I noticed that there are several unoccupied and boarded up houses in Goodsprings. Many residents seem to be in a communal living situation and share homes. (Trudy lives with Sunny Smiles.... Easy Pete has random settlers that will sleep at his house)
Why aren't the other homes being used? They don't appear to have any more damage than the other buildings in town. Do you think that someone like Chet or Trudy own the other houses and keep them locked up until someone can find a hefty sum of caps to buy them?