Around 50 families have been evicted by Isralei police in Migron. Several young protesters took to the roof and briefly resisted officers. Eight teenagers were arrested, but police said most of the residents left peacefully.
Some settlers argued that homes for them elsewhere on the West Bank were not ready. Others maintained that they owned the land in question. But last week, courts rejected an appeal by the settlers to delay the evacuation.
Migron, which is an unauthorised outpost, is due to be demolished on September 11. It is among dozens of settlements built more than a decade ago without Israeli government permission.
They were built on land that has belonged to Israel since the 1967 Middle East War, but which Palestinians claim for an independent state.