My Fair Lady: “Ascot” Dress

Worn By: Judy Garland
Year: 1940
Value: $1.5 million*

It’s no secret that Audrey Hepburn managed to carve herself a stellar career as one of Hollywood’s brightest stars. Hepburn starred in many hits over the course of her life, but her turn as Eliza Dolittle in 1965’s My Fair Lady was especially memorable.

The dress that Eliza wore to Ascot was enough to turn heads on and off the screen. The eye-catching ensemble went up for auction with Profiles in History back in 2011. Amazingly, the winning bid was $4.5 million. That’s an amount you don’t see on sites like eBay! 

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