The only reason would be price and it might actually make more sense to buy things that you know are junk rather than to replace things that are "decent but not perfect."2.

I was actually looking to sell a contract in Oliver to an investor possibly.

You need to figure out what the actual market rent is first. 

The Sheriff shall resume execution of said orders effective January 2, 2018.IT IS FURTHER ORDERED that the Sheriff ceases execution of said orders:a) Whenever the outside temperature is 15 Degrees Fahrenheit or colder on the actual date of the eviction, orb) Whenever regardless of outside temperature, extreme weather conditions endanger the health and welfare of those to be evicted.IT IS FURTHER ORDERED that this General Order supersedes General Order 2016-01.Then, https://www.cookcountysheriff.org/eviction-schedul... 

Most of the properties are in fact in D class neighborhoods, however, the actual location of the property to the city center is great.   

We actually reached out to a few "local" banks that have presence in the area and all of them either had a very short amortization period (10-15 yrs) or had a high personal guarantee threshold (60%+ of ownership) which would have resulted in asking my investors to personally guarantee the loan (big no for us). 

Hi @Chris Connery look like a lot of your answers actually are in line with what I'm searching about.

I actually handle market and analysis and acquisition due diligence for my company and try to provide that resource to all of our investors because we have seen a serious lack of this in our industry.

I am just guessing here but I imagine that well over 90% of the investors that make their way to actually see their operation in person end up pulling the trigger.. again just a guess but as someone with 4 decades of expreince at this.. and owning more than a couple real estate brokerages you can tell a well put together shop..  

So there is actually a HUGE shortage of contractors nation wide.