Mercedes-Benz CL-Class Coupe

Starting MSRP: $99,900
Five-year cost of ownership: $174,264

Four models in this list have starting prices higher than the Mercedes-Benz CL-Class. But after five years of ownership, the CL-Class swallows more dollars than any mass-produced vehicle you can buy. That's because pricier models — the BMW Alpina B7, M6 Convertible and the Porsche 911 GT3 and Turbo — all hold resale value far better, thereby depreciating less than the CL-Class.