The RadDateTimeEditor does not obey MaxDate and MinDate property when the value is changed by keyboard input. Work around: public class MyRadDateTimeEditor : RadDateTimeEditor { public MyRadDateTimeEditor() { RadDateTimeEditorElement element = this.EditorElement as RadDateTimeEditorElement; element.CurrentBehavior.TextBoxElement.ValueChanged += this.OnValueChanged; } private void OnValueChanged(object sender, System.EventArgs e) { RadMaskedEditBoxElement maskBox = sender as RadMaskedEditBoxElement; RadDateTimeEditorElement element = this.EditorElement as RadDateTimeEditorElement; DateTime result; if (maskBox.Value != null && DateTime.TryParse(maskBox.Value.ToString(), out result) && DateTime.Compare(result, element.MaxDate) > 0) { this.Value = element.MaxDate; maskBox.Value = element.MaxDate; return; } } }