Property-level stormwater drainage systems consist of roof drainage systems and those systems that connect buildings and their surrounding ground surfaces to main sewer networks, on-site rainwater harvesting or other capture systems. The design of these local systems has traditionally been based on simplistic approaches that fail to account for performance and integration. Given the extra demands associated with climate change, these limitations will take on increasing importance due to the potential for site-level flooding or water damage. To address the concerns, new tools are needed to describe and assess performance as well as to enable a more integrated approach. Research is presented on the development of an integrated property-level drainage simulation model and associated whole-life costing model. Application of the model illustrates the importance of accounting for flow interactions in order to assess the hydraulic effectiveness of different adaptation schemes. Similarly, the whole-life cost model can determine the through-life costs of adaptation strategies, hence enabling the assessment of the cost effectiveness of integrated designs.