We bought a place that was in great condition for the most part so we have rarely had to deal with any issues with the place.However, we just re rented a few months ago, and little things are starting to happen.

You must gather information to help you decide if the condition of the property is worth putting gobs of money into its ownership.  

The age of the shingle roof is 20 years ++ and it might last another year or two depending how bad the weather gets.The contractor (sellers contractor) says they will issue a letter that the roof have atleast 5 years life remaining. 

The medical, dental, vision, and life insurance are all significantly cheaper when you have a company footing a portion of the bill for you.

Automatic payment of everything changed my life!

And since you rehabbed it, she will get it back in better condition than when she sold it to you.

If you can't prove it with evidence, the judge isn't going to just award you his money because it's an not in pristine condition. 

Condition?

@James DavenportIt does depend on the condition of the property.

If you just patch it up, so the condition is comparable to other properties your repair cost will be lower and then you can multiply with .8 or a bit more.Good luck!