Insist on seeing previous repair records. If it has been maintained by a dealer they will have the info for you. Have them "translate" it for you and take notes. A car with a lot of electrical items "repaired" will continue to have problems and will nickle and dime you to death (or $50 to $100 in this case).

Having it checked out by a mechanic who knows these cars is well worth the money - but keep in mind that any car can have problems that may not be seen when having it checked out. Budget accordingly.

Yes, the newer cars are "simpler" as far as electronics go but the components are cheaper and, therefore, not as durable. The '94 and '95 models had the biodegradable wiring harness. Check to see if it has been replaced. The early 140 body cars had problems with the front suspension which led to a class action suit. Most of these cars have been modified gratis by MB - check to make sure there are not ongoing front suspension issues.

Stay away from the S600 or 600SEL if you are budget conscious. They are great cars but are built for people who have an open check book (or revolving line of credit!). If you get an S320 be sure to get the long wheel base. What was mentioned before is true. You will be envious of every LWB car you see - I know this from experience. For this reason stay away from the 300SE or 400SE. Also, STAY AWAY from the diesel models - 300SD and S350. If you do a search on the diesel forum you will see why! Hope this helps.