The bridge network is progressively aging, with an alarming proportion of bridges over 100 years. This situation engenders substantial risks to the overall reliability of transportation networks, requiring innovative methods for efficient management. Monitoring can provide a direct source of information about structural behavior generating alerts when changes occur. Real-time alerts enable effective infrastructure management and decision-making during damage or anomalous situations. However, monitoring can result in a large amount of data that is often difficult to convert into valuable information in real time. This paper presents an approach for real-time detection of abrupt damage occurrence in bridges using unsupervised anomaly detection algorithms and strain/acceleration measurements. The approach incorporates the separation of measurements into events having the same loading nature and the construction of three feature matrices based on statistical features, time-frequency features, and wavelet spectrum features. It includes the evaluation of five anomaly detection algorithms including Isolation Forest, One-Class Support Vector Machine, Robust Random Cut Forest, Local Outlier Factor, and Mahalanobis Distance. The approach is illustrated with a case study of a steel-bascule-railway bridge, that has experienced a brittle cracking event during monitoring. Results highlight the robustness of One-Class Support Vector Machine, Isolation Forest, and Local Outlier Factor algorithms in promptly detecting abrupt changes across different features. The separation of strain and acceleration data into loading-based events, coupled with the comparison of previous and new event features, provides robust feature matrices for effective damage detection. Enhanced detection and higher scores are particularly attributed to time-frequency domain features during damage occurrence. The presented approach can be used as a base on how to perform real-time anomaly detection within the context of bridge monitoring.