Positive anticipatory experiences are key to daily well-being. However, the brain’s functional architecture underlying real-world positive anticipatory experiences and well-being remains unexplored. In the present study, we combined an ecological momentary assessment and resting-state functional neuroimaging to identify the neural predictors of real-world positive anticipatory experiences and explore their relationships with subjective well-being (SWB). With a model-based approach, we quantified participants’ accuracy in predicting positive events and the degree to which participants’ affective states were influenced by the positive anticipation. We found that individuals with higher accuracy in predicting upcoming positive events showed greater SWB, and this relationship was mediated by greater positive anticipatory feelings. Importantly, functional connectivity of the dorsal and ventral striatal-hippocampal networks significantly predicted the accuracy and positive anticipatory feelings, respectively. These functional networks were further predictive of SWB. Our findings provide novel and ecologically valid evidence that the interplay between neural systems for reward-processing and memory plays an important role in real-life positive anticipatory experiences and everyday SWB.