A method for contextual evaluation of files for use in file restoration. The method may include receiving a request to replace a damaged file on a computing system with a clean instance of the damaged file and identifying a clean file that corresponds to the damaged file. The method may also include identifying at least one file set that includes the clean file. The method may further include evaluating the suitability of the clean file for use as a replacement for the damaged file by: 1) determining whether the computing system includes an instance of each file in the file set and 2) deciding, based on the determination of whether the computing system includes an instance of each file in the file set, whether to replace the damaged file with the clean file. Various other methods, systems, and computer-readable media are also disclosed.