The past of historical road that connects Constantinople to interior ofAnatolia and called “The Road of Baghdad” during the Ottoman period,dates back to Roman times. On this important road that was used by themilitary, commercial caravans and other passengers, there were large andsmall settlements, castles, range khans, social structures, summer palacesand villas.This road starts from Khrysopolis (Üsküdar), passes from Khalkedon(Kadıköy) and goes in parallel to the northern shore of the Propontis (Seaof Marmara). It was passing from Ruphinianus (Caddebostan) that was developed around a summer palace and Poleatikon (Bostancı). Later, passingnear from the complex building that is defined as “Palace of Brias” (probablyMonastery of Satyros), there were on the route: Kartalimen (Kartal),Panteikhion (Pendik), Kosilaos (Kaynarca), Akritas (Tuzla). Afterward,there were three fortifications that provided security around this road:Philokrene (Bayramoğlu), Ritzion (Darıca) and Eskihisar (Niketiaton?) atthe seaside of Dakibyza (Gebze). Further to the east, Aioialoi that wassituated at the seaside of Libyssa town was an important pier to cross theshore. After, Kharaks (Hereke) that has a castle and Brunga (Yarımca) thatis resort town was reached to Nikomedia (İzmit). After this, the main roadwent on different directions.