Not fer 'nuthin, folks, but I humbly submit that prices have come down, way down on these things. Indexed for time (assuming $$ roughly halves in value every 7-8 years based on cost-of-living), my '92 500E would cost around $160k...a LOT more than an $85k E55.
I frankly think the newer cars are giving quite a bit of value to their drivers. And they're undeniably even safer in many cases, and invariably outfitted with more conveniences than their forebears.
Lastly, indeed the new S-class is awesome, but even the regional MBZ tech guru told me he's been befuddled by some of the new things going wrong...and they're even harder to diagnose.
Best regards, Michael