she has been by the house several times, asking after you

Probably, though not definitely. "She has been by," means "she has visited."

It contains the possibility that she just drove up, saw the narrator's father, and asked if the narrator was there; or that she came up on the porch and chatted; or that she came in the hallway; or that she was invited in for coffee. It basically just means that the father was at home and she visited the house to try to find the narrator and/ or find out how the narrator was doing.

Thanks, Sozobe!