May as well toss in my two cents for some cheaper luxury cars.
Infiniti G37, Cadillac CTS, BMW 3 Series, and whichever comparable Lexus (I forget how their naming convention works) are all fairly well regarded, not hard to maintain, and can be had in AWD if that's your thing. Fairly quick, spacious, good looking, meh on gas, and with lots of features that you'll see replicated on the "newer" cars and then some.
The G37 can be had in coupe form too, though AWD Coupes are unicorns.
Friend bought his 08 CTS for 17k with lower mileage and he's loved it so far. Great cars, won MotorTrend's Car of the Year for the year it was introduced (2nd Gen CTS).