Cindy Crawford | Bentley Continental GT | Approximately $104,300

Throughout the ‘80s, Cindy Crawford garnered a skyrocketing degree of recognition for her numerous stints in the modeling business. During that point of her career, Crawford had the chance to work for big-name brands such as Dolce & Gabbana, Vogue, Calvin Klein, Chanel, and Versace. Since then, while she’s still easily recognized thanks to her signature beauty mark, Crawford now mostly spends her time working on other ventures. This includes her very own line of furniture and co-ownership of the Nate ‘n Al deli.

Among many things, it wouldn’t be too surprising to know Crawford buys herself gifts from time to time. Well, one such present would be her Bentley Continental GT. With the unit reportedly being the series’ 2011 model, this beauty can go from 0-60mph in just four seconds. While speed may be one of its highlights, the supermodel made a couple of upgrades to the Continental’s other features – undoubtedly increasing its value along the way.