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Today's methods for data acquisition usually involve a considerable amount of manual work and, depending on the level of detail, must find a compromise between accuracy and workload. As a result, various typologies of building stocks have been developed. These typologies provide engineers and architects with rough descriptions for classifying buildings into certain periods and construction types. However, real-world applications lack objective decision-making, as these classifications are usually conducted by manual investigations of buildings. To overcome this subjective approach and to ensure the reproducibility of data acquisition, this paper proposes an image-based classification using Deep Learning (DL) methods. We present the acquisition of ground truth and describe the training and testing routines on a dataset of 5,307 images obtained in the city of Weimar (located in the Free State of Thuringia, Germany), a mid-sized city representative of eastern Germany. All building images are linked to an existing building typology, allowing a classification of buildings in ten predefined and acknowledged periods. These periods are ranging from pre-1859 to post-2002. As a benchmark, an expert human baseline is acquired, showing a lower prediction accuracy than the results obtained by DL methods. Our results highlight the potential for automation in image analysis and beneficial impacts for Building Energy Modeling (BEM) on urban scale. Thus, a trustworthy data acquisition regarding the building age holds benefits for various stakeholders in BEM (engineers, architects, policymakers as well as customers). • Two CNN-architectures (ResNet50 and AlexNet) are used for image-classification. • Extraction of annotated image-patches facilitates an enhancement of the image set. • Quantity of training images and applied optimizer significantly influence results. • CNN-based estimations successfully linked to existing and popular building typology. • Accuracies of CNN-based estimation of building age outperform the human baseline. [ABSTRACT FROM AUTHOR]