Although the home is mostly updated it is what I would call a "handyman special".

Some prefer commercial property, some favor the conventional types of mortgages, some specialize in VA loans. 

I'm 67 and would like to start taking a property a year out of my IRA as a distribution.Does anyone know of a company or an Appraisal Firm that specializes in Valuations of IRAs like this?

For several years I have purchased rental property with my Self Directed IRA.I'm 67 and would like to start taking a property a year out of my IRA as a distribution.Does anyone know of a company or an Appraisal Firm that specializes in Valuations of IRAs like this?

They are virtual assistant that specializes in property management. 

If your focus is real estate there are lots of good tax professionals here who specialize in REI nad work with clients all over the country. 

Hi all,I am currently a special education teacher in the West Georgia area looking to supplement my current income through real estate.

It’s a special property in the small town, and one that a few others have half-heartedly tried to renovate in the past.

There are insurance companies that specialize in short-term rental insurance that covers the home also, and there are insurance companies that offer insurance that provides some coverage for short-term rentals, but typically not as much as one that specializes.For our 3 short-term rentals, we use one of the insurance companies that specialize in STRs because we found they provide better coverage than the standard insurance company. 

@JD Martin is absolutely right - since you've lived in the one unit for 2 out of the previous 5 years the portion of gain attributed to that unit will be tax free.