The compound has 14,000 square feet of living space across three structures: a main residence and two guest houses, according to the listing. There's also a 74-foot swimming pool and spa. The structures are nestled amongst palm trees, citrus tree groves, and other lush greenery.
The media executive is asking more than double what he paid for the property, which he bought for $23 million in 2015. The estate, called Villa Ruchello, was built in the 1930s, but Smith spent millions renovating and updating the property, according to the Times. The property is listed with Santiago Arana of The Agency.
The Vice executive did not immediately respond to Insider's request for comment on where he plans to move after selling Villa Ruchello.
Take a look inside the media mogul's ultra-private Los Angeles property.
Shane Smith, the cofounder of Vice Media, is selling his Mediterranean-style compound in Santa Monica, Los Angeles.
Smith on "Late Night with Seth Meyers" in 2017.
Lloyd Bishop/NBC
Smith, a Canadian-born media executive whose net worth was estimated at about $1 billion in 2017, cofounded Vice Media in 1994.
He stepped down as Vice's CEO in March 2018, three months after a New York Times investigation exposed a toxic corporate culture and found that the company had paid settlements to four woman who had accused top executives of sexual misconduct.
Smith, who's currently Vice's executive chairman, has been known to spend his money on things like $300,000 steak dinners and wild parties.
"I don't give a shit about money," Smith told Forbes in 2014, when he was worth an estimated $400 million. "I'm worth more money than I can ever spend."
Smith, who is married and has two daughters, stands to more than double his investment on the property if it sells for the asking price.
The home sits on 3.35 acres just outside of Santa Monica, nestled among palm trees and citrus groves.
Cris Nolasco
Smith and his wife spent millions renovating the property.
Jacob Burghart
Smith's wife, Tamyka, was the one who found what she called their perfect house — even though it needed a lot of work.
"No one had really been taking care of the house for 15 years or so," Tamyka told The Journal in 2016. "The owners had gotten a divorce and were renting it out. We had to replace all the plumbing, all the electrical, the roof and do the whole thing."
During Smith's renovation of the home, he restored original details while adding modern technologies like automated lighting, sound, and security systems.
Smith appears to still be living in the home, as he recently posted an Instagram photo showing his dog lounging in the den near the fireplace.
A post shared by Shane Smith (@shanesmithvice)
The property's outdoor amenities include a 74-foot swimming pool surrounded by palm trees. There's also a pool house replete with a pizza oven, grill, and bar.