Go for the older one (slighly) but you should be getting a much bigger break even after just 5K miles. More like $15K less I would think. My 100K(new) Launch edition 997S '05 is now barely worth $50K and is in perfect shape, runs like the blazes too. It is still under warranty and has about 45K miles on it. You should get a much bigger break on the '06, I gurantee!
Peace