Thank you all for your help in assembling the lists! The final selection is quite different from what my first two attempts were. And much more diverse. And again, if I left off a story you love, why not write your own list of five? The only restriction is that the work must be from before 2006.
I've been enjoying some of the other lists posted there. In particular, check out the list of five stories featuring Warren Mears. Now there's a list I wouldn't have thought to write, because I haven't encountered any stories focusing on Warren before!