In the Middle Ages, the estate of Oberwinkel and the outlying centre of Niederwinkel belonged to the Lordship of Wollmerath and its attendant court jurisdiction. This lordship comprised the villages of Wollmerath, Filz, Wagenhausen and Niederwinkel, several mills (among them one in Winkel) and estates (among them the great estate in Oberwinkel, whose chapel still stands). Wollmerath was an hereditary fief held by the Counts of Wied. The overlords were Electoral Palatinate and, beginning in 1309, the Electorate of Trier. The Counts enfeoffed various lordly families with their Wollmerath landholding over the centuries: Berg (1241), Thurnstößer (1260), Mainfelder (1364), von Sötern (1503), von Kretzig called Mertloch (1536), von Metzenhausen (1567), von Zandt (1597) and finally von Landenberg (beginning in 1698). In a document from the 14th century, the estate of Oberwinkel is mentioned as being a Springiersbach Monastery holding. The estate was, however, much older than that.