This Hollywood home is its own kind of celebrity. 

Farralone, Frank Sinatra’s former party house, was recently sold for $5 million, signifying a transition in ownership for one of America’s most prominently featured residences. As part of the deal, a 9-acre expansion was included, incorporating the guesthouse often linked to being the secret rendezvous spot for Marilyn Monroe and John F. Kennedy.

The sale was first reported by Mansion Global. 

The mid-century modern estate, designed in an L-shape, comprises four bedrooms and six bathrooms, spread over a vast expanse of 6,661 square feet. Dubbed “Farralone,” a portmanteau of “far away” and “alone,” the property offers panoramic views of a nature reserve, highlighted by a 50-foot pool and an expansive pergola lounge area.

Perched atop a mountain, this historic residence was constructed between 1949 and 1951 for a scion of the Chase Bank family by the distinguished architect William Pereira, renowned for his work on iconic structures such as San Francisco’s Transamerica Pyramid and the Los Angeles International Airport.

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

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 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.” 

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.