@Damien Davis - I bought most of my properties when I had a W2 job. 

Have you considered house hacking your first property?

I have reached out and spoken with the HOA management property manager myself, and just keep getting BS excuses and no sense of urgency on this matter. 

Commercial properties are not evaluated by "comps" (well not exactly) they are evaluated on cash flow.

For scaling your portfolio, consider house hacking another multi-family property to minimize living expenses while building equity.

I love fixing old properties and making houses into homes.

Not only that, but it is unoccupied and subject to any number of things happening to it while it is unoccupied simply put, it just does not seem worth it to try to haggle over a raise like this. however, if you are in a high demand area with your property, and you know that it has a lot of value, you could post an ad to try to get some feelers out for occupancy and if you find something better, as far as quality and price for the occupant, then you can consider the lengthy eviction process, but again you're doing all of this for about $200 extra and none of it seems worth it.

Owning rental properties, including STRs, does not allow you to fund SEP IRAs.

I definitely want to buy more properties.

You have material information that effects the desirability and value of the property.