The growing burden of chronic diseases and the complexity of medication schedules have increased the need for reliable and efficient medication management systems. This study proposes and evaluates an intelligent IoT-enabled pill dispenser designed to automate drug administration, improve medication adherence, and minimize human errors. The system integrates automated scheduling, sensor-based dispensing, and real-time monitoring through a cloud-connected platform, along with multi-channel alert mechanisms such as audio alerts, mobile notifications, and caregiver alerts. A quantitative experimental research design with a pre-test and post-test approach was adopted, and data were collected using system-generated logs and structured user feedback. The findings reveal a significant improvement in medication adherence levels, enhanced alert response efficiency, and high user satisfaction in terms of ease of use, reliability, and effectiveness. Additionally, the system demonstrates a substantial reduction in medication errors, including missed doses, incorrect timing, and dosage inaccuracies. Overall, the proposed IoT-enabled pill dispenser proves to be an effective, accurate, and user-friendly solution for automated drug administration, offering strong potential for improving patient safety and healthcare outcomes, especially among elderly individuals and patients requiring long-term medication management.