Social segregation between the rich and poor is an issue that London and other big cities struggle to fight. This issue is universal that it may exist between different neighbourhoods or in the same housing block. Bias and distrust between the poor and rich caused by lack of social contacts may adversely affect cohesion and stable social relations.  An inclusive high street that accommodates both poor and wealth community groups and their needs encourages interaction between people from different social backgrounds. This research examined three high streets in rich and poor neighbourhoods to explore how they support local residents’ economic and social daily activities. Street observation, surveying people and designer interviews were applied to understand factors that shape an inclusive high street from different aspects. Various store types with a wide range of price choice and well-managed public space play a critical role in promoting social inclusion of poor and wealthy community groups. Street physical characteristics (e.g. sidewalk width, availability of seating) have universal positive impact on enhancing sociability and inclusivity of each social groups. These findings could be reference for urban designers when planning for mixed-income communities.