Even though there are multiple variables to assess here, what's the age of the property? 

The article you post is nearly 2 1/2 years of age. 

The house's age isn't so important as the age of the systems in the house.

I also meet alot of people in my line(s) of work and this seems to check out in my conversations with them, this includes natives, recent transplants, old transplants, every age group and race.

And what is a "mileage book" anyway in the age of navigation apps?

One of the biggest pitfalls is the age of the buildings I'm looking at. 

It wasn't a good deal $90k because of the age, weird layout, and the bathroom was tiny. 

What I would do today knowing what I know and based on my age (im 54 now).

When I was his age and even into my early 30's I had a fear of speaking to people or publicly and am comfortable doing it now, but we have felt this is a good skill to have.

The other thing to consider is the age and if you add a second floor will the entire structure need to be brought up to code for hurricane and wind.I live in a neighborhood where the homes are older (not in florida) and the foundations are hollow core CMU and adding a second floor would not be feasible due to soil bearing.