We looker at few houses/Condo under $200k-$250k and saw few online in that range.

Most are online, at civicsource.com  and happen once a month.

The real work is locating these properties and I've learned the best way to do this is to work in towns/areas that have online GIS systems that map; topography, wetlands, soils, etc. and assessors data available for download either from local sources or listsource.com.  

You can often look online for the county/city zoning map, parcel info, and zoning laws.  

Look at other rentals in the area and see not only how they are advertising or promoting online but also the inside and outside of the rental so you can create a similar environment to try to replicate the same results.

They’re doing this across all online platforms. 

Luckily, I did not include this unit in my underwriting when purchasing, so the survival of this property is not contingent on this situation.Continuing to optimize for management of the building when I move out, like moving everyone to online rent payments or adding remote accessible security cameras.Exploring opportunities to expand my portfolio—I've begun my hunt for my next 3 to 4-unit building to house hack, ideally in Lake View, North Center, or Ravenswood.This year taught me that real estate investing isn’t easy, but it’s undoubtedly worth it.

It was tricky because the basement ceiling height is not quite 7'.From what I have read online, Fairfax limits STRs to 120 days per year, so it would not be feasible.

I really believe that we live in a time where all the information you need to do just about anything is available for free online.

Definitely join your local chapter of REIA (real estate investors association) or join one of the ones that are fully online (Columbus and Cincinnati).