Design tool approaches for investigating energy use at an urban scale have traditionally three problematic issues regarding their implementation: 1) overly simple simulation methods; 2) the complexity of managing large amounts of input data; 3) outcomes that are not easily visualised. My research aim in the papers within this collection was to investigate the issues regarding modelling the energy use of larger numbers of buildings using detailed simulations techniques. This thesis brings together the papers to describe the research and case studies undertaken. It demonstrates the implementation of the new methods I have created including: hourly energy modelling at an urban scale; parametric analysis; pattern recognition and design analysis. The use of these methods and techniques is evident throughout the papers and combined outcomes show the possible shape of an early stage urban scale design tool. The methods have been explored through a series of international case studies. The research described in this thesis has contributed to the development of energy modelling of domestic buildings at an urban scale. The work in the appended papers has examined the requirements for a design tool that shows it is possible to use dynamic simulation, with detailed data generated automatically in a visual environment. With these attributes the tools developed can be seen as design tools and as such the work has moved the modelling from simple simulation methods based on an inventory of the building stock to more complex techniques. This involves full dynamic simulation methods and parametric testing of scenarios that include building fabric, systems, renewable technologies and the temporal nature of retrofit. Each one of the papers has been firmly based in case studies carried out in the UK, Middle East and China, ensuring that the methods used are transferable and applicable to problems of building in diverse climates. The outcomes of the research within the papers show that detailed energy modelling can be incorporated into the design process at an early stage, giving guidance to the designer, yet not interfering with the detailed design of the project.