I'm basically banking on any of the 3 units to move at some point and then I'll be solidly in the red.

Happy to share my experience:I was looking to diversify geographically, and though maybe a small ($100K) property might be a good way to test drive Roofstock.

You may be able to get the current tenants to do a lease option, where they basically give you a deposit for the opportunity to buy the house in the future.

(Still cheaper than the furnace and you basically given the tenant an ability to zone control their heating). 

Current occupancy just covers operations so they are basically milking it as they can and waiting for the axe to drop.

Driving for dollars is the best way to find properties 

By Comps or by putting in successive prices for the properties until the analysis s give me the monthly cash flow and Cash On Cash Return I want OR have a RE Assessor do a drive by assessment?

Basically the large commercial companies do not want to deal with it. 

Cap rates can be all over the board and there are basically no comps on MLS to justify what to spend. 

The tenant ("new business owner") and I both agree that it makes sense for him to buy the space from me, and have agreed on the basics of the deal.So ... my question is ... do I have to get a broker to facilitate this deal, or can I do it myself?