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I'd also say that going about a year or two years used will be your best bet. You'll get around the initial depreciation, and you'll still have plenty of warranty left in the car too.
Thats usually my assumption with the new/hot cars of the moment. Problem is, the cars I'm interested in that are newer aren't depreciating enough (Fit Sport) or just aren't very common. Occasionally you can get those two/three year old cars on an extended warranty through their "Certified Used Car" programs offered through most brands these days, which isn't too bad of a deal.
Eric.$14k-18k is probably the better range to consider for new vs. used because you can slip some VWs, the Fit, Civic, and many American cars into the new category.
Thats a pretty good point as well. I chose this price point based on what the Fiesta will (probably) be, but in all possibility, it could be much higher. In that range, as its often the case, the new car is often the far-better choice (IMO).