The city required the road to be extended a few feet, along with water and sewer.

Exploring other options like Appfolio or Apartments.com which might offer the balance of support and functionality you need, is a sensible approach.

In my basements tenants have access to they totally disregard the access required and block the pathways needed for access.

So when the bank requires insurance for the loan amount.. that will work generally.. 

However this would obviously require substantial work and we probably wouldn't have the funds for years.Since I think we'd be losing money to rent it out (if we were to move) at our current rate with a conventional loan, I'm imagining maybe some kind of seller finance situation... which gets back to my question, what kind of deal could we present to our landlord that they might find appealing and gets us the chance to at least break even on rent?

All things being equal, I would accept these applicants, but I would require them to pay a deposit equal to two months of rent.

that isn’t subject to higher down payment requirements or higher interest.

It is our goal to provide all the tools, resources, education & coaching any individual needs to learn how to build a sustainable investment portfolio to achieve financial independence & generational wealth through real estate investing.It should be noted, that while the Academy is not a requirement to invest with RTR, the individuals that do join the Academy are much more successful long term since they have spent time to clearly develop their own individual investment strategy & plan!

Since Covid this is just the way of the world with STR/MTRs, it can require more cleaning and cause damage but if you want to complete it is a necessity. 

I've also heard of requirements to own for at least one year before you can use the home as a STR.Hawaii is a leftist state that doesn't protect private property rights.