fell behind on their mortgage due to losing rental revenue during the pandemic and subsequent Hollywood writer’s strike.

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