Acoustic sensors are widely deployed to detect hidden leakages in water distribution networks (WDNs). However, few studies have been conducted to quantitatively understand the dominant leakage acoustic characteristics, which are usually mixed with unknown environmental noises, coupled with the constraint of sparse deployment of acoustic sensors. In this paper, a comprehensive approach, that primarily leverages acoustic data feature analysis, is developed to detect pipe leakages in near real-time via a series of systematic analyses, namely: (1) data quality assessment; (2) features identifications; (3) outlier detection and event classification; and finally (4) near real-time leakage detection. The proposed solution methodology has been tested on two major WDNs in Singapore having around 1,000 km of water pipelines installed with 74 permanently installed hydrophone sensors. The leakage detection results obtained from our case study demonstrate that the dominant leakage acoustic characteristics can be captured in lower intrinsic mode functions (IMFs), to within the approximate frequency range of 100–750 Hz, by decomposing the original acoustic signal. Systemwide leakage event detection and classification models are subsequently trained and tested on acoustic datasets collected over 13 historical months, where F1-scores of more than 70% can be obtained from the emulated near real-time leakage detection analysis.