In chapter 1, We study the US housing market using a proprietary dataset covering nearly 90 million transactions over 1998–2018. First, we document the evolution and quantify the contributions of non-primary housing demand to the housing cycle. Our findings suggest that the share of market timers grew substantially in the run-up to the global financial crisis, which amplified the boom-bust cycle, while out-of-state buyers partially propped up prices. Second, we use a novel quasi-natural experiment design to establish a causal relationship between housing speculation and prices. Third, we show that the rise of shadow banking is associated with riskier mortgages, more speculation, and jointly amplify the housing cycle. Chapter 2 revisits the...