@Matt Huber I think you know your answer already Direct real estate ownership should compensate you appropriately why else be in the alternative space.  

Alternatively, transferring the property to a revocable trust provides income for your parents, avoids probate, and keeps you as a beneficiary, but it doesn’t allow for a 1031 exchange and could trigger gift tax.Focus on aligning the structure with your goals, whether for immediate reinvestment or estate planning, and ensure compliance with Connecticut laws.This post does not create a CPA-Client relationship.

<<I could alternatively leave it as an "open" loft, no powder room -so 1 bedroom/1bathroom + loft..... 

If traditional banks aren't providing favorable terms, consider alternative lenders like HML or PML.  

Alternatively, the Short-Term Rental (STR) loophole allows losses to offset W2 income if you materially participate.

What is a legit alternative to Bongostays?

For HELOCs without W2 income, look into local credit unions or community banks, as they often have more flexibility with alternative income verification and rental portfolios.

I wanted to reach out and ask what other alternatives to Stessa are out there.

Have I told you how unbelievably awesome Pace Morby is?

Is there an lower cost alternative to granite / quartz kitchen countertops that is still suitable for an STR?