In recent years, Closed-circuit Television (CCTV) cameras have been playing a vital role in the surveillance of both public and private areas. The primary objective of surveillance is to monitor human behavior and road conditions. In the real-world situation, detecting, and recognizing abnormal activities poses significant challenges due to the densely crowded environment and the complex nature of transportation systems. These factors make it difficult to automatically identify various anomalies that occur while traveling, leading to emergencies, and endangering human life and property. In response to these challenges, contemporary Road Outlier Recognition Surveillance Systems (RORSS) have been deployed to monitor and mitigate abnormalities on streets, highways, and roads. This research specifically investigated conventional as well as human-centered road anomalies encompassing snatching, accidents, fighting, and car fires. The proposed Real-time Road Outlier Recognition methodology is formulated as a classification task, involving the analysis and processing of real-time CCTV videos. The proposed study investigated different types of Convolutional Neural Network (CNN) pre-trained models with the Data Augmentation (DA) approach to address the frame variance problem in real-time videos. Furthermore, we introduced a benchmark real-world Road Outlier Dataset (ROD) containing roads, streets, and highways videos and images that presented different road anomalies performed by vehicles and humans. Experimentation using different pre-trained CNN models i.e., VGG19, InceptionV3, ResNet50, and DenseNet201 with a data augmentation approach has been performed on the ROD dataset. The experimental results demonstrated that the InceptionV3 model performed best with the augmentation approach as compared to other deep learning models that achieved the best accuracy of 98.80% in recognizing road anomalies