So this is the trouble with belief and anecdotes. Do you actually know whether they traded hands at those prices? How? Because the buyer or seller told you? The two people with a vested interest in keeping the market perception buoyant? How many of these deals do you know the details of? This is the problem when you cannot see via a database of some sort what the actual price trends have been. This is a thing in other markets. There is even a youtuber who covers this for particular cars as content (Unfortunately following this in a market like SA is not without issue either since there are cars that are super rare here and in other places are cheap because they are abundant - and vice versa).
You are 100% correct in that there are plenty of people who didn't work hard for their money, but are they also the ones who are going to buy one of these cars (bearing in mind if they wanted one they would, by now, probably already have one?) Are they not going to get the tenderpreneur starter packs or flex with the latest of limited editions that they get invited to launches of?
Facebook marketplace and autotrader seem to suggest that prices on these sorts of cars are no longer climbing in value and the ones that are junk are actually now marked down a lot (and you get notifications from the platform when sellers are reducing pricing) - Some of these, especially on the Merc and Audi front, are literally half the original "I know what I have" or "it's going to Europe if I can't sell here" asking prices. This is something you CAN actually see and track as opposed to stories of "yes I totally paid R1bar for this 80s car" and sellers claiming vehicles are sold only for them to crop up elsewhere (or even at a different, affiliated seller). You are not watching the market close enough if you haven't spotted these things happening. I am sure this is where
@modocrat is also coming from. We really don't know.
THIS PARTICULAR car yes is worth keeping (or selling at a higher price) especially because of the low miles and is a candidate to be one of those forever under 100K kms with all the preventative work done etc. The average (or rather majority of) E60 is probably not IMHO.