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1 - the 16V, like the 500E/E500, is a SPECIALTY CAR. no scheme exists for determining what these cars are worth. they're as close an example to pure economic principles as i've ever come across.
specialty cars are sold in so few numbers or are so special that the "value" of the car is determined on a case by case basis. it depends on how much you're willing to pay/accept for the car. that being said, the best way to get an idea for the current trends in the prices of these cars is: look on ebay and try and find some in your area to compare too.
BUT, as giancarlo (i think) said, the ones on ebay tend to be pretty beat up.
2 - as you probably know, grey market cars are officially not acknowledged by MBUSA. this can make it a little difficult to get dealership assistance. if you have a source for OEM parts, no worries.
3- don't bother with the automatic tranny. if you get that it'll be much like being not being disabled but being forced to wear leg braces.
given the choice, i'd go with the euro 5-spd over the north american automatic. i have my sources within the local dealerships and in germany for parts and i do most of the work on the car myself.
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'94 W124.036 249/040 leder; 8.25x17 EvoIIs
'93 W124.036 199/040 leder; 8.25x17 EvoIIs, up in flames...LITERALLY!
'93 W124.036 481/040 leder; euro delivery; 8.25x17 EvoIIs
'88 R107.048 441/409 leder; Euro lights
'87 W201.034 199/040 leder; Euro lights; EvoII brakes; 8x16 EvoIs - soon: 500E rear brakes
'70 R113.044 050/526; factory alloys; Euro lights
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