diff --git a/app/src/main/java/org/oppia/android/app/player/state/itemviewmodel/DragAndDropSortInteractionViewModel.kt b/app/src/main/java/org/oppia/android/app/player/state/itemviewmodel/DragAndDropSortInteractionViewModel.kt
index 7abeb9fff1f..bb2fb2c63d1 100644
--- a/app/src/main/java/org/oppia/android/app/player/state/itemviewmodel/DragAndDropSortInteractionViewModel.kt
+++ b/app/src/main/java/org/oppia/android/app/player/state/itemviewmodel/DragAndDropSortInteractionViewModel.kt
@@ -219,8 +219,12 @@ class DragAndDropSortInteractionViewModel private constructor(
       dragDropInteractionContentViewModel.itemIndex = index
       dragDropInteractionContentViewModel.listSize = _choiceItems.size
     }
-    // to update the content of grouped item
+
+    // To update the list
     (adapter as BindableAdapter<*>).setDataUnchecked(_choiceItems)
+
+    // Trigger pending answer check to re-enable submit button
+    checkPendingAnswerError(AnswerErrorCategory.REAL_TIME)
   }
 
   fun unlinkElement(itemIndex: Int, adapter: RecyclerView.Adapter<RecyclerView.ViewHolder>) {
@@ -246,15 +250,24 @@ class DragAndDropSortInteractionViewModel private constructor(
       dragDropInteractionContentViewModel.itemIndex = index
       dragDropInteractionContentViewModel.listSize = _choiceItems.size
     }
-    // to update the list
+
+    // Update the list
     (adapter as BindableAdapter<*>).setDataUnchecked(_choiceItems)
+
+    // Trigger pending answer check* to re-enable submit button
+    checkPendingAnswerError(AnswerErrorCategory.REAL_TIME)
   }
 
   private fun getSubmitTimeError(): DragAndDropSortInteractionError {
-    return if (_originalChoiceItems == _choiceItems) {
+    val haveItemsChanged = _originalChoiceItems.size != _choiceItems.size ||
+      _originalChoiceItems.zip(_choiceItems).any { (originalItem, currentItem) ->
+        originalItem.htmlContent != currentItem.htmlContent
+      }
+    return if (!haveItemsChanged) {
       DragAndDropSortInteractionError.EMPTY_INPUT
-    } else
+    } else {
       DragAndDropSortInteractionError.VALID
+    }
   }
 
   /** Implementation of [StateItemViewModel.InteractionItemFactory] for this view model. */
diff --git a/app/src/sharedTest/java/org/oppia/android/app/player/state/StateFragmentTest.kt b/app/src/sharedTest/java/org/oppia/android/app/player/state/StateFragmentTest.kt
index b9aa97a1a1e..2637fdc90dc 100644
--- a/app/src/sharedTest/java/org/oppia/android/app/player/state/StateFragmentTest.kt
+++ b/app/src/sharedTest/java/org/oppia/android/app/player/state/StateFragmentTest.kt
@@ -1117,6 +1117,18 @@ class StateFragmentTest {
     }
   }
 
+  @Test
+  fun testStateFragment_loadDragDropExp_groupingItemsEnablesSubmitButton() {
+    setUpTestWithLanguageSwitchingFeatureOff()
+    launchForExploration(TEST_EXPLORATION_ID_4, shouldSavePartialProgress = false).use {
+      startPlayingExploration()
+      clickSubmitAnswerButton()
+      verifySubmitAnswerButtonIsDisabled()
+      mergeDragAndDropItems(position = 0)
+      verifySubmitAnswerButtonIsEnabled()
+    }
+  }
+
   @Test
   @RunOn(TestPlatform.ESPRESSO) // TODO(#1612): Enable for Robolectric.
   fun testStateFragment_loadDragDropExp_retainStateOnConfigurationChange() {