Thanks for the support @Kai Kopsch!

Expenses are too high and net profit too low for lenders.You would have to find alternative financing sources if you can't find a local lender looking to support your deal.

That seems to support what I have seen already, very helpful! 

What have you found to work best to keep a healthy relationship with the tenants/roommates that I rent the rooms out to and collecting their payments each month?

If you acquired them in the same year you are applying for a loan, then I think you can support the income with leases, bank statements, previous owner's profit statements, etc. 

Some people say yes, others no...you'd have to find some comps with indoor pools to support how it's done in your market.  

A third party investor will have guaranteed income in a great neighborhood that attracts long term tenantsCONInvestor may pass due to sale price being quite high relative to the income (although the property still cash flows very well if you don't take property management, vacancy, repairs, and capex)Increase rental ratePROMarket could support $1,400 I think, and gets you a better return and is a more attractive deal. 

Not qualified to be a person that puts deals together, but I currently am garnering project interest from the Asia sector(specifically China/Taiwan) with the support of a law firm based in Hong Kong.  

A third party investor will have guaranteed income in a great neighborhood that attracts long term tenantsCONInvestor may pass due to sale price being quite high relative to the income (although the property still cash flows very well if you don't take property management, vacancy, repairs, and capex)Increase rental ratePROMarket could support $1,400 I think, and gets you a better return and is a more attractive deal.

There is no way to know either way until the residential loan underwriter has the preliminary title report, completed appraisal, and any clarifications needed from the appraiser, as well as any updates to the prelim supported by the appraisal, in-hand.