This article presents a time domain transmissometry soil moisture sensor (TDT-SMS) using a dispersive phase shifter (DPS), consisting of an interdigital capacitor that is loaded with a stacked four-turn complementary spiral resonator (S4-CSR). Soil moisture measurement technique of the proposed sensor is based on the complex permittivity sensing property of a DPS in time domain. Soil relative permittivity which varies with its moisture content is measured by burying the DPS under a soil mass and changing its phase difference while excited with a 114-MHz sine wave (single tone). DPS output phase and magnitude are compared with the reference signal and measured with a phase/loss detector. The proposed sensor exhibits accuracy better than ±1.2% at the highest volumetric water content (VWC = 30%) for sandy-type soil. Precise design guide is developed and simulations are performed to achieve a highly sensitive sensor. The measurement results validate the accuracy of theoretical analysis and design procedure. Owning the advantages of low profile, low power consumption, and high sensitivity makes the proposed TDT-SMS a good candidate for precision farming and internet of things (IoT) systems.