You can use Zestimate as basis factoring In the condition based on your knowledge.

Even though I’m Guard and once I graduate from flight school I’ll go back home to my regular life of being an agent I really want to get my investments rolling.

Imagine your Goal is to find Financial Security (first) and eventually complete Financial Freedom (leave the Corporate gig) and you want to achieve in the next 10 years a monthly net income of 30k monthly, become an expert, and dedicate your professional (and great part of the personal) life to this industry.

Do not get complacent and expect your cabin to be in the same awesome condition when you last saw it 3 months ago.

-buy an existing, poor condition house that in a better area that we can scrap or fix up to stay there for a while, then flip or rent out.

Loved it, then moved on with life (for some reason).  

What condition is it in? 

I'm tired of this life and I want my financial freedom and my time for myself.

Fast forward 15 years and I'm starting to realize there's more to this long crazy ride we call life. 

It will take man hours to document existing condition and proposed changes if this was not part of the initial scope.