Its going to really depend on your location, scope of work, and finishes.

They do not write policies in Louisiana where all of my properties are located. 

There's nothing wrong with where your your present cleanout is located.

Great Location.

They get a higher return since they are covering housing cost, have the $250k per spouse primary residence deduction in gains, is a savings account, higher leverage position, lower interest rate possible, will pay more premium for location, etc.House might be overpriced for REITs but not for home owners.  

CT is 1-2 hour drive from my location depending on the town and is manageable for one project.

Here are a few suggestions on how you can maximize the wealth of information available: Check out the blogs and podcasts, or take advantage of the search feature (magnifying glass).

My unit is located by Rose Medical.

This is located in the rental real estate publication by the IRS.

In suburban Chicago, historical significance or celebrity ties might create a niche appeal, but they won’t necessarily drive up the home’s market value in the same way as location, condition, and local comps.For a short-term rental, though, it could be a great marketing angle—especially if the person is well-known and has a strong local connection.