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I don't know, I feel that I just went through all this too; have dumped a huge pile into the coupe, and brought everythingg I could think of up to date, and it has never run better.
So the W124 wagon is now feeling unreliable, and you guys want to unload it on your sister????!!! - Just kidding, but you get the point.
What is to say you haven't spent enough on that wagon so it is PERFECT now, and can't be relied on?
How do you know when it is out of the shop it won't roll for years, trouble free, except for maintenance. This is not some Ford or Dodge or Mitsubishi that could just be wearing out. It is a rock solid W124 wagon.
Breakdowns on
the road are not likely (Home to UOP) and the wagon has free MB roadside assist, you can call anytime for help.
Who is to say you might get even UNLUCKIER with a newer, $10,000 used ML or W210 wagon that some owner is looking to unload on some poor unsuspecting buyer, and you bought it?
The fact is that any Mercedes from 1997-2006 is actually MUCH more likely to have reliability problems stastistically, than a similar W124 car?
I am not denying that the newer ones are more luxurious, better equipped, smoother, perhaps more spacious, safer and comfortable, and equally capacious, but there are a LOT more pitfalls ahead in buying a used one of the models you are contemplating.
Phrases like "Better the Devil you know than the Devil you don't" and "Going from the Frying pan into the Fire" keep coming to mind.
Make the change if you must, but if you do, make it an informed one, and as risk free as you can.
Any 10 or more year old Mercedes will need work, and money spent on it, but unless your particular car is suffering of structural integrity, rust, or other issues making it a danger to drive, there is no reason not to keep it running.
It's a really, really, good car, from what I have seen of it.
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 1991 560 SEC AMG, 199k <---- 300 hp 10:1 ECE euro HV ...
1995 E 420, 170k "The Red Plum" (sold)
2015 BMW 535i xdrive awd Stage 1 DINAN, 6k, <----364 hp
1967 Mercury Cougar, 49k
2013 Jaguar XF, 20k <----340 hp Supercharged, All Wheel Drive  (sold)
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