diff --git a/changelog.d/19297.misc b/changelog.d/19297.misc
new file mode 100644
index 0000000000..aec97fd973
--- /dev/null
+++ b/changelog.d/19297.misc
@@ -0,0 +1 @@
+Log the original bind exception when encountering `Failed to listen on 0.0.0.0, continuing because listening on [::]`.
diff --git a/synapse/app/__init__.py b/synapse/app/__init__.py
index 56033f5782..fa436e874b 100644
--- a/synapse/app/__init__.py
+++ b/synapse/app/__init__.py
@@ -54,7 +54,9 @@ def check_bind_error(
     """
     if address == "0.0.0.0" and "::" in bind_addresses:
         logger.warning(
-            "Failed to listen on 0.0.0.0, continuing because listening on [::]"
+            "Failed to listen on 0.0.0.0, continuing because listening on [::]. Original exception: %s: %s",
+            type(e).__name__,
+            str(e),
         )
     else:
         raise e