I wouldn’t, because even if the car has average reliability it will still cost you more. German luxury cars have more scheduled maintenance than most cars, and it is expensive. Any wrecks, however minor, will cost more to fix. It will almost certainly require premium gas and the gas mileage won’t be outstanding.
An 11 year old car with that few miles was probably owned by someone elderly and may have been driven hardly at all for some years. Most of those miles were likely short trips around town. Though the low mileage sounds good, hundreds or thousands of very short trips and possibly long periods where it wasn’t driven is very hard on a car. It never gets properly warmed up so every one of those miles is like several miles of freeway driving. The car owned by a little old lady may look great, but trips to the supermarket and doctor’s office is not what cars are made for.
I have an 85 yo mother and that is all she uses her car for. Whenever my sister visits (every few weeks) they try to do longer errands or just go for a drive. It gets my mom away from home and it gives the car a chance to get warmed up and run at freeway speeds. I doubt anyone was doing the same with that Mercedes or it would have a few more miles on it. From what I remember of high school a C240 equivalent would be thought rather odd and not envied much. It would be less unusual for a girl to want one. Guys who were into cars wanted more performance than that offers. Though I did know one fellow from a wealthy Bombay family who had been told he could choose a car when he was 16 (within reason.) From when he was about ten what he always wanted, and eventually got, was a mid-sized Mercedes wagon. It was brown, but it was what he liked.
I’d get your kid involved in this. Make it clear what your budget is and that you’re not buying anything sporty or especially powerful. Personally, I would recommend a hatchback or small SUV. Chances are good he’ll have this car for some years and being able to carry big/awkwardly shaped stuff is always handy, especially if he goes away to college. That limits your choices a bit, but with the number of small utes on the road, not much. Many are quite reliable, being close relatives of economy cars.
Boxy cars like the Kia Soul and Scion xB are also practical choices, as are the now discontinued Toyota Matrix and Honda Element. There are various other good hatchbacks (like the Honda Fit), but those I listed are unusually roomy.
If you live in an area with really bad winter weather, awd is nice to have, but winter tires are even more of one, but only if the winters are cold, with sub-40 temperatures common during the days and evenings (or whenever he will be driving.) If it’s warmer than that most of the time winter tires will be no help and wear out quickly.