Today, the concept of built heritage authenticity is a projection screen for conflicting demands and thus a ‘contested field’. Short-sighted readings started to drag the concept behind different ill-considered treatises, in which some heritage aspects loosely outweighed other aspects. Archaeological perspectives that tend to freeze heritage structures in time, such as those that are privileged upon other contemporary socio-cultural issues, while political takes also overshadowed other epistemological prospects, and vice versa. Repercussions have made inclusion of what is regarded as ‘inevitable changes’ within the built context problematic as to the re-interpretation and thus assessment of its authenticity. Despite their possible momentary threat to the latter, these changes may add to the cultural value of the context over time, granting new potential that may instead boost its authenticity. This paper investigates the potential continuity of Erbil Citadel’s Babylonian Gate as an inevitable change within the site’s built context by studying the Gate’s controversial political impacts on the context’s authenticity. This study affirms that authenticity is a transcendental value of an open-ended progressive nature, which cannot be reduced to a specific period or properties within the historical chronology of built heritage. Hence, authenticity should be approached as a meaningful existential issue, while revelation of its essence and thus its dimension entails precise scrutiny of both the tangibles and intangibles of the context. However, to be part of its authenticity, any change in the context should be adaptable and possibly incorporated as a new value within its cultural strata, thus enabling progressive support for site authenticity.