Shelby was awarded a Patek Philippe in 1959, for winning the 24 Hours of Le Mans, with co-driver Roy Salvadori, in the Aston Martin DBR1.

Shelby, not being the most materialistic person, rarely if ever wore the watch, and later gifted it to his teenage son Pat. 

 
The family treasured the watch for its sentimental value, how it marked such a memorable day. "I didn't wear it, and it upset him," Pat says. "He said 'You ought to wear it,' and I said no. It was pristine, and I wanted to keep it that way."

Now the watch and the Aston Martin are on display in a watch/jewelry store in Dallas, a reuniting, sort of. 

https://www.hodinkee.com/articles/carroll-shelbys-prize-patek-philippe-from-the-1959-24-hours-of-le-mans