I would think an "older" car would sell low, but a more expensive "newer" car would sell even lower. The traditional big hit after the first few years of ownership (up to three years old?) is probably really big now. Might be a good time if you are looking for a 2005-06-07.
But that is applying "investing" theory to cars. Cars are never investments, they will always lose value, require maintenance, and gobble consumeables. You have to decide if you'll have more fun with a newer car vs. the older car.