There is always a pivot point as a company grows where it has to decide whether it stays true to its Grass roots development or switch to a Corporate business model. 

Grass the area. 

The town will say if the grass is too tall or the snow isn't shoveled and you can paint your house whatever color you want.

If you read some of the reviews of these buildings, lots of people get fed up with the noise and ruckus that STRs create, especially when the units are alongside permanent residents.

There is definitely going to be higher interest rates in the future and at some point the lines will cross between your lower rate due to a future higher score and higher rates due to fed movements.

It is basically a grass path that hasn’t utilized in years and is very bumpy. 

And the Fed is "printing more Dollars" which is one way we get Inflation at the "current rate" of 5.5%.

the questions you are asking are not controlled by the state necessarily but both the feds and local cities. 

(we’re being conservative @ $1200 for analysis purposes)Refinance to 30-year conventional after 6-months of tenant occupation (our conventional lender tells us they require the 6-month duration)      - Pending fed action / outlook, we’re using for analysis purposes 1-point and 4.5% for a ~18-month out                  forecast on conventional refinance investment property rates.

You need to slow down and fully explain your situation if you want valid feedback.The only thing I can say is $200/mo for grass is probably too much unless you were also billed for other services like bush trimming and things like that.For just a cut, you should be paying between $30-$40 per cut if the lot is under a quarter acre.