Damascus, in southwestern Syria, is widely believed to be the oldest continuously inhabited city in the world. Therefore, it's not a stretch to suggest that the city of Damascus has the oldest road in the world. A road that would also meet the following criteria.
1. System of paving
2. Continual upkeep
3. Continual control by a city
4. Continuous use, from construction to present day
Damascus Straight Street is the Roman street Decumanus Maximus and dates at least as far back as the first century AD.
In Roman times, Straight Street was 26 meters wide and 1,570
meters long, lined on both sides with covered porticos containing
shops. The present road follows the same line, starting at Bab
Sharqi in the East, crossing the whole width of the ancient city of
Damascus, and coming out at the end of Suq Madhat Pasha, 20 meters
to the North of Bab al-Jabiya on the western side. However, the
present road is narrower than the ancient one, and via upkeep about 4
meters above its original level.