Pay them fairly and they'll keep delivering opportunities to you.

You might end up paying a few hundred dollars a year to the state you set it up in, and the state you are actually doing business in. 

I agree with @Jaron Walling, you have an opportunity to sell and harvest a profit and avoid paying tax on that profit because it was your primary residence.

So it would not make much sense to put only 15% down if you have to pay an additional 4.125% in points to make it happen.

I specifically need really user friendly accounting features (including ability to sync with quickbooks and print checks directly from the site/software), customizable online application, and online rent-pay as an option (hopefully with free or very cheap ACH). 

Buyer doesn’t pay commission  

Currently, I am paying $942/month w/ $232 of that going towards my principal.

You agree to pay an additional $200.00 lease violation fee each time we determine, at our sole discretion, that smoking has occurred in your rental unit, due as Additional Rent.

Nobody pays me to stay home and meet the cable guy or the appliance technician.

Is $250 psf around what you would expect to pay?