If you need financial help, ask under the "Finance, Tax, and Legal" forum.

Tax structuring and LLC advice you can get for a paid fee too.

Can you either rent out your current property if there’s been little/no appreciation, or sell it tax free?

As more people placed more properties in STR inventory, and as more municipalities taxed and regulated the industry, the profitability of the overall industry has reverted to a much more aligned (lower) risk adjusted return.  

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Now, this would obviously be negatively cash flowing since you would need to pay taxes and insurance.

First step is to figure out how to buy the land (if it is even for sale); I have the name of the owner from the tax rolls, so I think I will start there. 

They will handle the collection and distribution of payments, amortization, escrow accounts, and any tax documentation. 

I have my 2023 taxes Non W2 and hope to have my 2024 Taxes Non W2 back end of this coming week. 

Look for areas with stronger rental demand, lower property taxes, and minimal HOA fees to keep expenses down.