This study investigated the influence of mastery experiences on subjective happiness. Path analysis for the hypothetical model revealed that learning behavior is strongly linked to mastery experiences and that a good neighborhood environment is not only linked to learning behavior but also directly linked to mastery experiences. It was shown that the increase in mastery experiences improves subjective happiness through the improvement of work engagement, and wisdom. The results of the multiple group modeling suggest that the neighborhood environment is important in enhancing the mastery experience for each of the female group and the remote-workers group.