There are cobwebs all around the ceiling in every room, the wood floors have various amounts of "wear and tear" some look burnt, most of the blinds are either broken, missing, or bent.

Not enough responses = priced too high (assuming your marketing is dialed in).  10 showings w/out an application = something is wrong with the unit (cosmetically: not clean, didn't replace blinds, etc = clean it up more) OR (functionally: unit has issue that comparable units in the neighborhood don't have - street noise, weird layout, etc = lower price to combat issue).  

That property, I would use higher not only because of its current shape (needs painting, blinds, etc) but also because certain items look poorly done (the shower for example).  

Did the tenant remove, destroy, or damage the blinds, curtains, or rods?

Try 2k for new carpet, 2k to paint, 2k for some new appliances, 2k to fix some closet doors, light fixtures, blinds and 2k for vacancy and releasing.The biggest issue we have in Milwaukee with "cash flow properties" is deferred maintenance.

It's great to read about someone with such determination that is putting the thought into it before jumping in blind.

Just to common sense stuff-make sure windows are open (ie curtains and blinds), if the place is vacant let her walk around on her own, give her space, etc.

Frankly, most noob investors don't even do that and just send stuff blindly!

If you do not keep current you could blindly heard off the rails.Even lawyer make mistakes.

You can't just blindly invest in any property in those cities.Cincinnati has an average of 9.16% annual cap rate and 7.8% for Columbus but you can find way better deals.I've analyzed all available SFH cases in these two cities and I can share them with you for free.