@Kyle Jeane this will depend on the area and topography but generally if your doing slab on grade the most important design features are main level living, open floor plans, easy access, minimum 34” interior doors for wheel chair access, handicap accessible bathrooms with grab bars and easy access showers and or walk in tub.

Since both of them are wifi connected, I see the battery status for them remotely and can change the batteries when necessary which is about once every 7 months for one of them and I'm guessing once a year for the other.

All of the South Shore has access to MBTA Commuter Rail, so you can still commute to Boston.On top of all that, Plymouth and Bristol counties tend to feature a quieter pace of life. 

I was able to work remote with my job during my time there.

Both have their place and both have their pitfalls.If i were looking into a foreclosure possibility in a certain area, i'd start with local newspapers (Most are on line versions as well now so, even being remote, you could have access).

I pay $2 per month now for some automation features that make my life a lot easier. 

I would love to get advice on markets like Cleveland, Pittsburgh, and Tulsa. I am looking to invest in SFR and would need property management too. Any thoughts or leads?

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I am still working remotely for our office in NYC. 

I'm sure you know there's a lot of Indy based property research you can do remotely from anywhere - I'll list some resources below.