Before going into this, though I would be very conservative in your analysis of cost to renovate and what you think market rent (along with increases in taxes and insurance) would be so that once you are ready to refi into a longer term loan, your DSCR is rock solid and so is your cash. 

WC is great - great schools, lower taxes.  

Since FL doesn't have an income tax, go with a MA accountant. 

The third building is on its own piece of land with a separate tax ID.

@Matt Lord there is no "right of redemption" for PA Tax Sales. 

And tax reform in those days just hammered them and then N.

Any other surprises such as higher tax rates, preservation requirements, flood insurance, etc?

If you're committed to maintaining your property and navigating the administrative processes, Section 8 can be a financially and socially rewarding investment.I hope this helps, and best of luck with your decision!

The seller needs moving money, there are oftentimes an arrears that has to be paid on the loan, there are oftentimes HOA fees that are due, there are title costs, there are escrow costs, usually there is deferred maintenance, you have to make mortgage payments out of pocket until you get a renter in there, you have to pay utilities and taxes, and you need reserves in case it all doesn't go as planned.3.

Since land values tend to be higher in the resort areas, that can have a negative effect on tax benefits.