I'd go with the 98-99 e300, myself. Older, slightly less electronic, better looking in my personal opinion, and a more tried-and-true engine design with less complications. Also, older = more forum experience, more indy mechanic experience, and more aftermarket parts solutions, leading to more accessible repairs and less expensive parts. Win all the way around as long as you don't get one with the spring perch issue.

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~Michael S.~
Past cars:

1986 300SDL
1987 300SDL
1982 240D
1982 300SD


Current:

1987 300SDL