No one likes surprise liens.This will also help you determine if a college town multi-uit is zoned properly like @Chris Seveney mentioned

You can determine if it loan qualifies by looking at the property listing on hudhomestore.com, or by asking your agent. 

The lender will do a title search and discover this.If you're doing an assignment, the lender may exclude the assignment fee from the "value" for determining LTV. 

What are the permit requirements, if anyWhat quality level of finish do you need to hit in order to make it match the demographics of the neighborhood These will all ply a role in determining if you’ve got a winner or a loser.

Perhaps you can work overtime or pick up a second job to save money faster.

That will determine the next step.

If so what's a good way to quickly determine the difference?

I'm trying to get to a point where I can determine if a deal is good for me or not and I still have a lot to learn.

Assuming that assigning is not a desired option, what are the determining factors in choosing to use transactional funding vs using C Buyers funds?

That's difficult to determine.