Sean Combs | $39 Million: Beverly Hills | $110,000: 1958 Corvette

The sky’s the limit for Sean Combs while being ranked one of the wealthiest hip hop artists of all time. The multi-award-winning rapper-producer boasts a 17,000-square-foot West Coast mansion. With eight bedrooms, 11 bathrooms, a 35-seat theater, gym, wine cellar, and a lagoon pool with an underwater tunnel leading to a cozy cave, Combs’ two-level European-style villa spares no luxury.

With such a vast fortune, it’s impossible not to live a luxurious lifestyle, which he does. P. Diddy’s massive car collection is one of his most valuable investments and a source of pride for him. His 1958 red and white Corvette, a retro sports car, is the rapper’s favorite ride. This vehicle’s value is around $110,000. It may not be as valuable as some of the other cars in his collection, but it tends to be more important to the famous hip-hopper in other respects.