Cities are becoming denser and technology is becoming increasingly integrated into our lives. Through design we can utilise these conditions in ways that enable and activate vibrant layers of connection, culture and environmental sustainability within neighbourhood spaces. Small World is a digital platform that facilitates collaborative living – in which members of the community can share their time, skills, and resources amongst each other. It enables users to easily discover what resources and activities are on offer in their neighbourhood by displaying offerings on an interactive map, and by utilising augmented reality technology – encouraging public participation, collaboration and connection in a playful, engaging way. Rather than being another sharing economy platform, Small World aggregates offerings from the myriad of little-known existing platforms in one single hub. It also allows users to engage and contribute through posting their own offerings. The app provides an innovative way to view and explore information – one that visualises the connections in the neighbourhood with flying message icons, animated displays, and colourful user interactions. It allows for playfulness with a feature that allows users to leave secret digital messages around their neighbourhood and go ‘treasure hunting’. Small World uses social media data to map mutual friend connections within their networks, illustrating the idea of ‘six degrees of separation’ for the curious-minded. Linking the service with social media boosts trust between users, and increases awareness and adoption of collaborative lifestyles in the broader community. An instant messaging feature allows for streamlined communication, and robust feedback and review systems facilitate safe and secure exploration and connectedness in neighbourhoods.