The typewriter was the sale’s top lot, achieving an impressive price of $162,500 against a pre-sale estimate of $2,000 – $4,000. The sale at Julien’s Auctions on November 30 featured hundreds of items from the estate of Hefner, who passed away in 2017 at the age of 91. It has sold for more than $160,000 at an auction in Los Angeles. See that vintage Underwood typewriter being used by Hugh Hefner to create the first Playboy magazine.