In some cases, after running the numbers, I’ve even faced potential negative returns, causing me to miss out on promising deals here in South Florida.That brings me to my question: I currently own two homes—one is my primary residence, and the other is a rental property.

If all three units are on long-term leases that don't expire soon, you'll likely exclude many potential buyers. 

My recommendation would be to choose potential markets - in several price points - that have strong rental demand and year-over-year rent increases and that also are in markets that are appreciating. 

Ideally, I’d be buying and selling and potentially managing properties as a job, and be working the gardens and hobby farming, potentially attending farmers markets on weekends (we both love to create things).

I'm trying to Figure out how to make this potential deal work.Seller wants to sell but not right away because they still use the house for some income. 

You can still easily find the 1% rule and positive cash flow and there's amazing appreciation potential.

My current goal is to analyze properties for potential deals on BP pro daily and start wrapping my head a general understanding of the process. 

I a factoring in the replacement of the AC unit and potentially the water heater, and the cosmetic thins (I would do myself) to get it to rentable standard.

And before getting too far along in the process it might be worth doing a title search to check on any potential liens on the property.

Smaller markets like Ocala, Spring Hill, and Palmetto can be great for affordable buy-and-hold strategies, while Gainesville offers unique student rental potential.