I went through the same scenario 6 years ago when I decided I wanted a mercedes with 86-91 SEL body style. I knew nothing about mercedes back then so the factor of complexity between models was not important to my decision. In my view, all of them were at the same level of complexity. What was important to me was to be able to own one of these fine automobiles and be able to enjoy each time I am behind the wheel.

I used to drive my 66 mustang convertible as my daily driver until I got my 91 560SEL. One thing that I was not ready for however was the expense of maintaining an old car( it was 9 years old when I got it in 2000) let alone a mercedes. So, I had to learn how to maintain it on my own. I made sure that the body and interior was good ( a california car), and it had the color combo that I liked ( palomino on pearl black), and of course I had it inspected to make sure it is worth it.

With the help of this forum and other sites, I have been able to learn quite a number of things about maintainance and repair. I have done quite a few things on my own like timing chain guide replacement, valve stem seal replace ment, among other things. I have been able to do all repairs without having to to bring my car to the shop. I now have about 175,000 miles on it, and I am sure in a few years I might need to do a cylinder head job. no worries, this is not rocket science.

so, do your homework, and get the one that you will enjoy!!!