We present an application of the operational monitoring tool SIPRIUS+ to an ongoing case study representative of urban brownfield regeneration projects: the Pôle Viotte neighbourhood, located in Besançon (France). We start with a description of the brownfield site, followed by the regeneration project. Then, we evaluate 52 indicators linked to the context, project, and governance. Each monitoring result is illustrated by a graph showing the evolution of the performances. Then, we analyse the overall results, which allows us to assess the sustainability strategy of the regeneration project. Through this analysis, we identify four actions to improve sustainability objectives. Finally, we conclude that SIPRIUS+ has the potential to contribute to the integration of sustainability issues into the dynamics of neighbourhoods in transition. The operational monitoring tool is expected to contribute to decision-making in a multi-disciplinary manner, without giving ready-made solutions. Interactions with project stakeholders reveal that, while the use of such a tool would require a change in project management, the evolutions to adopt to include this practice appear not only feasible but realistic and desired.