That being said, I’d be a bit suspicious that owner has not modified the rent price with an amendment over the past two years.

A lot of Columbus developers are opening up shop in Dayton because of the lower competition and lower price entry.

Hard to see a crash in single family but The only way I see it happens would be if interest rates kept going up (say fed can't get inflation under control) and insurance or other related things go up causing the prices in single family to come down.

I was not sure on the way to decide on a price, nor to estimate the repair cost.  

I don't about the building aspect of it, but if you can get it done for a reasonable price, I don't think you'd have any trouble renting it out.

Having spent the last few days scrolling through the forums looking for areas that fit my price point.

Not your fault but I'd be curious what they indicated...It's very surprising to me that they visited the home and didn't have an issue with double covered roof and missing shingles..iIf that's the case I'd say it's less likely you have full replacement cost on your roof but I'm just making an educated guess.You need to check your policy to see what kind of coverage you have.A claim will definitely affect your pricing.

The price point will be determined by how much time you spend searching for properties (MLS vs Wholesalers and private sellers) and how much work you want to put in to get it cash flowing (level of rehab and sourcing and selecting tenants).

You also have to understand that some vendors are going to give you the out of towner mark up price.

Unless you are local or have ties there you can replicate what you can accomplish there in many other markets, especially if you are just buying based on price and rent.