The invention discloses a winding fault simulation platform and evaluation method for a transformer with a wound core. The winding fault simulation platform comprises high and low voltage windings, the iron core and an insulation medium, and a dielectric constant of the insulation medium is changed to simulate a radial defamation fault of the transformer with the wound core. The winding fault evaluation method comprises measurement and storage, data processing and parameter determining and evaluation analysis, a state-space model of a transfer function is solved from a winding frequency response test result, and a parameter of the state-space model of the transfer function is used for further analysis so as to evaluate a fault condition of the transformer winding. Via the platform and method, the windings are avoided for irreversible damage effectively, the radial deformation degree of the windings can be adjusted, and multi-level simulate is realized. The evaluation method can be usedto detect whether windings of the transformer are deformed, grade the fault degrees, and realize multidimensional omnibearing evaluation.