Bob, thanks for the advice, I don't plan on selling the house anytime in the near future. I love the location, my neighbors are great, and frankly, I just love the house. I am merely doing these things for my own enjoyment and to see the house in a different color. If I don't like it, in another 4-5 years, I'll just paint over it!
As for the shutters, the brick is in good shape, but the mortar, as I found out with the chimney, may be becoming a bit soft. I may possibly need the chimney re bricked in the next five years. This is a common problem with houses in the development though. I may get an expert in to evaluate the situation and see whether or not the shutters will be a good idea, or to just leave the brick alone.
I haven't been up in the attic in about 10 years and can't honestly remember if there is good access to the eves or if it restricted. I would imagine them to be pretty clear as they are venting for the attic space, but as the house is pushing 50, its hard to say.
Sonny, would using a paint/primer in one do the trick? I was discussing it with a carpenter and he swears by it on the interior, but he had no experience with using it outside.
Thanks to all for the great advice!