I'd use pictures from the listing and put the property into 4 price per square foot buckets.

As far regular homeowners insurance I pay 1400$ a year. the house is a 3 bd 2 and half bath 1300 sq foot home.

You mentioned price per square foot.

I’m sure you’ve heard the definition of insanity before (doing the same thing over and over but expecting a different result)...It’s my hope that, next time a shift is required of me…I recognize (and accept) that sooner…So that success feels more like swimming downstream…Versus summiting a 14,000 foot tall mountain!

I found land that can fit a 50,000 sq foot building on for $500,000.

It’s just been hell trying to get my foot in the door.

A basic rule of thumb for nicer STRs is spending about $10,000 per 1,000 square foot. 

My day has to start on the right foot in order for me to be at my best game.

Just realize that anyone that can't wait to move in or can't imagine what the property looks like when its clean and updated are likely not good fits.Having a robust, detailed, comprehensive and thorough application screening process will address all the concerns related to choosing the wrong people.In addition to @Johnson H. recommendations for Craiglist and Zillow, I also recommend Zumper as posting there will syndicate out to walkscore, hotpads and facebook.

We are seeing a covid compressed inventory as sellers are uncomfortable to list, while buyers were startled only for a few weeks.I post a monthly market update video for Milwaukee and you can go back to March and see how things unfolded: there was alot of uncertainty in March, but you can see it very clearly in the buyer foot traffic data and the price development.