Drill Doctor units are commonly found on eBay. But be very careful on eBay about which model is being sold. I recently researched getting a Drill Doctor as a woodworking shop tool. The prices on eBay for them are usually pretty good. But you gotta figure in the cost of shipping too, which can negate much of the savings over local prices.
etp777, thanks for the link to Ace Hardware for the DD550PK (the "pk" in Drill Dr part numbers USUALLY indicates a kit). Their price isn't bad for that model. Your recommendation for getting a model 500 or better lines up with the conclusion I reached when I was looking into them as a shop tool.
Two points:
1. The aftermarket expense of the Drill Doctor is getting replacement diamond-coated sharpening wheels when they wear out. At about $20-$25 apiece, that can accumulate quickly into more than the initial $100-$150 price of the sharpening unit itself. The good news being that they seem to be widely available.
2. Be sure to read the FAQ page on the Drill Doctor website. It has a bunch of relavent information to consider before buying one of their units.
My own inclination is to get the model 750 kit to have as many bases covered as possible. YMMV.