Would refinancing the first property and then in turn using FHA for the next property be a viable solution?  

I’ve had clients that were unable to get what they needed from a large call center that got the coverage they needed with me (sometimes the solutions are a little more creative than they expected).With that said, people are terrified of being sold.

What solutions have you tried and were they insufficient?

It sounds like a good money move if the rental property is looking risky from a CAPEX perspective in the first year.My solution - I hope the furnace continues running for the remainder of this winter giving me another 8 months to save additional capital for the eventual replacement.

A couple of things you could try to help minimize your risk.1.Doing a virtual walk through with the realtor asking questions and taking notes on problem areas.2.Have a virtual meeting where the realtor introduces you to the contractor or even multiple contractors to discuss the problem areas and solutions.

So the solution to doing it legally there is to become a real estate agent.

It may seem a little involved, but it is free and widely used and your solution.

+ current solutions used?

Here is an article that will help you work the timelines and financing options and find a solution right for you. 

That's the owner's decision.Best solution is to separate those siamese lines.