There should be a law limiting how close a tree(or type of tree) can grow near a property line.

In August 1999, TREC amended Section 535.20 of the TREC rules to provide that for purposes of that section, the term "valuable consideration" includes, but is not limited to: 1) money; 2) gifts of merchandise having a retail value greater than $50; 3) rent bonuses; and 4) discounts.

Either way I've loss close to $50k already in holding cost, fees, and withdrawal from HELOC for downpayment.The problem is I could list for $50k lower and still not get offers in its current condition.

In short there are many levers that go into a deal like this including but not limited to TIA, buildout, Operator risk, etc...would be more than happy to jump on a call and see if we can provide some insights for your purchase.In general we do not like to place urgent cares in med office spaces, although hospital systems are notorious for throwing an UC in empty or extra med office space they have.  

There is no minimum term lease limit in Florida.However, as you have mentioned, some HOA may limit the number of turnover tenant per year (de facto limiting the minimum lease time), limit minimum lease time, or completely forbid lease and require the owner to be the occupant.

They can increase occupancy a certain amount but that has limits.  

I would seek out a good local PM preferably with 30-120 units.I am not familiar with that market so if that is not possible there is self managing, or finding a limited service provider (we just went statewide in FL) where we provide guest communication, automations, pricing, and marketing for a discounted fee. 

The downside though is your ability to recycle your money with a turn-key property is limited.

That typically isn't allowed for a non RE pro (with exceptions/limitations).

The new homes will be mostly built in the burbs, and I expect as we move forward outside of many city limits or in smaller cities where the builders can control the narrative with less regulations, less inspections, less red tape, lower requirements.Due to the number of people moving though, we'll see some urban infill as well I expect.