20: Mercedes-Benz 500E
The 500E was the big boy when it came to midsize luxury sedans in the 1990s. The interior was modern but it was its performance that took the car to the next level. There are very few cars that can compete with what the Mercedes-Benz 500E has to offer. That’s why the value of this car has been maintained after all this time (via Motor Trend).

As more collectors flock toward these 1990s Mercedes models, the price for a well-equipped 500E will only rise. The car had bulletproof reliability and a style that still looks good today. One of the new fads in the car world has been to rehab these older luxury cars, so time will only make the price higher.