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Not just because I own one, but the W202 in 1996 and later models are among the most reliable Mercedes models. They are "simple" compared to newer ones and their bigger brothers. The M111 aspro four cylinder engine in 2.2L and 2.3L (96-98) are terrific engines giving great fuel economy, no head gasket problems and overall decent performance. A five speed auto C230 is about the same quickness as a 190E 2.6.
The 1996 C220's avoid the wiring harness issues and have the reliable four speed box. The 97's have the slightly bigger (and teeny bit more torque) 2.3L engine, but it is the first year of the 722.6.
The 98's had some exterior changes including a new front valance, side skirts and rear valance as well as a revised grille and "smoked" taillights. 98 also brought side-bags and different door panels as well as the SmartKey system. FSS was also introduced in 98. The 98's had the digital ACC system the same as the 96-97 cars.
In 99, the M111 changed to the "kompressor" engine and HP went up and refinement went down. The ACC was changed to manual AC and ESP was made standard. 2000 was the last year for the C230 W202 and it was pretty much the same as the 1999 model except for the "touchshift" trans.
The C280 is a slightly different story. The 96-97's had the M104 inline engine which has some head gasket issues. The 98-00 M112 V-6 has no such problems, but make sure the harmonic balancer has been updated. The C280 kept the digital ACC system.
Having owned both a W201 and W202, the W202 is a big step in driving dynamics. The suspension in the W202 is much "sportier" and the overall level of handling is much better. The AC/ACC system is much better (after 95 it uses the excellent variable-compressor system) and the fuel economy is WAY better. It's a bit bigger with a noticable increase in rear seat room. The trunk is much bigger and has a trunk cut-out for loading. I also prefer the back-lit gauges.
With 98- cars you get nice features like keyless that allows opening and closing of windows/sunroof from the key, four air-bags, auto up/down windows and other little things.
As to overall performance, the C220/C230 will run away from a 190E 2.3 and matches a 190E 2.6. The C280 is quicker than any 190E. The better aerodynamics means much, much better fuel economy.
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