Rob,
Couple of things to consider:
Your "network", particularly those in walking distance, may have been affected by whatever it was that caused you to bug out. They may not be in any better shape than you are. Your list of gear is very good, but I personally, would carry the water filter, extra food, cooking gear, tent, etc...If only because it is better to have it and not need it than it is to need it and not have it. Similarly--hope for the best, but plan for the worst.
I concur with MCSE regarding a firearm, although I wouldn't limit that to bug-out situations. Especially if your locale allows for legal concealed carry. Kudos to you for recognizing the need for training! Unless it apeals to you to learn more, taking whatever class(es) required for a carry permit locally and regular pratice should be enough to scrape by. Key here is awareness. Having the wherewithal to cope with a threat is useless with being aware of the threat.
Take care,
Andy