One that has strict STR permitting with exceptions for owner occupants would be a bonus.

You’ll definitely want to dig into the zoning and permit requirements for your area to get a clear picture of what's allowed and what the associated costs might be.Also, don’t forget to factor in things like parking and whether you’d need to add a kitchenette to make it a viable short-term rental (STR).

Also, we permitted you to have one dog.

I noted the year-over-year increase in STR permits, the decrease in average nightly revenue, and the sentiment that economically-incentivized sellers would flood the market after this winter season (effectively increasing housing supply and decreasing prices).

Many cities in the NW will require a permit to cut those down I know where I live you cannot cut a tree without a permit and you need to get an arborist to write a report that the tree is a danger. from what i see I dont  think the arborist would need to go on the other property to do a report but leaners can stay that way for years and years. 

Our bids ranged from $10k to $25k for the same scope of work with permits.  

Even though the house next door was able to get a permit for a sober recovery center doesn't mean you will be able to get one.

Is it worth getting a permit and setting up a vending machine in a multifamily, with 10 or more units? 

Oh and dont think about STR's...Charlottesville, Waynesboro, Staunton, and Harrisonburg have been denying permits due to affordable long term rentals. 

Buy it as a duplex, do all the permits, etc, necessary for it to legally be a 3-unit.