But I'd sell the rentals one at a time as there are issues, vacancies, capex, etc.

I’m having issues with people being able to fill out applications on Zillow.

I thought maybe she’d like the increased income and reduced liability as she approaches 90 years old but I see the tax issues might be too big an obstacle as she does seem pretty well off. 

The issue is once I pay Obligo then they aren't in the middle of things anymore.

I have been renting my townhome up in Issaquah, WA for the last 10 years with no issues.

Please reach out to discuss in more detail. 

Not an eligibility issue so much as who is able to take it on.  

Have them pay for it and tell them you will reimburse them if there is a structural issue to the exterior sewer line. 

Your property sounds to be more unique, therefor likely making it challenging to find acceptable comps. if the property is common for the area, it's likely this could be a non-issue with the right lender. 

Curious if anyone is paying the mortgage directly themselves and if that could or would create any issues not coming from the original borrower?