A very good local agent would be the starting point of the conversation for me personally.

Personally I'd think more about quality of life you are looking for and if that market fits into your overall investing goals.

I haven’t seen it personally but I imagine it’s some kind of “use us to sell or pay a penalty” clause. 

Seems to me that selling to an organization like Habitat for Humanity might help you ensure you have a relatively consistent buyer, assuming the parcels you purchase are in desirable areas for them and meet their acquisition criteria.

I am currently reviewing the numbers associated with a wraparound mortgage and I need some assistance in determining if they make sense.Can anyone please direct me to the appropriate person who would be able to help me analyze and verify these figures?

Did you actually look at these properties in person? 

It is extremely hard for the average person to afford a standard home, car, and investment property without any debt.

Come by REI Central some time if you want to meet other investors in person.

can you visit them in person? 

The answer to your question really depends on your goals and desires to scale?