1999 Mercedes Benz 500SL 

Gorgeous color combination, this 500SL is in fully working condition, has Clear Carfax, Owners manual, and is a lot of fun to drive. For years, the classic roadster to own was the Mercedes 450SL. From 1973 to 1989, Mercedes peddled so many of these convertibles to the rich and famous that they became as ubiquitous. 

Then, Mercedes revamped its classic, upping the technological ante by light years over the old car. The redone SL has been available in three styles since then; 320-, 500- and 600- Series droptops. The SL600 is a whompin' V12 two-door roadster. The SL isn't merely a CL600 coupe with no roof. It is lighter and more nimble. The bloodline it shares with the gargantuan CL-Class is the 6.0-liter V12 that makes 389 horsepower and moves the car with authority. Stuffed into the SL, the V12 is a better performer and costs less than its big brother coupe, but at a stupendous $125,000, that's kind of a moot point. 

The ... ahem, lowly SL500 is the more reasonably priced and more popular Mercedes roadster. The price for the SL500 has fallen dramatically from two years ago; it's much more reasonable now at just over $81,000. So, do you get less car for your smaller payment? No. The SL500 has gained equipment since then. Our advice is to skip the SL600. The SL500 is just as good, and better in some respects, than its more muscular brother. And with your savings you could get a Jeep Grand Cherokee for the kids to take to Keg-A-Beer University in the fall. If it comes to that, however, even the SL500 doesn't offer particularly good value when compared to the all-new SLK, which features a retractable hardtop and outstanding performance at half the price. If it's style you're after, this Mercedes lags behind the Jag's (XK8, that is).