The O6 and 05 230's are a little different. 05 was the last year of the supercharged (kompressor) 4cylinder. 2006 230's got a 6 cylinder and a 7speed transmission. I drove both a while back and ended up getting an 05 - it didn't feel any slower, returns better mpg, and was optioned a little better. I think MB cheapened some interior things in 2006 to help offset the more expensive drivetrain, etc.
Sounds like you really want a convertible and have other cars at home for family duty. I'd go for it but consider the fact that a 30,000 mile Cclass can be found CPO and you'll likely have 30,000 miles of troublefree operation.
Not sure if you could expect similar from an 02 CLK w/ nearly 60,000 miles (any car for that matter). Maybe find a CLK CPO as well and pay a little more.
Sounds like you really want a convertible and have other cars at home for family duty. I'd go for it but consider the fact that a 30,000 mile Cclass can be found CPO and you'll likely have 30,000 miles of troublefree operation.
Not sure if you could expect similar from an 02 CLK w/ nearly 60,000 miles (any car for that matter). Maybe find a CLK CPO as well and pay a little more.