The appraised value of the land will be the key factor, but does seem like you will likely need to contribute some more cash than merely relying on the land. 

And then after the fact contribute the property into a new LLC with each tenant being a member.

Many lenders will offer a seller paid contribution that can be utilized as prepaid interest to reduce the borrowers initial interest rate by 3-2-1% over the first few years of the loan.

Haven't seen the other two come to fruition...or if they have, I haven't found out.Demand might be really high right now, but it would likely be dominated by people trying to find someone to pay the full contributed capital for worthless positions in failed deals. 

I'm looking forward to contributing and exploring potential partnerships.

I know HUD only contributes $1,500 towards a junior lien settlement, but if the junior lien holder does not want to settle would HUD allow the buyer  to pay off the junior lien out of their own pocket?

You are not "loosing" $800-$600 per month, that would be Additional Capital Contributions to the investment/business. 

Cashflow / rents will provide additional ROI but in our experience over a long hold time appreciation will always contribute more to your total ROI than cashflow.

What are the biggest factors that contribute to each type of market that make them their own?

I have too many expensive degrees and this is the one way I imagine that I can really contribute to the family's finances because of my expertise in finance, engineering, construction, etc.