I bought a 2001 C240 new and loved driving it. It was a rare stick shift car and was incredible to drive. Mechanically it was rock solid, but had serious and ongoing electronic gremlins. I gave up on the car with less than 40,000 miles and took a serious economic beating on it.
I fully expect that if you bought a 2003 or newer, you would not have to deal with what I dealt with and instead have a rock reliable, fun car.
1984 240D Euro 4 Speed
1988 300E Manual 5 Speed
Plus all the parts cars