This has been my experience: I did drive by a previous T's house...and I told that T about it.
I don't think she liked it very much but we talked about it.
My current T discussed boundaries with me early-on in our relationship. She told me she has been stalked before and not in a "it helps me feel connected to my T" way.
I haven't driven by her house. I'm not sure I even know where it is...but if I did, I wouldn't tell her.
You don't know what issues your T has...you don't know how she will react.
Nowadays we have google street view. I would use that, instead.
Just my take.