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An increasing interest rises in assessing building electrification pathways under the constraints of grid stability, costs, and carbon. Meanwhile, Deep Energy Retrofitting (DER) has been recognised as a pivotal strategy towards building decarbonisation, offering tremendous benefits in reducing energy consumption, tackling climate change, and enhancing residents’ comfort and well-being. However, hurdles for the massive market uptake of DER exist with relatively low cost-effectiveness, limited retrofit funding/government incentives and low end-user motivations. This paper adopts a holistic approach to evaluate and compare two retrofit strategies: Holistic-decarbonised Electrification Retrofit (HER) VS DER from the perspectives of costs, carbon, grid stability and overheating potentials. A 1940s British post-war dwelling with initial energy consumption of 396.6 kWh/m2 is chosen as the case study to perform the analysis. This research also brings forward three load shifting strategies (i.e. fabric thermal insulation, renewables and battery storage) and investigates their impacts on enhancing grid stability and security. Results reveal that adopting the HER strategy can reduce lifetime carbon emissions up to 99%, higher than that from the DER strategy (i.e. 78%). From the ROI perspective, the HER strategy is more attractive than the DER strategy, with an initial investment of £184/m2 and a payback period of 14 years. © 2021