(Source: Michael Buckner/Getty Images North America, Jason Merritt/Getty Images North America)
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Charlize Theron: $15 million
Charlize Theron chose Harry Winston again for her jewelry at the 2014 Oscars. The star wore a diamond cluster pendant necklace that featured a 31-carat D Flawless emerald-cut diamond valued at $15 million. The actress paired the necklace with diamond stud earrings estimated to be worth $800,000.