Over the next year or two, I possibly plan on purchasing a newer e-class. Any thoughts or things to look for? What kind of issues have owners run into? Maintanance costs?

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1989 300E 144K

I like the W212 better, its more modern, has a nicer interior and I just like where Mercedes is going. Quality is way up, seems to be built as good as anything.

My attorney has had one for 6 months now and its been flawless.

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1999 SL500
1969 280SE
2023 Ram 1500
2007 Tiara 3200

My sis in law has an '03 E320 (or are they 350's?)

Only has 40k miles and never a hitch, however I've read there are issues with these early one's. Don't recall what they are. Also, quite possibly one of the most dull cars to drive.

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'07 Yukon 2500
'13 Subaru Outback 3.6R
'13 Orbea Carpe 9-speed

Currently Benzless
Formerly: 300TD, S600, E55, 560SEL

---= The forest breathes, listen.
-Native American elder

The '07 W211 was the first reliable one IMHO. Stay away from the early ones. The 212 is a very nice car but it really hasn't proven itself yet. Either way, drive both of them and then decide which one to buy. They have a completely different "feel" from one another. The 212 is smoother, quieter and has much quicker steering. The 211 is more comfortable and looks nicer, I think. (Brilliant Silver w/panoramic roof and AMG 5-spoke wheels!) Good luck

My wife's 04 W211 is a perfectly serviceable vehicle. It works fine and is very comfortable; but it's just a used car.