To the seasoned investor, a loan rate of 7.25% versus 7.35% is not the priority when there are other factors far more critical to the success of a rental.  

I think this is a valuable reminder to newer or less-seasoned investors, that successful STR's are BUILT, not always bought. #3, Old coach is my favorite! 

We’re thinking it could be seasonality, especially since our place is ideal for families and perhaps most families have done their moving for the year before school starts.

You went through that entire season and didn't even get inquiries.

I'm in Chicagoland and we have what I call a "seasonality effect." 

Some of the things I am concerned about are the carpets (older, cheap carpet to begin with), windows (do not open and close well), painting (do all the walls need to be painted white?

I am considering buying a quadplex as a house hack, but the eventual goal would be to move back into my current primary residence rather than buy another, so the seasoning period for me to get another loan would not apply.

It will be not only complex (but doable) to secure financing for it, but the real issue is that if you ever want to sell it, it will be super difficult for prospective buyers to secure financing unless they are seasoned investors which limits your potential buyer pool and potentially your offloading price.

I have a 3 BDR one bath  house in Maple Heights Ohio that I am considering renting to section 8 tenant .CMHA chart for the house zip code showing a max rent of around $2000 for 3 bedroom.I know market rent of my house is approximately 1300-1400 $I am adding efrigerator and oven.The house is older but in decent shape.

Typically DSCR programs have seasoning requirements from anywhere on average of 3-6 months, which means in order to use the newly appraised value, you would need to wait a little bit (although there are 0 months seasoning programs).