Web-based learning environments (WBLE) are widely adopted in the context of higher education. Comparatively, little is known about how they are used in high school mathematics curricula. Therefore, this systematic review investigates how WBLEs are applied in high school education and which outcomes this instructional approach has resulted in up to now. 14 related journal publications on high school WBLE are identified and analysed in terms of their WBLE activities, student achievement, attitude, and challenges encountered. The findings suggest that several activities are used in WBLE. WBLE application in high school mathematics education produced a neutral or positive effect on student achievement when compared to traditional classroom-based learning. Students' attitudes toward WBLE approach are varied. WBLE implementation challenges are classified as student-associated, faculty-associated, and operational. We proposed seven possible solutions to address these challenges based on previous studies. Also, recommendations for future research are discussed.