Diana Ross | Rolls-Royce Silver Shadow Drophead Coupe | $280,600

Formerly part of The Supremes, Diana Ross gained prominence when she started her solo career in 1970. Her song Ain’t No Mountain High Enough, which was part of her debut solo album, became chart-topping the year it was released. She continued to have a successful career all the way to the 1990s. Wanting to explore the other faces of Hollywood, Ross also ventured into acting, appearing in movies like Mahogany and The Wiz. As with her music career, Ross received recognition for her acting work.

Ross owns a Rolls-Royce Silver Shadow Drophead Coupe, which in 1970 was worth about $65,000. With inflation-adjusted, that is equivalent to $280,600 today! What is even more interesting is that Ross did not drop a single penny to acquire this vehicle. Motown Records, who managed The Supremes, gave it to her for free. Free or purchased, one could really make a considerable profit when making investments in vintage cars.