I'm pretty sure in my country (France), only the police may peep through windows with optical instruments. The work of a private investigator you speak of may very well be illegal, assuming the investigator is not an on duty police officer.
Public places are one thing (he entered this building with that woman at this hour). Looking through private property is another.
Public places are one thing (he entered this building with that woman at this hour). Looking through private property is another.