Because here, the proposal would increase property taxes about 5x.  

And if rents continue to increase in the area, the cash flow could be closer to $300 per month if I refi in about 2 years.

With the increase in prices and competition over the last few years, these figures were so divorced from reality that these people now typically advertise 8% to 10% at the most, which, unsurprisingly, is still higher than reality.

I have clients who are increasing their cash flow by between $19k and $55k and their cost basis is between $145k and $200k.

I do agree that operating costs (insurance rates) will not go down and may even increase over time.

You increase the likelihood that you continue to receive that $8,500 each month. 

Also, as long as the house appraises, taking broker commission and using it against down payment and closing costs means lower cash requirements for me which increases my CoC returns.

.- Can't see a Senior-Only complex allowing Short-Term-Rentals (STR).If so, SELL.2) What is the history of Association Fee increases and how well capitalized is the Association for future repairs?

Anywhere that one can buy properties for under $100k is very unlikely to have the rent increases that you will need over time to create positive cashflow, or the price appreciation that you will need to make this a profitable endeavor.

I think it will increase down the road, but right now the town is a bit on the past.