I do plan to hold it in an LLC, have good insurance and umbrella as well. 3) Older homes in PS - most of the homes in PS are built in the 40s-50s and for those that own them, do you constantly run into issues with major ticket items - plumbing, electrical, etc (things that are not visible to the naked eye).

Means, they draw significantly less electricity to cool or heat than an electric-powered HVAC unit. 

The GIS map designates it as a single-family dwelling, but the property is clearly set up as two units, with separate HVAC, electrical systems, etc.My main question is: Would it be possible to obtain a permit to legally convert it into a two-unit property?

Have a 1960s 30 unit single story motel where we are coming up on some end of life issues: the cast iron plumbing is disintegrating underneath bathrooms, radiators are starting to leak, electrical is in poor condition, and just today, discovered significant termite damage affecting multiple rooms.

Are bills like electricity and water something that's figured into weather or not a property is self sustaining?

It also seems to be more common in some areas of the country more than others (due to much older construction in the region, higher exposure to harsher climates, older electrical and plumbing running through the home, etc.).

Bed bugs are everywhere!!

They often do not seal it well outside and inside where the electric attaches.

You'll also be able to re-market to your list and pull your segmented lists out for other marketing forms.You won't experience the same sort of bugs and process slowdowns.

 But to be fair, besides people not being happy with those kinds of houses anymore, builders couldn't build them and make any money due to high costs of planning, permitting, sewer and water hook ups, electric hook ups, etc.Well, we do have this Tiny House fad right now, but can someone explain to me how these are any better than an old fashioned trailer?