As someone who bought a beautiful 560SL with less than 100k miles for $15k and had it crap out - which necessitated $6000 worth of work, I agree with you completely. Even for just an occasional driver, I would hunt for a deal at an estate sale.I think it's a waste of money to chase after a low mileage car to use as a daily. I would look for a well gone through example over a garage queen that is a waiting timebomb of issues. You mentioned airbags. Most likely unless it has had everything done at the dealer meticulously, it will need a set of airbags as the ones in it will have "expired" those are over 1000$ each new. All that said the cars are built like tanks. There is not much more satisfying than the thunk of a door on a 30+ year old car still closing like it did when new.