Thanks for all of the feedback to this point. Here are current updates based on the facts of the case:
I am using bank financing. I'm am using an FHA loan. 3.42% PITI $675 with PMI.
I have 3-5 contractors viewing and preparing estimates that I should receive by the weekend. All numbers presented in my original post were guestimates given by contractors I spoke with over the phone based on my explanation of repairs needed. I have since spoken to one contractor that has viewed the property and suggested his estimate would be in the $18 - 20k range. He even recommended other things (repairs) that required attention.
I used the rental property calculator and posted results for review and counsel. Calculation suggests property will cash flow $540/mo. considering repair costs. Problem is I don't have $20k cash.
The cash flow is based on renting rooms (5) at $500/mo. and renting the parking space for $50/mo. It takes into consideration a 12% vacancy rate and an aggressive CapEx exp considering we may be extending the life of most of the CapEx items immediately.
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