In oregon we house hacked and have a SFH that we rent out and a duplex as well.

The seller owns the house free and clear.

To say Oregon coastal housing inventory is limited would be an accurate assessment. 

I wanted to post this to warn my fellow investors about them, they do lease-to-owns buying houses dirt cheap from banks and sell them via LTO for often 600% more without doing any work to them.

While I've typically focused on single-family homes, my journey into real estate began with buying my first house using a VA loan and house hacking it, then acquiring additional properties from there.

I am going for a house hack with Fannie & Freddie conventional , After my 4th offer was rejected going over listing I asked the listing agent for some additional info and they stated that for this property there were 42 showings within 4 days. 1 cash offer, 1 commercial, 15 conventional and one FHA with 9 waived inspections, 11 escalation clauses and 5 appraisal gaps.

I have a 3 flat in Lincoln Park, Chicago, IL that I am planning to list for sale in the next 3-6 months.Currently owner occupied in 1 unit (Duplex up, 3 bed 3 bath).The other 2 units (2 bed 1 bath each) are rented.I am wondering if it is more attractive to buyers to leave the 3 bed 3 bath unit vacant when I move out, or should I place a tenant in there and then list for sale?

I did a house hack

However, you do need to handle this situation carefully, make sure you follow a standard screening process to avoid any Fair Housing Act violations.I'm honestly not even sure if you can initiate the conversation with the parole officer, if they reach out to you, or the tenant provides the info and offers the opportunity to call them, that's a different story.Make sure you apply the same screening criteria you use for all potential tenants. 

You've probably heard of big Landlords losing property, but only because they were flagrantly violating Fair Housing, running a slum, or otherwise violating the law in an egregious manner.