Wildfires are a common disturbance factor worldwide, especially over the last decade due to global climate change. Monitoring postfire forest regrowth provides fundamental information needed to enhance the management and support of ecosystem recovery after fires. The purpose of this study is to propose an algorithm for postfire forest regrowth monitoring using tasseled-cap-derived indices. A complex approach is used for its implementation, for which a model is developed based on three components—Disturbance Index (DI), Vector of Instantaneous Condition (VIC), and Direction Angle (DA). The final product—postfire regrowth (PFIR)—allows for a quantitative assessment of the intensity of regrowth. The proposed methodology is based on the linear orthogonal transformation of multispectral satellite images—tasseled cap transformation (TCT)—that increases the degree of identification of the three main components that change during a fire—soil, vegetation, and water/moisture—and implies a higher accuracy of the assessments. The results provide a thematic raster representing the intensity of the regrowth classes, which are defined after the PFIR threshold values are determined (HRI—high regrowth intensity; MRI—moderate regrowth intensity; and LRI—low regrowth intensity). The accuracy assessment procedure is conducted using very-high-resolution (VHR) aerial and satellite data from World View (WV) sensors, as well as multispectral Sentinel 2A images. Three different forest test sites affected by fire in Bulgaria are examined. The results show that the classified thematic raster maps are distinguished by a good performance in monitoring the regrowth dynamics, with an average overall accuracy of 62.1% for all three test sites, ranging from 73.9% to 48.4% for the individual forests.