Tim Dillon really loves real estate. Last summer, the former mortgage broker-turned-irreverent podcaster and comedian bought a $900,000 house in leafy Austin, Texas. One year later, the New York native was widely reported to have acquired a $4 million home in Southampton, N.Y., though he publicly disputed that figure. (For the record, grant deeds indicate the property in question cost Dillon “only” about $2.6 million.)
Scarcely four months after his residential splurge in the Hamptons, Dillon has inked his priciest deal to date — shoveling out $4.6 million for a celebrified Hollywood Hills estate. The clifftop house was sold to him by “Silicon Valley” actor Thomas Middleditch, who bought the place for $4.5 million only one year ago from “Meet Joe Black” film actress Claire Forlani.
Professional success came relatively recently for Dillon, whose often rant-filled “Tim Dillon Is Going to Hell” podcast debuted circa 2018. The popular program is now known as “The Tim Dillon Show,” and reportedly helped its 37-year-old host and his former right-hand man, producer Ben Avery, regularly rake in more than $200,000 in monthly Patreon income. Dillon’s fame skyrocketed during the Covid-19 pandemic, particularly thanks to his many appearances on “The Joe Rogan Show” and his affinity for dark political humor.
As for Dillon’s new Los Angeles home, the somewhat oddball structure was originally built in the early 1970s, though it was later remodeled. Today, the European villa-meets-Spanish hacienda-style residence includes nearly 3,000 square feet of contemporary living space, complete with three bedrooms and two bathrooms. There’s also a separate guest cottage, detached from the single-story main house, that would likely make an ideal podcast studio.
Other amenities include a backyard pool with a wraparound brick terrace, terraced grassy lawns and a pergola-shaded stone patio. There are glossy hardwood floors throughout the main house, plus vaulted and skylit ceilings, multiple sets of French doors opening to the yard and a spacious indoor lounge area. The master bedroom offers direct access to the pool, and the property’s dramatic views capture a big swath of the San Fernando Valley skyline and the surrounding hills.