My investor financed it with a private lender and made a GEM including a finished basement, Juliet Balcony, roof deck, and a cleverly made enclosed parking space in the back.

I'll be checking roof condition, AC, Plumbing.

That'd give me (3,954) in mortgage payments for cash flow of 8,836 - 736 monthly or 184 per unit.Feels good from a high level, but this old of a home I expect extreme capex costs in the next handful of years (no replacements to roof or furnace). 

The roof is shot; you don't need to know the property's history to figure that out.

Better to have it and not need it than to need it and not have it!  

I have managed many units for years and have changed water heaters, roofs, etc so it isnt the fact Ive been lucky.   

Older properties can need new roofs, new mechanical, plumbing repairs, and other expensive things.I would look for existing multifamily with tenants in place and cash flow.

For instance on the SOR there was 14k for a new roof (replace shingles) and additional 15k marked as decorations and another 15k marked as paint. 

The square footage is 1640 sqft.Does anyone have any good roofing companies in that area?

@Gerard Leeson - You are going to need a lot of paint.