The key is to standardize property quality and management systems, which would appeal to buyers seeking scale.If you’re thinking long-term, holding these properties for cash flow while leveraging local appreciation is also a strong play.

It would still be based on the revenue it produces.

Lenders can have different loan options based on the property type and the amount of rehab (if any) required for the project. 

Based on your post and other comments, it sounds like your rehab is extensive enough that the property isn't habitable.

I'm a local, CT based investor, flipper, and property management company owner.  

I know of several DSCR and portfolio lenders who offer different terms based upon your situation.

My property tax base on my primary is somewhat reasonable but the total property tax goes up because of all the special assessments, some of which make no sense to me (and I didn't vote for those).

Figure out how you want to handle you investing and what role real estate plays in that. 

There may be other issues at play here that have little to do with a lack of experience at real estate tech platforms. 

I'm California-based where there aren't any real deals in my area, so I'm exploring Detroit as an alternative real estate investment market - due to the combination of it being a strong market and my having connections in the area.