Deep learning (DL) models are becoming pervasive and applicable to computer vision, image processing, and synthesis problems. The performance of these models is often improved through architectural configuration, tweaks, the use of enormous training data, and skillful selection of hyperparameters. The application of deep learning models to medical image processing has yielded interesting performance, capable of correctly detecting abnormalities in medical digital images, making them surpass human physicians. However, advancing research in this domain largely relies on the availability of training datasets. These datasets are sometimes not publicly accessible, insufficient for training, and may also be characterized by a class imbalance among samples. As a result, inadequate training samples and difficulty in accessing new datasets for training deep learning models limit performance and research into new domains. Hence, generative adversarial networks (GANs) have been proposed to mediate this gap by synthesizing data similar to real sample images. However, we observed that benchmark datasets with regions of interest (ROIs) for characterizing abnormalities in breast cancer using digital mammography do not contain sufficient data with a fair distribution of all cases of abnormalities. For instance, the architectural distortion and breast asymmetry in digital mammograms are sparsely distributed across most publicly available datasets. This paper proposes a GAN model, named ROImammoGAN, which synthesizes ROI-based digital mammograms. Our approach involves the design of a GAN model consisting of both a generator and a discriminator to learn a hierarchy of representations for abnormalities in digital mammograms. Attention is given to architectural distortion, asymmetry, mass, and microcalcification abnormalities so that training distinctively learns the features of each abnormality and generates sufficient images for each category. The proposed GAN model was applied to MIAS datasets, and the performance evaluation yielded a competitive accuracy for the synthesized samples. In addition, the quality of the images generated was also evaluated using PSNR, SSIM, FSIM, BRISQUE, PQUE, NIQUE, FID, and geometry scores. The results showed that ROImammoGAN performed competitively with state-of-the-art GANs. The outcome of this study is a model for augmenting CNN models with ROI-centric image samples for the characterization of abnormalities in breast images.