I owner occupy the home, renting a room to a friend at $650/mo, and the lower unit rents for $1850/mo - total rental income of $2500/mo.

I'd go ahead and list it.There are many past posts on how to improve your search list placement such as making frequent changes to listing and updating pictures.

2) If you do owner-occupied cashout refi for best rate, you technically have to live in the home for 12 months before renting it out. * Some responders here may suggest not worrying about that and renting it out anyways.

I’m a home inspector and Field Services Director at Pro-Spect Jax in Florida, where I help homebuyers make informed decisions about their investments.

I currently have a single family home as my primary and two investment properties.

Home is potentially upside down on mortgage (verifying that) and current owner wants too much for the house.

well if I ever make it to the Smokies to see what the draw is  I will rent a condo then :)  I am just guess but I suspect folks that go there want to be in the woods and hear the birds and maybe some local mtn views etc.. or some sort of privacy they never get at home out east were there is not very much public lands close to where they live in the big city. ????

Apparently, local jurisdictions here are saying they want more affordable housing, but in the same sentence will also say that there will be more regulations, more environmental protections, and more hoops to jump through to develop starter homes. 

Find Brandon's videos on YouTube for the "four square" method of analyzing homes and practice.

This home was located in a zip code that is notorious for its ultra-modern design (though those homes are still sitting for sale).