However, I’d like to have a space of my own before living with others again (I plan to house hack again with my next property).I’m seeking advice on how to move forward, as I need to consider things like utilities, taxes, landlord/umbrella insurance, and managing the property, especially with someone renting my garage.Specifically, I’m curious about renting out individual rooms and living on my own for a little while.

My plan is to sell my primary home in New York and purchase a house to live in South Carolina.

Considering that, you are likely going to see appreciation year over year, which essentially will be additional equity you'd capture just by simply living in the home. 

Hey John,I own 12 units in Detroit but currently live in California.

You'll need a contact who lives in Philadelphia for a rental license now to put down their contact info for the city.

I am new to real estate investing and got into it because of the book The House Hacking Strategy.I live in San Diego; the rent is just crazy.

This requires 10% down and you typically just have to live in the property for 14 days out of the year.

My sister and I have done all the leg work in finding where the 2 individuals lived at. 

If you are not planning to live in the property, then you are not going to qualify for an FHA loan.

When you live in that duplex for 2 years and then sell you'll be able to take 50% of the profit tax free (the allocation for the side you lived in).