Something where a report can be created with notes and photos through an app, and preferable a desktop option as well.

The difference in cost between a rule-of-thumb approach or "desk-top" study is simply not worth the risk and rarely gets you the same amount of tax benefits. 

You might get a desktop appraisal done to include finished properties but still wouldn't hold up if you used it to show actual value.Hope this helps.

My wife found a software called Landlord Max, but the laptop she loaded it on crashed in less than a month and with tax season and everything else she has never loaded in into her new desktop to get it up and running. 

One thing I would add would be to consider QuickBooks Online instead of the general QuickBooks Desktop software.

The MLS was transitioning from the traditional book published once a month by the local BOR to a desktop based system. 

If I want desktop should I do pro plus or premier plus?  

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Parallels is a software application that lets you run Windows programs on a Mac. http://www.parallels.com/products/desktop/

Also, virtually no appreciation (desktop appraisals) in Houston area (Galveston, TX City area specifically) over past two years while in Indy over 15%.