I agree with relocation. Even if there is no bear/human injuries I can't imagine the clean up that you would have to do if he gets inside and starts exploring.A mother and her large cub showed up about 2 years ago. I think this guy is the "cub" at 3 or 4 years old. I estimate "mom" at about 250 lbs, and "son" at +400 lbs. There is a dirt road on my property that the neighborhood uses as a walking path. I got a little nervous watching families with small children walking through the woods, so I put up a "Bear" sign. There is also a middle school with ball fields that are adjacent to the woods. It may be time to ask the wildlife guys to relocate the bears.
<Edit> And Candy is getting tired of washing bear snot off the windows.
I live next to Eglin AFB. This is not the usual case of shrinking habitat forcing bears into neighborhoods. Eglin reservation is about 250,000 acres of woodlands that hasn't been (can't be) developed. There are "islands" of woods that the bears wander into until they end up in a neighborhood.That’s crazy!
You are in Florida???
I lived in Tallahassee and Jacksonville for a few years.
Did a lot of mountain biking at all the nearby state parks. I saw hogs, deer, etc…but never thought about bears.