Deep Learning (DL)-based street scene semantic understanding has become a cornerstone of autonomous driving (AD). DL model performance heavily relies on network depth. Specifically, deeper DL architectures yield better segmentation performance. However, as models grow deeper, traditional one-point supervision at the final layer struggles to optimize intermediate feature representations, leading to subpar training outcomes. To address this, we propose an intermediate Multi-access Supervision and Regularization (iMacSR) strategy. The proposed iMacSR introduces two novel components: (I) mutual information between latent features and ground truth as intermediate supervision loss ensures robust feature alignment at multiple network depths; and (II) negative entropy regularization on hidden features discourages overconfident predictions and mitigates overfitting. These intermediate terms are combined into the original final-layer training loss to form a unified optimization objective, enabling comprehensive optimization across the network hierarchy. The proposed iMacSR provides a robust framework for training deep AD architectures, advancing the performance of perception systems in real-world driving scenarios. In addition, we conduct theoretical convergence analysis for the proposed iMacSR. Extensive experiments on AD benchmarks (i.e., Cityscapes, CamVid, and SynthiaSF datasets) demonstrate that iMacSR outperforms conventional final-layer single-point supervision method up to 9.19% in mean Intersection over Union (mIoU).