The property you purchase has to be worth at least as much as the aggregate of the net sales. 

Clermont, Winter Garden and even Apopka would be good choices for building appreciation and still have a good commute.Your budget may determine what areas are going to be attractive enough, but the rental market is always strong here, so I wouldn't put too much weight on that for now since you plan to live in it for a couple years first.Always happy to chat, just message me and we can set something up and see how we can help you plan or take action now!

Some of the best in the business like John Alexander are helping build a strong community.

Since you are starting out you likely would benefit from a brokerage with a strong new agent training program and has its own pool of in-house leads.   

I did speak to the assessor's office and unfortunately I do not believe I have a strong case for decreasing the taxes, at least not in the near future.

Not only are they purchasing distressed properties at a discount, we also have firms coming in buying new builds and turning them into rental properties, which is a big win for them with the rental market being so strong.

I have strongly considered looking in West coast markets but have lower knowledge of the areas. 

We aren't using real estate agents, this is a private deal, and want to make sure we set up a strong sales and purchase agreement.

For instance, in the event that you need to make an offer over the listing price to win the deal, would the financial terms suggested in your Contract to Buy be strong enough to convince the Seller's Agent and Sellers that you will be able to close? 

You might get 12 months to pay it back but you'll have to make sure you have a strong plan to pay it back on time or you'll be paying high interest rates.