A common misconception is that you have to put down 20% of the purchase price.

Encore, you would need a membership, if you purchase in the new phase (Spectrum ) they automatically come with the amenities (membership) included to your guests, but the HOA and management have other restrictions and all units come furnished with the same packages, so you can't make changes to have it stand out, which is what is really needed hear in Orlando since there is so much competition. 

.)- The property should be appreciating, if purchased in a good location, increasing the owner's equity/wealth.- Rents will be paying the mortgage off, increasing the owner's equity/wealth.- If you hold a rental until death, you can pass it on with a stepped-up cost basis, limiting captial gains if then sold (limited by inheritance tax limitations).Too many newbies on this site trying to replace their day job income via "passive" real estate investing w/o digging deep enough to understand how it really works.

They are really the only ones that can give you an accurate answer to your specific situation.

I've seen this in the news.This doesn't affect me because I'm small time compared to these big companies.I also don't purchase any pricing software.

3) What specifically do you mean about needing cashflow proceeds in 2 years?

I know that's vague but it's hard to be more specific on questions like this. 

The tax treatment in such cases may vary depending on specific circumstances.

You want to be able to demonstrate that your intent in purchasing, subdividing, and improving was to hold for investment use. 

If you do have to move because of a job, you would be safest (in my opinion, i am not giving legal advice or financial advice), i would sell that property to ensure that you did not just purchase with the goal of moving out early and taking advantage of lower rates and lower down payments for purchasing your home as a primary residence.