Sounds like the interior damage is minimal.

A lawyer suggested I write a demand letter for the full amount lost - rent ready work and months of rent damages.

We recently had some ice dam damage which resulted in a leak to the master bedroom ceiling/dry wall. 

I'm new to the world of rentals, and I have a historic restoration that I just completed and have it listed for rent.

I realize I like cap rate because it ties the property price and value to income which helps me know I am getting a good value on the property... considering my main focus to date in real estate investing has been buying under valued houses, restoring them back to market condition and profiting on the valuation change it's easy to see why I put so much focus on up front purchase price.

The pool was restored & with a screen enclosure to complete the look.

@Stephen DiNanno I have had great luck with Restore Habitat for Humanity and found many varieties while spending 30% or more less than the home improvement stores.

There is significant structural damage that leads me to believe a complete demolition & rebuild would be the best way to approach.

Chances are they WILL damage your rankings!

@Cameron Riley In Chicago, the landlord/tenant law is written so failure to pay the $2.50 in interest automatically entitles the tenant to damages equal to twice the security deposit.