And generally, no sophisticated investor would make a go/no go decision based just on the return (and without knowing enough to closely examine the risk as well).

I'd examine why the property is inside a living trust now. 

This include examinations, appraisals of the state of the property, and financial analyses.Keep in mind that it takes time and expertise to gain confidence while investing outside of your state.

Unless that doctor has a modified AGI of less than $150k (which is unlikely for a doctor, trust me) or has a spouse that's a real estate professional, there's no way he can use regular real estate losses to reduce his taxes...If his return is selected for examination he'll be hit with back taxes, interest, and penalties.

Quote from @Taz Zettergren: @Zach Lemaster Looks like I touched a nerve when that wasn't my intention.

People worry that they’ll run out of money before they run out of life.And this fear makes total sense, when you think about retirement in the frame of this traditional model.Rethinking Retirement 1.0Let’s examine this from another angle.

Something which I come across is Roddy's. https://roddy.com/course/title-research-examinations/Any recommendation for the above?

I'm still trying to figure out calculating rehab costs when examining property.

Examine the possibility of future appreciation and take into account the area's past rates of gain.Recognize the tax ramifications of leasing out your home.

The garage ADU being her primary residence can potentially qualify for certain tax benefits.Lastly, I would say that you should connect with an experienced tax CPA who can closely examine your situation and tailor advice relevant to this scenario.Regards.