You can make sure assumptions based on the condition of the neighborhood and outside condition but there is always a wild card involved. 

Pay someone a few bucks (found thru fivr, task rabbit, or craigslist) to walk thru and use their smart phone to upload a video to you on the condition of the facilities once a week or so. 

CHANGE OF TERMS: The terms and conditions of this agreement are subject to future change by Landlordwith 60-day written notice setting forth such change and delivered to Tenant.

The best and most accurate way is to have a realtor pull comps for you.The next best way is to look up recent sales on Realtor.com, Redfin, Zillow, etc.Make sure you look for properties that are similar in size, condition, location ,etc.You want the properties you're using as comps to be as similar to your property as possible.The best comps to use will be the CLOSED sales within the past 12 months.

In many areas of my life none of those things are possible lol, but this one is.

Personally, I feel like we there are significant benefits to narrowing the strategy down to specifics like certain property type, financing strategy, neighborhood class, property condition, etc.

This is when I was thrown the greatest curveball of my life.  

The most knowledgeable response would be from an attorney familiar with the rental laws in your area.Our lease agreement basically indicates conditions for immediate lease termination (immediate is within the law). 

Are you listing on the MLS as "AS-IS" condition?

You either force the seller's hand by demanding the concessions as a condition for keeping the property under contract, or you accept the property as-is with whatever they're willing to give you.