Street-view images offer unique advantages for disaster damage estimation as they capture impacts from a visual perspective and provide detailed, on-the-ground insights. Despite several investigations attempting to analyze street-view images for damage estimation, they mainly focus on post-disaster images. The potential of time-series street-view images remains underexplored. Pre-disaster images provide valuable benchmarks for accurate damage estimations at building and street levels. These images could aid annotators in objectively labeling post-disaster impacts, improving the reliability of labeled data sets for model training, and potentially enhancing the model performance in damage evaluation. The goal of this study is to estimate hyperlocal, on-the-ground disaster damages using bi-temporal street-view images and advanced pre-trained vision models. Street-view images before and after 2024 Hurricane Milton in Horseshoe Beach, Florida, were collected for experiments. The objectives are: (1) to assess the performance gains of incorporating pre-disaster street-view images as a no-damage category in fine-tuning pre-trained models, including Swin Transformer and ConvNeXt, for damage level classification; (2) to design and evaluate a dual-channel algorithm that reads pair-wise pre- and post-disaster street-view images for hyperlocal damage assessment. The results indicate that incorporating pre-disaster street-view images and employing a dual-channel processing framework can significantly enhance damage assessment accuracy. The accuracy improves from 66.14% with the Swin Transformer baseline to 77.11% with the dual-channel Feature-Fusion ConvNeXt model. This research enables rapid, operational damage assessments at hyperlocal spatial resolutions, providing valuable insights to support effective decision-making in disaster management and resilience planning.