I think the Ferrari while quite expensive compared to the 996 and the CLS is the best choice and offers the most bang for your back. If you get it in good condition they barely require any serious maintenance. There's also a high chance that they're at the best price right now and will only appreciate in value. You could probably buy one, keep it for a year or two, and sell it for what you paid for it or even make some money. But I think the picture you posted is a Ferrari 360 Challenge Stradale. Now, those are not cheap; will probably set you back $200k.