People often experience regret when we consider counterfactuals to our past actions, which can help us improve our future behaviours. However, existing developmental measures of regret typically involve no means of foreseeing the eventual outcome, which means that any reported experiences of regret may not aid children in making better choices in similar future situations. We investigated if 4- to 9-year-olds (N = 144) experienced stronger regret towards a choice where they could have foreseen the eventual outcome. Children selected one box each from two pairs of boxes, with both selected boxes leading to sub-optimal outcomes. Critically, one pair of boxes had windows on the bottom, such that children could have apparently foreseen the sub-optimal outcome of their choice if only they had first looked underneath the boxes. Not until 8 years of age did many children feel worse about the box selection with the foreseeable outcome.