diff --git a/net/tcp/tcp.h b/net/tcp/tcp.h
index 255dbe4c964..eb989e5fa9e 100644
--- a/net/tcp/tcp.h
+++ b/net/tcp/tcp.h
@@ -106,12 +106,13 @@
 
 #define TCP_WSCALE            0x01U /* Window Scale option enabled */
 #define TCP_SACK              0x02U /* Selective ACKs enabled */
+#define TCP_CLOSE_ARRANGED    0x04U /* Connection is arranged to be freed */
 
 #ifdef CONFIG_NET_TCP_CC_NEWRENO
 /* The TCP flags for congestion control */
 
-#define TCP_INFR              0x04U /* The flag in Fast Recovery */
-#define TCP_INFT              0x08U /* The flag in Fast Transmitted */
+#define TCP_INFR              0x08U /* The flag in Fast Recovery */
+#define TCP_INFT              0x10U /* The flag in Fast Transmitted */
 
 #endif
 
diff --git a/net/tcp/tcp_close.c b/net/tcp/tcp_close.c
index 3892d898c77..bc1e424bd74 100644
--- a/net/tcp/tcp_close.c
+++ b/net/tcp/tcp_close.c
@@ -53,7 +53,8 @@ static void tcp_close_work(FAR void *param)
 
   net_lock();
 
-  if (conn && conn->crefs == 0)
+  conn->flags &= ~TCP_CLOSE_ARRANGED;
+  if (conn->crefs == 0)
     {
       /* Stop the network monitor for all sockets */
 
@@ -186,6 +187,7 @@ end_wait:
 
   /* Free network resources */
 
+  conn->flags |= TCP_CLOSE_ARRANGED;
   work_queue(LPWORK, &conn->clswork, tcp_close_work, conn, 0);
 
   return flags;
diff --git a/net/tcp/tcp_conn.c b/net/tcp/tcp_conn.c
index b421d9d4536..d786646707a 100644
--- a/net/tcp/tcp_conn.c
+++ b/net/tcp/tcp_conn.c
@@ -842,7 +842,14 @@ void tcp_free(FAR struct tcp_conn_s *conn)
 
   /* Cancel close work */
 
-  work_cancel(LPWORK, &conn->clswork);
+  if ((conn->flags & TCP_CLOSE_ARRANGED) &&
+      work_cancel(LPWORK, &conn->clswork) != OK)
+    {
+      /* Close work is already running, tcp_free will be called again. */
+
+      net_unlock();
+      return;
+    }
 
   /* Cancel tcp timer */