I'm trying to put myself in the place of a homeowner who has his doorbell rung by someone selling insurance. I think first of all you would have to overcome the initial annoyance of being disturbed as well as someone wondering why this insurance guy is apparently so hard up he has to go door to door. My first impulse was to say this would never work, however:
Perhaps if it were done the way politicians do door to door it could work. For example, you are just going around the neighborhood to introduce yourself. Make it real clear you are not selling. Just leave a little flyer with some generic, helpful information with a way to contact you.
If you get them off-guard a bit that you are not selling something and into some conversation, maybe it would lead to you being able to answer questions. At the least, you would leave some information with them. You can always tell in a face-to-face situation whether there is any point to making conversation.
Of course, many cities have anti-solicitation laws and many more neighborhoods have restrictions. But still, what first seemed like a horrible idea could possibly have something to it.
I would definitely wear a very nice business suit and perhaps carry a leather briefcase to get people to wonder who you are. Perhaps a sigh of relief when they realize you are not from the IRS.