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Increasing vehicle traffic has led to congestion and delays at conventional toll plazas. It causes the blocked driving conditions, wastage of time and fuel due to the manual process or semi-automated mechanisms. This paper presents an IoT (Internet of Things) - enabled Radio Frequency Identification (RFID) based web toll gate automation system. Each vehicle is equipped with the RFID tag linked to a centralized database. An IoT-enabled controller reads the tag data and updates transactions to a web server in real time. The proposed system enables automatic toll amount deductions, secure authentication, and online monitoring of the passing vehicles through a web interface. This proposed solution uses a web portal to store the transactions, viewing user’s balances, manage accounts through a web interface using XAMPP. The proposed solution eliminates the delay in toll roads, tunnels, and bridges without requiring the vehicles to stop for the payment. It also reduces traffic congestion, minimizes manual errors, and provides a low-cost and efficient toll management framework suitable for smart transportation systems.