To meet the UK’s 2050 net zero carbon targets, Whole Life Carbon Assessment (WLCA) is used to calculate the lifetime carbon emissions of building projects. This paper aims to compare different estate regeneration scenarios for meeting the interim 2030 benchmarks for the 2050 target. The research consists of a case study employing co-design and WLCA experiments, and impact evaluation surveys. The results of the WLCA demonstrate the lower operational impacts of fossil-fuel-free scenarios, and lower embodied and overall carbon emissions of retrofitting scenarios. To make an informed decision towards the future of the estates, different regeneration scenarios need to be studied, and the stakeholders should understand the carbon emissions of different materials and systems. The findings of this study can be used to compare regeneration schemes of other building types.