By quality I mean, a nice neighborhood of mostly owner occupied singles, and then there's this one duplex, first class, beautiful...but who does it appeal to?

If you also look at the fact that the minimum risk to get in the door is 80k+ that does not seem like a very appealing investment.It seems like in smaller cities there may be properties for 50-200k where you could get rent of $700-1500 easily covering a 75% mortgage, fees, insurance, taxes, etc... leaving plenty of room for free cash flow for a relatively small monetary risk.

@Joe VillenTo give you a visual of @Matt Rosas point is like buying shares of the REM REIT that pays high annual dividends of 12.79% yield, but deteriorating asset value over time. 

Good curb appeal and has a total of about 5900 Sq Ft.

Yes, classes gives you a visual to see how much each property made you in income and what properties caused you grief in expenses, then gives you the bottom line.Customer/Jobs tells you where the tenant lives and allows you to invoice them for rent, late fees, security deposits, make deposits, etc.

If your going to rent make sure it appeals to people you want to handle.

I don't know exactly where your property is located, but new construction tends to happen in new developments so all the surrounding houses have the same nice appeal.  

Must have visually inspected every two years.  

Their past due on rent and the next court date is December 16th (first court date they lost and they appealed).

The past 12 months on a building may look appealing, but the gross revenue dollars could be in a downward spiral.