New York City is still a supply constrained market with ever increasing demand and that isn't set to change.

I am primarily invested in Tampa but I have properties inland near other attractions, some right on the beach, etc. 

Short term and Mid Term rentals can be a great way of increasing the potential cash flow of a property.

Adding layers of business could complicate things unnecessarily; items such as taxes and legal fees may increase greatly etc.These other factors would greatly play into what my next move would be.

As main Real Estate brokerages consolidate, those buyer brokers that remain will increasingly transition to flat fee brokerages or self brokerages to preserve the majority of their reduced commissions. 

You can always start on the lower end and increase your prices, but being realistic about your property and charging a competitive rate for the condition and location are the key to getting it rented it out, even if the goal is only to break even.

Where with that same 600k you can leverage it acquiring several properties at the same time putting 20-25% down on each increasing your monthly cashflow and the amount of market appreciation you'll be able to capture. 

Property Taxes (never heard of property taxes increasing if you convert a house into a house hack.

I discovered my current mortgage is behind secondary to an increased in December; I am using automatic payments and didn't notice the partial payment notification.

Honestly I haven’t had that much luck with my Lowe’s credit card which I’ve had for years even though I make a 6 figure income and have asked them to increase the limit several times they still have kept it unreasonably low (under $4,000) which doesn’t get me far owning 25 units now.