A computer-implemented system and method to create personalized artwork may include an art creation server comprising a processor, a data store, and a controller comprising a plurality of subsystems including a data management engine, a randomization engine, and an online shopping engine. The data management engine may be configured to receive art objects and words. The randomization engine may automatically generate personalized artwork by selectively arranging a subset of the art objects and words. The randomization engine may also be configured to automatically generate a rendering of the personalized artwork, selectively save the rendering of the personalized artwork based upon a save selection by a user, and selectively generate a different rendering of the personalized artwork based upon an edit selection by the user.