The Medina of Tripoli, Libya, is a very ancient walled city that has a history of change, development, deterioration, conservation, and preservation to its fabric. Influenced by various foreign groups (Phoenicians, Greeks, Romans, Muslims, Spanish, Ottomans, Karamanlis), its architectural styles include ancient and traditional structures, as well as modern Western style or acculturation architecture. The purpose of the Medina as a place of habitation has changed over the years because of many factors including residents moving out of the Medina, fluctuating preservation, the changes in government policy when each new ruling entity had its particular laws and regulations, and some distortion of the economy due to the oil revenues. The place has no long-term plan or vision applied to it--either from within or from without. This study, the first of its kind in North Africa to collect information by using surveys and mental maps, convert the information into geographic information system (GIS) data, and come to definite conclusions about the Medina's situation. The entire research focused on four areas (the Islamic buildings, common routes of transportation, areas of deterioration, and population densities within Tripoli's Medina), but this document focused on the deterioration in the city while analyzing its urban informality, the residents' rights to live in the city, and property categories. This study helped to clarify the current situation and provide input to planners in post-uprising Libya.