If you are struggling to make the numbers work, then it is likely not a deal to pursue.Our biggest challenge in the New Orleans area is the cost of insurance.

The challenge is I don't where you are but how is the soil?

We always handle the filters.

Does your personal income give you enough of a cushion to handle that. 

Or, the trust (with trustee other than yourself) owns the property with LLC as beneficiary.Costs: LLC registration, annual secretary of state fees, agent for service fees, bookkeeping fees, tax prep fees, attorney fees to unravel structure mistakes, others I can't think of.Also, there are challenges getting title insurance, property insurance and loans for a trust.This is a way to get your name out of public record, no comment on whether it's good or bad. 

Our biggest challenge is that we are not over 55+ and we would prefer to invest our money in the villages itself.

Challenges?

I own 5 sfr in San Antonio and rent them out with a property manager handling all details. 

The insured appealed and the appeals court agree with the insured and reversed the lower court's decision.I handled a similar title claim where the complaint alleged among other things, the insured knew or should have known about the Plaintiff's prior contract and therefore the deed into my insured should be rescinded. 

Are there specific zoning or structural challenges in Florida I should be aware of?