This paper considers Ottoman estate inventories and land registers as a body of geographic knowledge alternative to other mapping practices like cartography. The presentation will also serve as an introduction to an ongoing project that employs geospatial systems to map the extensive agricultural holdings [çiftlik] of Tepedelenli Ali Pasha. This notorious historical figure (d.1822), who served as the Ottoman governor over a large swath of territory comprising what is today northern Greece and southern Albania, was also by many accounts the greatest landowner in the region. By employing GIS to visualize Ali Pasha’s çiftlik holdings, I seek to substantiate this claim of Ali Pasha as a leading landholder. I likewise demonstrate how this kind of mapping project, which utilizes abundant yet previously unmapped archival evidence, offers Ottoman studies new and unexpected opportunities for the analysis of landscape. Re-constructing Ali Pasha’s agro-economic regime in its spatial dimensions allows for a detailed depiction of how a system of administrative geography, whose precise contours in the pre-Tanzimat era remains surprisingly elusive, played out on the ground. This study also captures how local people experienced and understood the region in which they lived. This essay presents the preliminary results of this digital visualization project by mapping the çiftlik of Ali Pasha and his sons in the Ottoman sub-provinces of Yanya and Delvine, with a total of over 300 individual farming villages identified and represented. The data set that forms the basis for this project primarily comes from a series of land registers today located in the Prime Ministry Ottoman Archive in Istanbul, and these findings are compared and evaluated with additional Greek historical sources.