I already have 2 loans on the property with great interest rates that I'm not looking to replace.

Just make sure you’re comfortable with the interest rate if going either route.  

But what I would point out to you is that the typical fee for property management is 8-10% of GROSS rent.

What cap rate is the selling asking?

(Or more likely that balance plus every late fee, penalty, escrow shortages, and anything else the lender can declare owed.)

If you can get a big 4-5 BR house with a view for a under a million bucks, i'm pretty confident you can cash flow it with a good return, even in a 6%-7% interest rate environment. 

I’m specifically asking about eligibility for the higher return rate offered to Stessa Pro members when using Stessa Cash Management.

I find condos/townhomes to be easier to manage out of state because the HOA handles a lot of the maintenance, just be aware of condo fees and find a place that is reasonable like $300-400/mo or less if you are lucky.

I’ve been manually scouring Zillow/MLS for deals, but it’s time-consuming, and I’d love to streamline this.2.Has anyone experimented with using machine learning models (like classifiers or regression models) to rate properties based on their condition from MLS listing photos?

You would end up saving the higher interest rate on the HELOC as well as closing costs.