Increased demand for historic district rentals and excellent rental history.

Is the mid term rental business that you have a 'rental arbitrage' business?

Quote from @Gregory Wilson:As for the second, there are only about 20 monetary numbers to be entered in Turbo Tax on a single unit rental property 1065 so it always seems to me that the $3500 would be better spent elsewhere.

Quote from @Marcos De la Cruz: Quote from @Drago Stanimirovic: For a single-family rental (SFR) that's free and clear, meaning no mortgage, the acceptable minimum annual cash flow depends on your investment goals, location, and risk tolerance.

I’ve been a real estate investor since 2015, owning and managing multiple multifamily properties and running a short-term rental business in Cape Cod, the Lakes Region of NH, and the Berkshires.

But if you know what you're doing in finding the properties and want a fixer upper, it's doable.I will say that the multi-family rental market is pretty saturated here though. 

@Rolayne Taylor Starting with one rental in 2019 is an excellent foundation!

The plan is to use the proceeds from this rental to buy another rental property for about $650-700K, plus to pay off the home that they live in now ($260K owed).

Of course my nosey self had to go look up your rental property.

My wife has 2 rental units and I have one rental unit, each rental unit is in their own LLC.