Grace Kelly To Elizabeth Taylor: Chasing Hollywood’s Most Expensive Engagement Rings

From the golden age of cinema to modern-day history books, few pieces of jewelry carry as much fascination as the engagement rings of Grace Kelly, Audrey Hepburn, and Elizabeth Taylor. While these three women shared the silver screen, their tastes in diamonds—and the price tags associated with them—varied wildly. New estimates place the values of these historic baubles between a modest $10,000 and a staggering $38.8 million.

The disparity in value highlights the different approaches these icons took toward romance and status. Grace Kelly’s legendary 10.48-carat Cartier diamond and Elizabeth Taylor’s colossal 33-carat Krupp diamond represent the pinnacle of Hollywood opulence. In contrast, Audrey Hepburn’s stackable bands offered a more understated, European elegance that prioritized personal style over sheer size.

Collectors and jewelry historians continue to watch how these pieces appreciate over time, as their provenance often pulls in much more than the market value of the stones alone. As auctions continue to set records for celebrity memorabilia, these rings remain the ultimate symbols of mid-century glamour and high-stakes romance.

This report is based on information from People.com.