Thanks for all the advice/info so far, really appreciate it.

Didn't think a lot about the southern exposure aspect, good thinking! I wonder how much that affects real estate value. I like the neighborhood feel of the area south of Eagle River Rd, so it's disappointing to hear about the lack of sun there. The neighborhood area around War Admiral Rd and New England Dr are quite nice, but a little out of my price range. I've been renting a car on layovers and checking out potential neighborhoods, looks like I'll have to keep looking a bit. (Not that ER is that big).

FWIW, I would be commuting to the Hilton and not the airport, thus another reason for the preference of ER. Our crew pickup is there and easier for me to get to.