Walking speed (WS) is recognized as an important dimension of functional health and a candidate endpoint for clinical trials. To be adopted as a powerful outcome measure in clinical assessment, WS should be estimated pervasively and accurately in the real-life context. Although current state of the art points to possible solutions, e.g., by using pairing of wearable sensors with dedicated algorithms, the accuracy and robustness of existing algorithms in challenging situations should be carefully considered. This study highlights the main methodological issues for WS estimation using single inertial sensor fixed on trunk (chest/low back) and data recorded in a sample of stroke patients with impaired mobility.