The house was also used as a short-term home for members of Fleetwood Mac and British singer-songwriter Lily Allen.
On the market last year for $29.95 million, the compound was more recently priced at $28.5 million. It previously sold for $3.17 million in 1994, property records show.
Smith, 45, co-founded the alternative-news company Vice Media with Gavin McInnes and Suroosh Alvi in 1994. The company was valued at more than $2.5 billion last summer after striking an investment deal with A&E Networks, a joint venture of Walt Disney Co. and Hearst.