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Embattled former casino-resort magnate Steve Wynn has paid around $105 million for a pair of Pablo Picasso paintings from the estate of Don Marron, according to two people close to the deal.

Picasso’s colorful 1937 portrait of one of his mistresses, “Woman with Beret and Collar,” and his 1962 portrait of his wife in grayscale, “Seated Woman (Jacqueline),” were considered gems of the estimated $450 million collection of Mr. Marron, the former PayneWebber chairman who died last December.

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