We work with people in your shoes all the time. 

I've sold several homes in this area for my real estate clients too, and they've all been happy up here. 

Do you sell / buy real estate in Mexico personally? 

maybe several times.  

This is why its difficult if not impossible to sell a STR for any more than property value - the market perceives that the additional profitability of a STR doesn't belong to the STR operator - it belongs to the App platform.If you can migrate to "independence", i.e. self generated business, then not only will you have a long term sustainable business, but a good chance to sell the STR for a substantial premium to real property value. 

I am very familiar with investing in your backyard, and am down there several times a week, and let me tell you, you are close to some great opportunities!

If you're looking to connect with experienced investors, contractors, and other real estate professionals in South Florida, you should definitely come to our Treasure Coast SubTo Meetup in Port St.

You are missing my point on taxes.Scenario 1:  Your partner buys the house at the same time you put your cash in.  

The appraiser will not give you much now, but when it comes time to sell, it will make a big difference. 

Walkable to locally owned restaurants and the street had mostly owner occupied homes that are owned by long time owners.