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In 2020, digital transformation was a major theme to commemorate Indonesia’s main agrarian law’s anniversary. This theme is a reminder of the need to fully implement digital services to improve the quality of land registration products that are cheap, easy to operate, perform quickly, and are trusted by the community. However, no research has comprehensively assessed the readiness of the digital transformation of land services in Indonesia. This paper aims to evaluate the readiness of a land office to achieve digital transformation visions. Here, we apply the Digital Governance Assessment Framework (DGRA), adapted to the land service sector, as the basis for conducting this evaluation. The nine core indicators of the DGRA toolkit are used as a basis for assessment. Desk studies were conducted to identify formal legislation and to find the technical specifications. Direct observations and in-depth interviews were conducted with stakeholders to find user needs and evaluate the implementation of current regulations on the land service business process. Quality assessment was carried out on land registration data at the Land Office of Yogyakarta City as a sample. The quality assessment results indicate a problem with completeness, conformity, consistency, accuracy, duplication, and integrity. In conclusion, the readiness level still needs improvement, especially in the indicator related to Cyber Security, Privacy, and Resilience (1.0). Even though the Leadership and Governance, User-Centered Design, and Public Administration Reforms and Change Management sections shows a reasonably high score (≥2.0), other core sections, namely Technology Infrastructure (1.7), Legislation and Regulation (1.4), Data Infrastructure, Strategies, and Governance (1.8) are mediocre, and therefore they need improvement.