12. Toyota Highlander (First Generation)
The early 2000s Toyota Highlander played a pivotal role in launching the midsize crossover craze.
Blending SUV versatility with sedan-like comfort, the first-generation Highlander quickly found favor among families and commuters.
According to Kelley Blue Book, these early models are still in demand on the used market—often seen racking up impressive mileage long after their original dealerships have disappeared.