This chapter shows how the real estate sector has long been subject to a transition within its value chain and management strategies and is now called to embrace new values and stakeholders. Unlike the past, when the sector was characterized by a sequence of relatively predictable cycles ‘coupled’ with the upward trends of leading socioeconomic indicators, nowadays, global trends are inducing substantial changes while significantly influencing the relationship between demand and supply of real estate products and services. There is a clear need to rediscover stakeholders’ expectations and design innovative solutions that meet those expectations via digitalisation. Therefore, the ‘service’ component appears more and more relevant, and the real estate value chain needs to consider novel strategies and business models leveraging technology.