Silty soil has the characteristics of low natural moisture content and poor viscosity, and the strength and deformation required for foundation engineering can be satisfied by reinforcing and improving the silt. In order to study the reinforcement and improvement effects of polypropylene (PP) fiber and fly ash (FA) on cement–silty soil, an unconfined compressive strength (UCS) test, scanning electron microscope (SEM) test, and X-ray diffraction (XRD) analysis test were carried out. Cement (mixed amounts are 4%, 8%, 12%, and 16% of dry soil mass) was used as the basic modifier, and PP fiber (mixed amounts are 0%, 0.15%, 0.3%, and 0.45% of dry soil mass) compounded with FA (adding amounts of 0%, 5%, 10%, and 15% of dry soil mass) were used as an external admixture of cement–silty soil to study the mechanical properties, curing mechanism, and microstructure of the modified soil in different ages of 7 d, 14 d, 28 d, and 60 d. The test results show that with the increase in cement and curing age, the UCS of the modified soil increases, and with the increase in the PP fiber and FA, the UCS of the modified soil first increases and then decreases; there is an optimal content of FA and PP fiber, which are 10 and 0.15%, respectively. A large amount of C-S-H and AFt substances are produced inside the modified soil to cover the surface of soil particles or fill in the pores between soil particles, forming a tight spatial network structure and improving the mechanical properties of the cement–soil. The intensity of the diffraction peaks of the mineral components within the modified soils is more influenced by the cement and age, and the effect of FA is weaker. The stress–strain curve of the modified soil is divided into elastic stage, plastic deformation stage, and strain-softening stage, and the specimens in each stage have corresponding deformation characteristics. By analyzing the behavioral characteristics and curing improvement mechanism of modified soil from the duo perspective of macro-mechanical properties and microstructural composition, it can provide some basis for the engineering application of silty soil.