Most Expensive Red Carpet Jewelry of All Time

53. Charlize Theron’s Diamond Necklace

Designer: Harry Winston
Event: 2014 Oscars
Worth: $15 million*

At the 2014 Oscars, Charlize Theron wore a $15 million necklace that came straight from Harry Winston’s Incredibles Collection. The pricey collection was designed to honor eighty years on the red carpet for Winston, who has dressed pretty much every A-list celebrity in Hollywood.

Charlize Theron's Diamond Necklace ©Jaguar PS / Shutterstock.com


Charlize Theron’s Diamond Necklace ©Jaguar PS / Shutterstock.com

The diamond necklace was a step up from Theron’s last Oscars appearance, at which she wore $4.5 million worth of diamonds from the designer. That jewelry look involved a bracelet that was 58.07 carats. The bracelet was vintage, designed in 1959. In 2021, Theron’s Harry Winston Cluster Diamond Pendant was set with a flawless, thirty-one-carat, emerald-cut diamond.