This study investigates the use of Glass Fine Aggregate (GFA) and Fly Ash (FA) in mortar for Alkali–Silica Reaction (ASR) mitigation through a multidimensional evaluation. GFA was used to replace river sand in 20% increments up to 100%, while FA replaced cement at 10%, 20%, and 30%. Three GFA size ranges were considered: <1.18 mm, 1.18–4.75 mm, and a combined fraction of <4.75 mm. At 100% replacement, <1.18 mm GFA reduced ASR expansion to 0.07%, compared to 0.2% for <4.75 mm and 0.46% for 1.18–4.75 mm GFA. It also improved long-term strength by 25% from 28 days to 6 months due to pozzolanic activity. However, refining GFA to below 1.18 mm increased environmental impacts and resulted in a 4.2% increase in energy demand due to the additional drying process. Incorporating 10% FA reduced ASR expansion to 0.044%, had no significant effect on strength, and decreased key environmental burdens such as toxicity by up to 18.2%. These findings indicate that FA utilisation offers greater benefits for ASR mitigation and environmental sustainability than further refining GFA size. Therefore, combining <4.75 mm GFA with 10% FA is identified as the optimal strategy for producing durable and sustainable mortar with recycled waste glass.