The usage of such a property is also subject to conditional use approval by the Village, however I was assured by Zoning that it's reasonable to assume one could obtain this approval, unless one has a history of criminality, tax delinquencies w/the village, etc. 

This might mean no home rule cities or cities with CCNs outside their ETJ.Where I live that could1) Save you about $7000 in impact fees per unit.2) Keep the city from being able to block it.3) Not allow the city to impose development standards on the project.4) Force the city to provide the water and sewer.I have considered doing this for a village of 500 cottages built onsite.As always, Jay is exactly right.  

For example, Washoe County (Reno and Incline Village, Tahoe) is tightening up (limiting) STR restrictions. 

My goals with investing are to create a 6 figure cash flow after all expenses (including mortgage, insurance, vacancy, etc).I live in a remote village in the Bush of Alaska.

Curious to find out what ways people have navigated zoning problems with towns/villages that are anti-development, anti-commercial, etc..

Do the village idiots flock to wholesaling?

Alternatively, if you don't need to live walking distance to a subway, you can find some decent properties in safe neighborhoods in Queens such as Middle Village, Glendale, Maspeth, Woodhaven.

As I drive around the area to look at them, I'm struck by the quantity of mid-rises that continue to go up in Midtown, Montrose, Rice Village--basically, everywhere it seems. 

The official name or Pigtown is Washington Village.

They have Waikiki for more "modern" Hawaii, rustic Kauai or very traditional Hawaiian fishing "village" like in Milo'ili.- Some Hawaiian towns are quite affordable and the living cost is not much different than LA or Bay Area.- But I think what makes the difference between Hawaii and Florida is that in Florida you still live in mainland.