Very interesting thread! In the interest of keeping it going - I'll offer my thoughts, which I consider often being a financial advisor.

Our priorities would be as follows:

1) To be closer (without being too close) to our son, who is currently in Lexington, KY. This would be even bigger if we would be blessed by grandchildren.

2) Low taxes/cost of living.

3) I agree that it would be difficult to uproot from the area that has been home for our entire lives. We both live 30 miles from where we grew up. The social aspect is extremely interesting. While we would be moving away from friends/church/family - we would also have the opportunity to make new friends and church acquaintances, as well as be closer to our son. All-in-all, a mixed bag. Perhaps we could persuade some family to move with us??

4) A longer biking season would be welcomed. For me - between climate and job - about 90% of my riding happens from June to August.

5) Small town living with metro amenities within driving distance would be terrific.

Based on all of that, so far, I find DGlenday's consideration of Fairfield Glade, TN fascinating. I would like to see other folks continue to add their thoughts so as to further refine mine.