The issue you will have is that finding out what a property actually rented for is difficult.

For older properties, expect a higher CapEx due to potential issues with major systems like roofing or plumbing.

But you do have to put some language in your lease  agreement or lease addendum that deals specifically with issues that will come up for the fireplace.  

It has now been 3 months that the auction has been won and the deed has still not been issued.

Let's analyze each issue you've mentioned:1) Tenancy Length: besides issues a landlord can't control, like death, sickness, job loss, etc., the actual management of the property & tenant play a large roll in how long tenants stay in their home.

Depending on how you are acquiring these properties you may be able to just do one per year but that only matters if speed is an issues.

Mostly this is looking at habitability issues. 3.

My portfolio is nowhere near what is needed to replace my current income so I would have to quit and become a full time realtor to make up the difference, but that sounds better than being stuck in my cubicle.Was there any issue with being at 21 properties and thinking you were close enough, why not quit then?  

That has stopped but we do feel it to be a security issue. 

In addition to those above-referenced issues related to conversions, the additional unit(s) would require a parking space and enough lot area/gross floor area to meet the requirements in 9-703.