I have financed a number of STR properties and they will usually be appraised as a pure real estate as vacant value and a cash flow adjusted commercial value, sometime separated as going concern and real property.  

If so, and you're looking at a purely rental property (not to live in at any point) you could consider opening a self-directed IRA to invest in the new property without having to pull money out and pay penalties?

In hindsight I can see all the mistakes I made but...pura vida.I do my proformas and try to calculate returns but I don't measure the value of investments purely on these terms like some others who've responded to you.

The “moderate size” question is pure opinion.

Stock picking is gambling pure and simple. 

I dont know and pure speculation on my end..Ha, I wish I could walk.

This is exactly why I'm asking the question, because it may be the case that some of these investors would be better off either purely treating this as a flip or just moving on from this deal if they can't flip it and get their cash back within a few months. 

As for the company I am assuming they purely started wholesaling, but now they do go through and purchase some properties to flip.

This analysis is purely for educational purposes and is for a course capstone project.Any thoughts/feedback would be super helpful.

Since you've stayed there and the lot is open, I see the lure, but any time I see something like this - "This is a pure emotional type of investment and I want to honor it."