Right now we stay with my grandfather.

Perhaps I can hire local MH dealer to sell the home, a RMLO to do what they need to do to stay compliant with Dodd-Frank & SAFE Act and still finance the sale to grow my smaller investment? 

with that cash flow I will stay away.

Commercial lending was still cake (even though I couldn’t refi my own home that I owned for 12 years l, never missed a payment, wasn’t looking to pull cash, etc)Tl:dr: stay away from 1-4 fam loans and you should be fine 

You can look at numbers all day, but it really comes down to if you're comfortable purchasing that property in that location.

You know your location the best and irregardless of the numbers... you are collecting cash monthly and have the potential to make some large gains in 5 years - thats if the market stays in a decent place.  

So my question is, will this affect the appraisal in the future (lets act like the market will stay exactly where its at).

As long as I am happy with where I am today, holding will never make my life worse and only increase long-term prospects for a comfortable life. 

., I will never feel comfortable until I get to see and do things in real life. 

It would be in high demand for a week or two a year, but I wouldn't think many people would be looking to stay in that neck of the woods at an AirBnB outside of the week of Derby.