Guys, I have been reading this thread for a couple of months now and I just have to weigh in. I have had a W140 for two years now and I love that car. Actually I have two of them. I bought my wife a 99 S420 about 2-1/2 years ago and liked it so much I found myself a similar vehicle in the 97 S320. I call my S320 my "Sport Tank with an Attitude". Super stable on the road and can run with just about anything out there. It does have a few reliability issues, but for a DIY-er like me, that is a small price to pay. I just wish I could get my hands on a good repair manual that covers the accessories as well as the primary systems.

As for the newer S class models, I am woefully uninformed. I usually wait at least 5 years before even shopping for MB so I can take advantage of the steep initial depreciation. See there is a silver lining to the low resale value issue.

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KCScout
98 S420 My Wife's Baby
97 S320 My road car
83 300D My old road car (love that diesel)
81 300SD Wife's former Baby
81 240D A fun stick shifter
71 220D My first one