Look at a 94-95 E320 Coupe, neat "little" cars. Most are well cared for and show it. The two main things too look at are the engine wiring harness (probably 100% have been replaced by now so not a concern) and the transmission, reverse can be problematic.
here's an earlier 300CE, same basic car, I think it has M103 engine (head gasket failure) vs. later M104:
Selling 1991 300CE, Black/Black Very Nice! - Benzworld.org - Mercedes-Benz Discussion Forum
I've had my 94 E320 wagon for year now and not one thing has broken, though I am doing a little preventive maintenance this weekend with the fan clutch. great cars.