yeah, they are definately cool cars.. i have the smoke silver but think the black pearl is the one to own; a bit too much "gold" in the smoke silver, had it been more "platinum" i would have liked it much better, but it does depend on the lighting as the smoke silver goes from satin silver to champagne to light gold depending on the lighting.
funny, your screen name reminds me of what you might have expected driving these cars back in the; day lowered with tinted windows, etc. when i think of what type of car a yakuza gangster would be driving in 1986 i think of a black pearl 16v lowered on old school amg wheels with dark tinted windows and a color matched grille and a amg duckbill spoiler.
also, its all about the s600 grille(not the gaytard "strips" i bought on ebay accidently and installed on the one below), euro headlamps, and ecode(preferably bosch as the orange is darker/richer) vs the clear corners. do that, then throw on some 17" evo II wheels or some amg aero II's and you got a car that will make the one above look dated by 5 years. to finish of the look, the duckbill 3 piece spoiler from AMG is bad ass. the first 3 are of my old euro market 16v, the next 3 of my 86, and the last pic was the inspiration for somehow getting a hold of an orignal AMG duckbill spoiler.
for the sake of your initial question as to value, i sold the car below in its "pictured" state for $7000, i thought i got pretty damn good money for it, however it was in need of some fresh paint, most everything else was pretty solid/new or tight. so i would think that $7k should be the most you should spend on one of these cars unless its condition is indistinguishable from that of a brand new car.. that includes original paint(or a nice like new paint job with perfect attention paid to keep it orange peel, overspray and run free) and also have AC that works! neither of mine had working AC. buying one with some tastefull mods is nice to as you will soon grow very tired at looking at 15" wheels or listenting to a worn out factory becker radio and paper cone speakers, etc, etc, etc, etc, etc, etc...
my "driver" the auto 16v, yup, you are aloud to put chrome wheels on a 16v so long as the car is an automatic
the correct "s600 grille" also in the picture are the ecode lights and corners one(corner) is hella(lighter) the other a bosch.
i dont usually pircture whore, but i was looking for the below pic in my photobucket account and started browsin through pics of the old car and thought id post'em up.