-Jake I would have someone set you up with a personalized MLS search for whatever city you are looking in

You can only do it in certain zones.Here is where you can read up -https://raleighnc.gov/permits/services/short-term-rentalsAlso, you won't get any extra appreciation over a similar long term rental.

Condition of one side is not up to current standards for market and rents are below market value.

ONCE AGAIN "real estate" will keep going up.

If property has good layout I have seen many cash cows pop up there.

And they will follow up. 

To do that, they would gross up the offer price to include their closing fees like prepaid taxes, bank fees, title fees, etc.

I am looking to build a SFR for short-term rental, would be my first-time new build.I have engineer plans for well and wastewater stamped by the state of VT for up to 4 bedrooms.

I have a builder who's starting up here in Oklahoma looking to purchase 97 lots in NW OKC.

This strategy often will cover most, if not all of the actual mortgage, while you fix up the other half or life there (in your case school).