Over the years, there has been a lot of talk of how Nigeria is, or can be, at the forefront of the African digital economy; how Lagos is becoming a smart city and movement of its processes into a new digital age. Like with all things associated with Nigeria and technology, the government almost always drags its feet when faced with an opportunity to put its money where its mouth is. We do not want to be seen to be behind our peers but we are unwilling to embrace change with its consequential demands. The constant pussyfooting has left Nigeria in a most precarious situation where we front as a 21st century nation but lack even the most basic development mechanisms in real estate conveyancing. This article seeks to share insights on why Nigeria should proactively enforce digitisation of the real estate sector whilst putting in place policy and implementation strategies.