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C4 Corvette?
Good power, 6 spd (in the later C4s), Vettes have always been flagship cars for Chevrolet so they tend to have lots of nice options. Finding one for $5k is decent shape isn't too hard now.
I was able to wring 29mpg hwy out of mine with just normal, careful driving (No hypermiling).
My experience with used luxury cars is that they tend to have a lot of things go wrong with them. Usually not important things (drivetrain/suspension/etc) but power windows, butt warmers, auto-trunk-latches, etc. I personally prefer my cars to be a bit more simple because of this.
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