diff --git a/CHANGELOG.md b/CHANGELOG.md
index 42919130..6acc7063 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -3,6 +3,10 @@
 
 ## [Unreleased]
 
+### Fixed
+
+- Gateway status now treats existing messaging-session metadata as configured when `gateway.status` is unavailable, avoiding a misleading "Gateway not configured" warning for multi-container deployments with active gateway sessions.
+
 ## [v0.51.134] — 2026-05-25 — Release DF (stage-batch16 — single-PR Windows path defaults)
 
 ### Fixed
diff --git a/api/routes.py b/api/routes.py
index 8140f3f9..bbce9aba 100644
--- a/api/routes.py
+++ b/api/routes.py
@@ -4754,7 +4754,7 @@ def handle_get(handler, parsed) -> bool:
             configured = True
         else:  # alive is None → gateway not configured / unavailable
             running = bool(identity_map)
-            configured = False
+            configured = bool(identity_map)
 
         platforms_set: set[str] = set()
         for meta in identity_map.values():
diff --git a/tests/test_gateway_status_agent_health.py b/tests/test_gateway_status_agent_health.py
index 843f7cd5..66a70f45 100644
--- a/tests/test_gateway_status_agent_health.py
+++ b/tests/test_gateway_status_agent_health.py
@@ -124,7 +124,8 @@ def test_gateway_status_running_true_and_platforms_when_agent_health_alive_and_s
 
 def test_gateway_status_alive_none_falls_back_to_identity_map_heuristic(monkeypatch):
     """When alive=None (not configured) but sessions exist, running reflects identity_map.
-    configured=false tells the frontend to show 'not configured' state."""
+    configured=true because sessions metadata proves a gateway is configured
+    even if gateway.status cannot be imported in this WebUI process."""
     from api import routes
 
     monkeypatch.setattr(
@@ -144,8 +145,8 @@ def test_gateway_status_alive_none_falls_back_to_identity_map_heuristic(monkeypa
     result = handler.get_json()
     # Fallback to identity_map: sessions exist → running=true
     assert result["running"] is True
-    # But configured=false because alive was None (no gateway metadata)
-    assert result["configured"] is False
+    # Existing gateway sessions prove the gateway has been configured.
+    assert result["configured"] is True
 
 
 def test_gateway_status_handles_corrupted_sessions_json(monkeypatch):
@@ -244,4 +245,4 @@ def test_gateway_status_last_active_empty_when_alive_and_no_sessions_path(monkey
     assert result["configured"] is True
     # In test context, sessions_path won't exist (no real filesystem),
     # so last_active must be empty.
-    assert result["last_active"] == ""
\ No newline at end of file
+    assert result["last_active"] == ""