There is a test called HOWEY test (you can google it).Basically if the asset is an "investment of money in a common enterprise, with a reasonable expectation of profits to be derived from the efforts of others" it is considered a security.  

I wanted to see if there are any specific software or websites to help aid with finding the Market Demand for different investment types?

I've Googled this company can can't find anything. 

First of all, I would certainly agree that if you're looking for a career to aid you in your skills for property management, I would look elsewhere.

Google Search came back with, "When does capital gains tax not apply?

Google the enemy method.

Just Google Safe Harbor Florida for more info.And as mentioned above if you win an HOA auction, it is generally subject to the first lien mortgage. 

Only using quick Google results.

In terms of finding contracts, a quick Google search should yield you some results. 

you’re on the right track. just hang around this website & when you’re old enough go ahead & pay for membership at ur local real estate investor group in ur city- every city has one. google it. whatever you do start saving mad cash & get good credit. work hard, save the money & house hack. get a 2-4 multiple fam when you graduate high school with ur saved cash & good credit.