I wouldn’t necessarily call it a hidden gem but it is a great market still. 

I have some experience investing in my local market but I am new to the US real estate market and am focusing on investments that offer a strong ROI.I am considering various types of properties and I am particularly interested in mid-low priced properties.

Because I'm the boots on the ground here locally in VA and NC I believe I can add great value to people that may live somewhere that they cant get access to the type of opportunities I have in their local markets.

Does anyone have experience in this market, or with this cost-segregation to write off income technique? 

The growing Coulterville market and strategic location further enhanced its appeal.

Adding additional assets, a familiar market, buying a house "for free" as I call it, and gaining experience with lower level of risk How did you find this deal and how did you negotiate it?

I'm a new out-of-state investor excited to get into the Cleveland market.

It depends on the strength of the leases, quality of tenants, and about 17 other factors.Are they paying market rate?

You cannot use "short term rental income" to qualify on the subject property BUT you can use 75% of the appraiser's rent valuation on the 1007 market rent schedule.

I'd suggest trying a few different lenders in your market to find one better equipped to support you purchasing with a VA loan.