Question on North Avondale (Cincy) Rentals

[Slocomb Reed]

I'm looking at a triplex in North Avondale (Cincinnati) on Friday near the corner of Reading Rd and S Fred Shuttlesworth. The neighborhood is street-by-street from D/C class all the way to nice big historic homes. Rents are currently $650, $650, and $350 (small third floor unit), The roof needs repaired or replaced (flat shingles) and it likely needs other cosmetic repairs.

Seller started at $65,000 but said he'd be willing to sell it for less if I didn't give him a lot of hassle. If you were me, planning to meet the seller at the property in a few days, what questions would you have for the seller?

And if you're familiar with the area, what do you think of that part of North Avondale?