I would recommend starting with those and then reaching out to an experienced investment oriented agent once you are ready.

Would this still be recommended if I planned on investing in different markets? 

I would lean towards recommending that you pursue the deal - plus having the property remain in your family may be a net positive for you and your extended family regardless of the ultimate financial return. 

What i would recommend is joining a REA or other real estate meet-up group where you can connect with other likeminded individuals consistently and share knowledge.

Any tools, APIs, or approaches you’d recommend?

I will have a contractor do most of the work from now on Did you work with any real estate professionals (agents, lenders, etc.) that you'd recommend to others?

Also recommended getting a home inspection. 

If you’re not already using similar software, I’d highly recommend exploring these options—they can save you a lot of headaches down the road.

what markets do you recommend to look at? 

I recommend you do this annually to adjust for utility increases and other variables.