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How much are you willing to spend?
That depends on what for. I am open minded right know.
The easier with the German TÜV and doing Mods (and paying tax) is a car older than 20 years > Oldtimer registration.
That is what I like to have for racing, an early 3rd gen
or a late 2nd gen is also the bodystyles I like. Another plus is the less electronics, so I may be able to learn to work on the car myself.
I also would buy me a newer one, if it is a good offer or something special. But then I will have to see that it passes TÜV and pay the high tax and insurance. Looked at 99 and 01 ones at some German Dealer but they had only V6 and so much electronic s**t which scares me... to drive to the very next expensive German shop as soon some service light comes on. (Tony is almost 2 hours away and it takes too long to get the car back) And of course I would not want to mess with any part of it to improve for racing, scared of TÜV and scared something stops running.
So right now I tend to buy me one for races and one for cruises and meets and I can not really make up my mind - I will just look around until I trip over something and say: That's it!!!
So what do you have? If I like it I'll pay the price.