diff --git a/src/main/java/io/ebeaninternal/server/persist/SaveManyBeans.java b/src/main/java/io/ebeaninternal/server/persist/SaveManyBeans.java
index cb4a87cb6..5f6a84ea3 100644
--- a/src/main/java/io/ebeaninternal/server/persist/SaveManyBeans.java
+++ b/src/main/java/io/ebeaninternal/server/persist/SaveManyBeans.java
@@ -179,6 +179,11 @@ public class SaveManyBeans extends SaveManyBase {
 
         if (!skipSavingThisBean) {
           persister.saveRecurse(detail, transaction, parentBean, request.getFlags());
+          if (many.hasOrderColumn()) {
+            // Clear the bean from the PersistenceContext (L1 cache), because the order of referenced beans might have changed
+            final BeanDescriptor<?> beanDescriptor = many.getBeanDescriptor();
+            beanDescriptor.contextClear(transaction.getPersistenceContext(), beanDescriptor.getId(parentBean));
+          }
         }
       }
     }
diff --git a/src/test/java/org/tests/order/TestOrderColumn.java b/src/test/java/org/tests/order/TestOrderColumn.java
index 3cd40ea4d..27bc69c35 100644
--- a/src/test/java/org/tests/order/TestOrderColumn.java
+++ b/src/test/java/org/tests/order/TestOrderColumn.java
@@ -5,6 +5,7 @@ import io.ebean.TransactionalTestCase;
 import org.ebeantest.LoggedSqlCollector;
 import org.junit.Test;
 
+import java.util.Comparator;
 import java.util.List;
 
 import static org.assertj.core.api.Assertions.assertThat;
@@ -31,6 +32,35 @@ public class TestOrderColumn extends TransactionalTestCase {
     assertThat(result.getChildren()).extracting(OrderReferencedChild::getChildName).containsExactly("c0", "c1", "c2", "c3", "c4");
   }
 
+  @Test
+  public void testOrderColumnSortChange() {
+    final OrderMaster master = new OrderMaster();
+
+    for (int i = 0; i < 5; i++) {
+      final OrderReferencedChild child = new OrderReferencedChild("p" + i);
+      child.setChildName("c" + i);
+
+      master.getChildren().add(child);
+    }
+
+    Ebean.save(master);
+
+    OrderMaster result = Ebean.find(OrderMaster.class).findOne();
+
+    assertThat(result.getChildren()).hasSize(5);
+    assertThat(master.getChildren()).extracting(OrderReferencedChild::getName).containsExactly("p0", "p1", "p2", "p3", "p4");
+
+    master.getChildren().sort(Comparator.comparing(OrderReferencedChild::getName).reversed());
+    assertThat(master.getChildren()).extracting(OrderReferencedChild::getName).containsExactly("p4", "p3", "p2", "p1", "p0");
+
+    Ebean.save(master);
+
+    result = Ebean.find(OrderMaster.class).findOne();
+
+    assertThat(result.getChildren()).hasSize(5);
+    assertThat(result.getChildren()).extracting(OrderReferencedChild::getName).containsExactly("p4", "p3", "p2", "p1", "p0");
+  }
+
   @Test
   public void testModifyTree() {
     final OrderMaster master = new OrderMaster();