lol It says RENTAL HISTORY not PO Box history lol. have you been able to physically talk to the applicant on the phone?

@Blair Ross Jr depends on how much experience you have with investing in rental properties.

Before I invest in furnishing the unit I was curious about how much demand there is for mid-term rentals in south Denver.

I buy to rehab and turn into rentals so Pinson, Pelham, Bessemer are a great fit for the areas and returns I'm looking for.

Here's the City link for you to reference. https://www.chicago.gov/city/en/depts/doh/provdrs/homeowners...1) ADU regulations specifically exclude Short-Term Rentals so don't do it if the intention is to short-term rental. 2) The ceiling height oh 6'10" is almost guaranteed to trigger digging a basement if you want to formalize as an ADU unit, especially if that height is further reduced by pipes or HVAC. 3)Ingress/egress is an issue for renting, as is that any bedroom also will need two (ie operable window/doorway).

It isn't having paid off properties that offers security, there are still taxes, insurance, maintenance and management involved. 

I'm curious of the current market demand for student housing and appeal to rental investors.

@David R Pustelnik recommend you first focus on raising the rent for the first time in 10 years.By the way, how much have your property taxes and home insurance gone up since this tenant moved in?

I own about 5 rentals in the same city in lousiana.

2023-2024 DECIMATED my already broken finances and killed my 15 yr run being debt free with paid off rentals and a house near the beach in the Ca.