Forgive me going into details but just wanting to give you a clearer picture of our rental property townhome, which is zoned 2 family there are 4 habitable 800 square foot floors for a total of 3200 ft habitable. 

two things I have learned.  1,200 is a sweet spot for demand, and if you do have a large unit of 2,500 get a couple of them zoned for auto. 

One option you missed was Qualified Opportunity Zones.

You never mentioned zoning.

Great tips @Collin HaysAnother "tip" is make sure you are working with a seasoned STR Realtor or your Realtor is conferring with someone like Collin a season STR Property Manager.At least once a quarter someone contacts me (as a PM) and either wants management or wants my opinion on a property and the property is illegally zoned or otherwise unsuitable for STR, although their Realtor is telling them otherwise. 

And if you’re listing the house online, try platforms like LoopNet or local Facebook groups for real estate or community housing.Just make sure to do your homework and ask for references, check their track record, and make sure they’re following any local zoning or licensing rules.

My current 90 home project has split  zoning  half the lots are zone one thing the other half another but I do know what is what.

If your debt is more costly then the return on your investments pay down your debt.Adjust as needed to operate within your comfort zone....

I think there needs to be a change in leadership and a pro-development or up-zoning attitude.

I appreciate you chiming in, I may be overstepping my comfort zone with Sheboygan for now!