After sending the security deposit with deductions for: holes in walls for TV mont, paint cost for kid writing on the wall, damage door knobs and damage to the flat kitchen drawer the tenant wants his full security deposit back stating because he was living there before I brought property and because the damage were already there.

Now this timeshare development was never developed fully, only maybe 20 percent because the original developer went belly up. ..there were too many timeshares in this area for the market.The developer who bought the unsold timeshares at the tax auction donated the weeks for a tax right off. 

Also, I avoid flat roof, multi units with common HVAC, prop in flood zone, crime area, etc. as they are either too costly to fix that don’t worth investment of time n money or just can’t be fixed, period.Anything that comes mind to flip switch off for further analyzing that property or filter out before even begain to analyze?

Money is made buying up, flat, and down markets.

Its a rolled on rubber flat roof.

Given that I'm not trying to skirt the law here, to make it clear, I right now and for the foreseeable future intend to occupy ONE of the units in my three flat.

The hardwood floor is generally flat inside the rooms. 

If so, were permits pulled & were they installed by a professional5.Are any of the homes rented to students6.Is there a flat roof7.Are there asbestos The Year that the following were updated (either partially or fully) would be good to know:- Heating systems - Roof- Plumbing- electricalSome companies will not write properties with systems that have not been updated.If you are living there, the proper policy for a 1-4 family is a "Homeowners" policy.

Their first response can be anything else included a flat out no. 

The plan is to sell my single family and buy a 3 or 4 flat.