1997 Mercedes SL500
My SL500 has 146k miles and runs very smooth every time I run it. The ability for a hardtop, soft top, or no top is the ultimate flexibility. Although the car has a "winter" driving mode, the rear wheel power and weight make it a terrible idea. Definitely not a family vehicle, as the rear area doesn't even pretend to be a back seat. Very advanced for it'd day, and the definition of luxury for the time. Neat features make passengers appreciate the vintage, such as a car phone in the center console and a pop-up phone system in the dash. More of a sleeper than most cars with 315+ horsepower. Sounds and drives super quiet and refined. Their resale pricing makes them a great bang-for-buck fun car. Especially considering they were $100k new. The only drawback I can put on this car is the maintenance costs... for instance, it take 8.5 quarts of premium synthetic oil, premium fuel only, high end MB parts.