How much weight do you give to the cash flow benefit of cheap debt when the property is priced above market?

Your other questions are better suited for an attorney to avoid misinformation.

Cha cha do it again :)  

I started a property management company in 2017 and am now managing almost 800 doors and 6 construction crews.If I could do it all over again, I would have spent a little more time setting up business systems prior to jumping in. 

I have only been doing this for 5 years but what I have learnt is that it takes money to make money.  

What should it cost?

Quote from @Braeden Warg: The right way to do it is to contact the city and ask them.

Do you get energized by throwing your stack of cash on black and seeing what lady luck has for ya? 

, how much do I offer?

I think all of your suggestions are great possible ideas to do this deal!