I am currently renting out 3/2's between $1000 - $1200 mo. in Winter Haven, however I would caution it depends on 2 factors 1. location 2. condition of the property I say that because in many of the areas in Polk county you can find pockets of excellent rental areas next to some questionable neighborhoods. 33884 puts you closer to the LegoLand area, which has recently gone up in value quite a bit, I would say a 4/2 would produce good cash-flow.I cannot say I have ventured into the rent-to-own arena, but I know of some very successful investors in this area who do this type of investing mostly with mobile homes, and they are doing real well.

I will also be experimenting with permaculture/urban meadows and various ways to completely automate the AirBnB system, and passively cultivating fruits/vegetables on autopilot mode so as the mortgage decreases the amount of free food produced increases.

As I seek to expand my RE investment, I would like to have an asset that can produce more potential cash flow.

"I don't want to offend the sellers"If your seller is (or is going to be) your PM, then why are you blaming the seller's REA for not getting you a RR, when your new PM is the one who knows and produces the RR?

Our firm has an incredible culture that encourages a healthy work/life balance. 

We currently live in the other unit but plan to rent the unit out if we ever move.Moving forward, we are looking to buy and hold a few properties which produce a good enough cash flow so that we can become financially independent and spend more time with people who mean a lot to us.

That makes sure the investment is going to produce the returns that you are looking for.  

Sell it and put the money into an investment that produces a positive cash flow.

I've also seen examples of where the lease the seller produces during due diligence is DIFFERENT than the one the tenant produces after closing. 

I believe there are markets out there that produce returns of 5-10%, but im not sure where.