that could determine the quality level the unit needs to be at for a new tenant- Am I doing the work myself, or hiring out?

This final determination based on various factors such as condition of property, location, and bedroom/bath count.

The rent for Section 8 tenants is typically determined by the housing authority based on local market rates and guidelines, but you can request a rent amount.

Have an objective third-party determine value in its current condition.

Even before having your financial house in order, you need to have your mental house in order to operate and interact from a place of strength.

I’m reaching out as I’m looking to venture into the real estate investment world—something I’ve always wanted to do, and now I’m determined to take action.Last year, I found the perfect multi-family house, but it fell through at the last minute, leading me to jump into a single-family home.

Market Research: What factors did you consider when determining the potential resale value?

Your schedule E will show what you are depreciating but not exactly how those numbers were determined.  

Best regards,DragoThanks for taking the time.Regarding the Cozy reference, I am using Apartments(dot)com as an introductory free platform that seems to check most of the boxes and then determining where my pain-points are, if any, to help me pick from the plethora of more inclusive available options at a later time (such as TurboTenant, TenantPro, LandlordStudio, etc). 

@Wayne Chou, as Greg notes, it would be helpful to see more of your calculations and how you derived them.As for what is reasonable, this can only be determined by you.