So if you are selling a property in a given year, it might be worthwhile to talk with your CPA and see if selling some stock at a loss would be helpful (since otherwise capital losses are limited to $3,000 as Joshua mentioned). 

All that combined with limited building and no state income tax there is positive rent and appreciation. 

Passive investing takes time up front to educate yourself, find operators and deals - but after you invest, you have limited obligations.  

You want to appeal to the most people and many buyers will want to live in the home, so having tenants will limit who it appeals to.

Hoping there is an opportunity despite my limited capital

I get applicants with limited to no rent history many times because they are young and just don't have the history.

Because of this, I believe the market for selling my houses is likely limited to other investors.

@Stefano Grottoli all the $1550 means with CMHA is they will pay up to that amount within Cleveland city limits.

Try to avoid renting out a single family to an actual family because you will limit how much juice you can squeeze from that property. 

What rent limitations are there with S8 vouchers?