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.

If you think you can manage a mortgage, taxes, insurance and the upkeep of a home while paying your student loans then buying is not  bad idea but if you think you will overstretch yourself renting is nto bad either.

., I left Anderson for a small firm that will do the actual taxes and then another company that specializes in tax strategy. 

I didn’t see your location in your profile or your post, but assume at least 17% state/federal taxes leaves you with $10k/yr. 

Both allow you to avoid touching retirement funds while leveraging the value of your properties.

Given the market conditions and your hard money loan, it might be wise to first calculate your monthly holding costs, including loan payments, taxes, and maintenance.

Some factors to consider are appreciation and tax strategies.

You may be able to deduct mortgage interest and property taxes before the property is in service. 

This has driven up the property taxes there. 

This avoids the headache of eviction and wraps things up cleanly.If things escalate before their lease is up—like the music gets worse or complaints keep piling up—you could consider eviction.