These are great suggestions!

Any suggestions?

Should I just randomly pick a few cities in the midwest and work with a realtor, or are there some suggestions on specific cities and resources to help hone in?

I would suggest going to the planning and zoning department, and pulling the building permits to see who is building and where.

Also what would you suggest is the best list provider?

Also appraisals or BPOs would be requested by a buyer when they are making an offer, so I would suggest not doing it ahead of time, unless Maryland law requires it (again something any Maryland Realtor should know).

I would suggest that you read the full regulations and anticipate that they city will be enforcing everything.  

Do you suggest working through a Real Estate Specific CPA or have you ever looked into the Wealth Strategist CPA's such as ProVision or FinanceCAPE?

@Jamarr Lee If you're going to do well in this business I would suggest eliminating the guesswork when looking at properties.

Any suggestions on how I can restructure this deal and really make this work, I really want his home he's moving out of state and wants it gone.