Lately, the 50K, 60-65K three-units I've come across are in higher tax areas (around $3800 annually) AND they need substantial rehab, like a total roof replacement.

Never been updated cosmetically.  3 year old 30 year roof, 5 year old central AC units, 2 year old appliances and hotwater heaters.  

Also, I recall having a DSS tenant in one of my properties in up state NY.They where refugees from Ghana I believe, these folks where obsessed with house and looked after it to extreme lengths.Maybe a similar strategy could be implemented of renting to refugees who would actually appreciate a roof over their head and opportunity for a better life.Just my opinion.Thanks

We maintain the systems in the home and water drainage needs, such as cleaning the gutters and keeping the roof in good shape. 

Here's a list of the improvements:-Replaced the roof-Landscaped the front yard with new sod, shrubs, flowers, mulch, etc.

There should be a plan to replace the roof 10 years from now and the parking lots 15 years. 

I have a handy man I generally use for repair work, but I'm a bit dubious about his insurance situation and am hesitant to have him on any roofs.

Years ago I had a roofing company and a number of hot tar kettles.

But I still think that would be tough road to hoe if you need to prove that they should be liable for failure to disclose an issue.After all, you wouldn't have to disclose a leak roof if you had paid someone to fix the roof.

We fixed a lot of other things in the house that are more important like the plumbing, the roof, the garage door, etc.