340 HP / 302 LB-FT

Some of us love this era of Audi styling more than any other. That classic, boxy sedan shape, with lovely big wheels, is all that it takes to fall in love with the S4, and that’s before you remember that there’s a glorious, 340-hp V8 under the hood. What’s that? It can be had with a manual gearbox, and as a wagon? Joy!

Of course, there’s a monumentally expensive “other shoe” waiting to drop, even though the purchase price seems so reasonable. The timing chain on the back (yes, back) of this engine is notoriously difficult, expensive, and necessary to replace. Buy the car wrong, and you could double your investment with one repair. Remember those service records, Sport.