.- So I'm $9K into the property, but at $500/mo cashflow it will take only 18 months to recoup my money (in a perfect world scenario where no other expenses occur and no reserves) - which is the exact length of my Lease-Option period with an option to extend for an additional 6 months if needed for another $1,000 Option Fee.- Further, I use FREE-OPM... 

Glad someone brought this topic up as I am seeing it occur more and more.In my case, to make the same amount of money on our rental, as the recent 1.5 years worth of appreciation, my current rental cash-flow would take a little over 83 years...of being a landlord. 

It would never occur to me to want to a higher assessment for resale value, around here assessments have been below 30% of FMV.

That is one trade off that occurs with getting infinite CCR.

My question is this, can I deduct my passive losses that occurred in 2017 on my 2017 taxes or does it get rolled over to 2018 because my income is too high?  

Jake,You may want to inquire with the Association to see what other losses have occurred in the past 5 years. 

My point is, the expires or cancellations that I'm seeing when they do occur, almost always say "Redfin."

My listing agreement says, (quote), "Said commission being due and owing by Seller upon the successful sale of the Property or when Broker produces a ready, willing and able purchaser of the property regardless of when closing occurs [...] 

If they occur then you are covered.  

One way to get a feel for this is to look at recent acquisitions that have occurred around your area and try to see the Cap Rate at purchase.