diff --git a/artemis-server/src/main/java/org/apache/activemq/artemis/core/protocol/core/ServerSessionPacketHandler.java b/artemis-server/src/main/java/org/apache/activemq/artemis/core/protocol/core/ServerSessionPacketHandler.java
index d3b19090bd..5993c7a666 100644
--- a/artemis-server/src/main/java/org/apache/activemq/artemis/core/protocol/core/ServerSessionPacketHandler.java
+++ b/artemis-server/src/main/java/org/apache/activemq/artemis/core/protocol/core/ServerSessionPacketHandler.java
@@ -1004,9 +1004,6 @@ public class ServerSessionPacketHandler implements ChannelHandler {
       // before we have transferred the connection, leaving it in a started state
       session.setTransferring(true);
 
-      List<CloseListener> closeListeners = remotingConnection.removeCloseListeners();
-      List<FailureListener> failureListeners = remotingConnection.removeFailureListeners();
-
       // Note. We do not destroy the replicating connection here. In the case the live server has really crashed
       // then the connection will get cleaned up anyway when the server ping timeout kicks in.
       // In the case the live server is really still up, i.e. a split brain situation (or in tests), then closing
@@ -1024,9 +1021,6 @@ public class ServerSessionPacketHandler implements ChannelHandler {
 
       remotingConnection = newConnection;
 
-      remotingConnection.setCloseListeners(closeListeners);
-      remotingConnection.setFailureListeners(failureListeners);
-
       int serverLastReceivedCommandID = channel.getLastConfirmedCommandID();
 
       channel.replayCommands(lastReceivedCommandID);
diff --git a/artemis-server/src/main/java/org/apache/activemq/artemis/core/server/impl/ServerSessionImpl.java b/artemis-server/src/main/java/org/apache/activemq/artemis/core/server/impl/ServerSessionImpl.java
index 05d9eb800f..12a080e18e 100644
--- a/artemis-server/src/main/java/org/apache/activemq/artemis/core/server/impl/ServerSessionImpl.java
+++ b/artemis-server/src/main/java/org/apache/activemq/artemis/core/server/impl/ServerSessionImpl.java
@@ -1075,7 +1075,26 @@ public class ServerSessionImpl implements ServerSession, FailureListener {
 
    @Override
    public void transferConnection(RemotingConnection newConnection) {
-      remotingConnection = newConnection;
+      synchronized (this) {
+         // Remove failure listeners from old connection
+         remotingConnection.removeFailureListener(this);
+         tempQueueCleannerUppers.values()
+                 .forEach(cleanerUpper -> {
+                    remotingConnection.removeCloseListener(cleanerUpper);
+                    remotingConnection.removeFailureListener(cleanerUpper);
+                 });
+
+         // Set the new connection
+         remotingConnection = newConnection;
+
+         // Add failure listeners to new connection
+         newConnection.addFailureListener(this);
+         tempQueueCleannerUppers.values()
+                 .forEach(cleanerUpper -> {
+                    newConnection.addCloseListener(cleanerUpper);
+                    newConnection.addFailureListener(cleanerUpper);
+                 });
+      }
    }
 
    @Override
diff --git a/tests/integration-tests/src/test/java/org/apache/activemq/artemis/tests/integration/cluster/reattach/ReattachTest.java b/tests/integration-tests/src/test/java/org/apache/activemq/artemis/tests/integration/cluster/reattach/ReattachTest.java
index 15bc09157c..b5a6236d62 100644
--- a/tests/integration-tests/src/test/java/org/apache/activemq/artemis/tests/integration/cluster/reattach/ReattachTest.java
+++ b/tests/integration-tests/src/test/java/org/apache/activemq/artemis/tests/integration/cluster/reattach/ReattachTest.java
@@ -17,6 +17,7 @@
 package org.apache.activemq.artemis.tests.integration.cluster.reattach;
 
 import java.util.Objects;
+import java.util.Set;
 import java.util.Timer;
 import java.util.TimerTask;
 import java.util.concurrent.CountDownLatch;
@@ -148,6 +149,43 @@ public class ReattachTest extends ActiveMQTestBase {
       sf.close();
    }
 
+   @Test
+   public void testReattachTransferConnectionOnSession2() throws Exception {
+      final long retryInterval = 50;
+      final double retryMultiplier = 1d;
+      final int reconnectAttempts = 10;
+
+      locator.setRetryInterval(retryInterval).setRetryIntervalMultiplier(retryMultiplier).setReconnectAttempts(reconnectAttempts).setConfirmationWindowSize(1024 * 1024);
+      ClientSessionFactoryInternal sf = (ClientSessionFactoryInternal) createSessionFactory(locator);
+      ClientSession session = sf.createSession(false, true, true);
+      ClientSession secondSession = sf.createSession(false, true, true);
+
+      // there's only one connection on the broker
+      Object originalConnectionID = ((ServerSession) server.getSessions().toArray()[0]).getConnectionID();
+      RemotingConnection oldConnection = ((ServerSession) server.getSessions().toArray()[0]).getRemotingConnection();
+
+      // ensure sessions are set as failure listeners on old connection
+      Set<ServerSession> originalServerSessions = server.getSessions();
+      assertTrue(oldConnection.getFailureListeners().containsAll(originalServerSessions));
+
+      // trigger re-attach
+      ((ClientSessionInternal) session).getConnection().fail(new ActiveMQNotConnectedException());
+
+      session.start();
+      secondSession.start();
+
+      assertFalse(Objects.equals(((ServerSession) server.getSessions().toArray()[0]).getConnectionID(), originalConnectionID));
+
+      // ensure sessions were removed as failure listeners of old connection and are now failure listeners of new connection
+      assertTrue(originalServerSessions.stream().noneMatch(oldConnection.getFailureListeners()::contains));
+      RemotingConnection newConnection = ((ServerSession) server.getSessions().toArray()[0]).getRemotingConnection();
+      assertTrue(newConnection.getFailureListeners().containsAll(originalServerSessions));
+
+      session.close();
+      secondSession.close();
+      sf.close();
+   }
+
    /*
     * Test failure on connection, but server is still up so should immediately reconnect
     */