Window Watcher

Window watchers are people that look in on someone else by looking through their window secretly. The window watchers are usually looking to see something inappropiate or sexual spying on someone they have a crush on or looking at a family they are no longer with to see how they are doing. The most common way is to crouch down under the window and look up. The more experienced window watcher can look down from the roof. This activity is mostly done at night in dark clothes so they are not seen. They can also come dressed up as a worker with a job that involves working in the yard or house or get that kind of job just to do that.

Compare Nosy Neighbor.

Anime and Manga

 * Rosario + Vampire
 * Mizore, the resident stalker, can be occasionally be seen looking in on people through the window.
 * Kokoa often shows up outside of a window, staring at her sister.
 * Ginei likes to look at girls in their rooms by zooming in on them with his camera.

Film - Live Action

 * In the last few minutes of Serenity, River does this from the ceiling. To her brother, no less.
 * Rear Window

Literature

 * Thirteen Reasons Why has one as well, and he gets his just desserts.

Music
"I saw the light on the night that I passed by her window"
 * Blue October's "The End". For a band whose music discusses depression, guilt and death regularly, it is by far their most unnerving song.
 * The Tom Jones song "Delilah":

Western Animation

 * In an early episode of The Simpsons, Homer takes the whole family out on a Window Watching escapade in order to demonstrate to them that their family's personal interactions aren't normal.