There are many buildings with systems reaching the end of their life - Galvanized hot water risers, leaking vent stacks, aging window systems, outdated elevator and fire safety equipment.

Here the agenda behind the prohibitive zoning is anti-gentrification which is merely going to result in disinvestment because developers are restricted on design and density and will simply invest elsewhere. https://codelibrary.amlegal.com/codes/philadelphia/latest/ph...

As you've noticed, rental property insurance is extremely tough to find in Louisiana right now, and will be highly dependent on the age of the roofs on your properties.

You'll be the lying anti-Christ and they, Angels

It's usually not the actual municipality creating issues except for that one that I think was near Clearwater/Tampa where they codified in zoning something anti-STR. 

Myself and family truly loved the property and house; just want others opinions on if this may be a mistake to proceed, or does this appear common practice for the age and location (upstate New York). 

@Charlie Brown, I'm not super familiar with your market specifically but I think this strategy works anywhere:- Find a boutique, niche, ideally aging broker/brokerage in your market, and start adding value. 

@Pam Brown we get that you're trying to answer questions and build your profile, but you may want to take a moment to check the age of a queery before you respond.This one is 3 years old!

As the renovations age, repairs and unit turn over becomes more expensive.

One other tip is to let your listings expire and re-list that makes them not appear as 'aged and stale' - power users will check history and notice but you may get the attention of some and those that have recently setup alerts.