Mal­colm Forbes flew hot-air bal­loons, rode Har­leys—and spent decades col­lect­ing toy sol­diers, minia­ture boats and board games. In 2010, 20 years af­ter his death, his 214-lot trea­sure trove hit the auc­tion block. Among the gems was a per­fectly staged replica of the Sack of Troy (which sold for $21,250), a three­foot model of the Lusi­ta­nia ocean liner ($194,500) and four vin­tage Mo­nop­oly sets, in­clud­ing one of the ear­li­est known.

That cir­cu­lar oil­cloth ver­sion (above), hand­made in 1933 by Charles Dar­row, fetched what’s be­lieved to be the high­est price ever paid at auc­tion for a board game: $146,500.

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