You just described oshawa/bramptonThere are lots of places where you can go live on a mountain top for cheap - I'm fine with Big Poppas needs list, although I'd add whisky and beer to complete my list.
To me it's not worth saving $2K a month by living in coffee or banana republic. I'm not interested in free stuff you get in the third world like dengue, malaria, crime, being surrounded with poverty, intermittent services, jungle bugs, chancy health care etc.
I'll take a gated community in Arizona or Florida over one in central America any day.
also some people like to leave the resort