Because of this opportunity to potentially sell both lots to a developer, I am very keen on trying to make this work for the first few years because of the potential long term upside.

I'm not so keen on Orlando and am in one of the overheating markets of Gainesville.

@Maria Luna I would recommend that you also evaluate some other markets, since you are already keen on out-of-state investing.

It doesn't have to be a complete pit if you're not keen on the idea.

I am not too keen at purchasing at the current market price as I believe its nearly topped out, however looking at bigger picture, I would be owning it at the half way mark between the bottom of what we bought at and the current market now.Condo was bought at 366, value is probably in the high 400s now, perhaps higher. 

I’m pretty keen on giving them a try, I’ll let everyone know how it goes

They are pretty keen to people "acquiring property" for rental purposes.  

I'm keen to hear from any other agents who've gone through a similar transition themselves or helped someone else manage that transition.

She is university-educated and keen to be involved but we just need to figure out how.

Be keenly aware of fair housing laws.