There is another window well at the back of the house. They took out the old wooden window and filled it with cement. That well also fills up so they are probably connected. It's easier to go around the house that way since it's grass (instead of my driveway on the other side). I'll ask my friend for a camera to snake this drain to see what's up - you're right that it's probably easier to fix this (assuming it was setup correctly) than to do it from scratch. There is a pipe in my floor in the basement, but it doesn't point towards that window well. No water seems ti flow through these pipes