They have three of these planted near the property line on their side and the canopy from each one basically cover one third of my roof. 

I am in a similar boat as I am a consultant for Wastewater treatment plants, except I dont like my work and want to get into real estate development!

Simple items like tables, lamps, paintings, mirrors, plants, and rugs in the main living space creates a welcoming feel during an open house and in pictures.

I think if the city were to repave the streets, fix all these jacked-up sidewalks, plant some trees, and do some general cleanups, the area would look a lot more inviting.

(they planted a LOT, but didn't think it would catch up this quickly to help supply). 

And of course, Florida in general is extremely tax friendly when it comes to state income tax AND property taxes.In regards to schools, south Tampa's “Plant High School '' district is one of the leading school systems in the country.Look for agents that align with your interest.

It would be cheaper and faster to demolish it, dig and pour a basement then buy a manufactured home of about 1800 square feet and spending $14K on giving the barn and out buildings a face lift, adding a gravel drive, landscape, plant trees, fix fence and sell or demo the junky trailer.

Thanks @Christian Wathne and @Michael Plante !

I think it's still fresh in many peoples mind but eventually flood houses will be in demand.I've heard experienced investors say it took several months for flooded houses to reach 100% ARV after tropical storm Allison in 2001 and Ike in 2008.

He will ask you about you and your interests and what you do in natural conversation and that is an opening for you to plant a seed and do what you can to peak his interest.