Ask 3 or 4 companies that work with the size and type of deals you're analyzing and you'll likely pick up some themes. 

Obviously if you’ve done this before you likely have a method you prefer for dealing with these types of things.

First is, how much is needed to cashflow and what type of area is the property in where it could appreciate.For example, lets say you need $100,000 down payment to get it to cashflow $200/mo.

If anyone has an experience it would be great if you would let me know where you are developing, what type of development, as well as your experience throughout the process.

What type of insulation material are you going to be using?

I don't know SA, but if you're looking on market, you will not get those types of returns anywhere - not in SA, not in Cleveland. 

The best way to estimate expenses is experience and knowledge of your specific asset type and market.For vacancy, that will depend on your market and the quality/desirability of your type of unit.

I am not even sure if the villages offers this type of real estate in which we could “house hack”.

I feel like there had been an increase in these types of broad open ended type posts. 

So definitely include clauses in all leases that limit the types of businesses that can operate within the space.