Following on from mine (and others) posts ...
Audi A6. For a 2005-2007 A6 (going by your budget, the 'new' A6 of that age) any auto will be a DSG. Avoid like the plague. In addition, the 2.0TDi engine in those has a list of problems that make horrific readings. Certainly not one of Audi's finest cars. If anything, I'd say to go for the last of the earlier generation A6. The 2.7TDi is a lot better, chain cam, but still DSG gearbox.
The 'E60' BMW 5 series is a decent car, but they've had their share of problems too, especially with camshaft chains failing/stretching. The biggest thing with those is servicing. Unless you've got a sheaf of invoices, be very cautious. Their autoboxes from then aren't that great, in my opinion.
The Merc E-class : not a bad car. This was one of the first good cars they made after they started working on quality again, rather than just building the cars to a minimum standard. Again, servicing is key, however, and Merc dealers are very expensive.
In total, if it was me : I'd only go for an Audi if I wanted a manual box, and a 2.7TDi. Any of them, I'd want to see more than just a stamped book for service records (invoices, etc). If you want a comfortable ride, then don't buy anything with big alloys or a 'sport' spec (S-line, M-sport, AMG). Do all that, and you might get it right.
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