This investigation explores the possibility of locating property which belonged to a monastery founded in the Anglo-Saxon period.The study concentrates on the estates of Winchcombe Abbey, Gloucestershire, examining their composition, extent and changes.It investigates endowments referred to in historical sources and endeavours to locate medieval features in the 21st-century landscape with a specific focus on the manor of Sherborne, Gloucestershire.Despite many problems encountered, the locations of most of the assets have been established and some boundaries and specific landscape features identified.