King of Prussia - Rent is $650 a month utilities will be covered by a guy who will be sleeping on the couch downstairs in the living room (yeah uncomfortable for me as a tenant).

@Paul ZhangAre you talking about a unit you own, and you’re doing a routine inspection, like I do, every 6 months?

It will always be uncomfortable because doing something for the first time is always uncomfortable.... 

I would rent, like others have recommended so that gives yourself some time to figure out the areas, find your routine and what you frequent and then target that area to buy.  

For example, you can't represent yourself as an entity, so responding to frivolous lawsuits or even filing routine legal paperwork will require shelling out much more for an attorney to do it for you.And then there are the hidden expenses that everyone's mentioned.

We walk out, I go through my routine with the realtor at the property.  

This is by no means creative, but I think one of the key things people routinely fail at is keeping their expectations in check. 

Take someone with you in case she tries to make you feel uncomfortable. 

It makes me uncomfortable to say I am doing it successfully, but I'm not bankrupt, yet.

She was so uncomfortable with our first mortgage to the point I had to rent it out and buy another cash to get her hair to grow back.