diff --git a/litellm/proxy/_experimental/mcp_server/discoverable_endpoints.py b/litellm/proxy/_experimental/mcp_server/discoverable_endpoints.py
index 5eaf80641f3..19db31d54d2 100644
--- a/litellm/proxy/_experimental/mcp_server/discoverable_endpoints.py
+++ b/litellm/proxy/_experimental/mcp_server/discoverable_endpoints.py
@@ -748,7 +748,7 @@ async def fetch_upstream_oauth_protected_resource(
 
     async_client = get_async_httpx_client(llm_provider=httpxSpecialProvider.Oauth2Check)
 
-    last_error: Optional[Exception] = None
+    network_errors: list[Exception] = []
     for candidate in candidates:
         try:
             response = await async_client.get(
@@ -756,13 +756,13 @@ async def fetch_upstream_oauth_protected_resource(
                 headers={"Accept": "application/json"},
             )
         except Exception as exc:  # network / connect errors
-            last_error = exc
+            if is_network_error(exc):
+                network_errors.append(exc)
             continue
         if response.status_code == 200:
             try:
                 payload = response.json()
-            except Exception as exc:
-                last_error = exc
+            except Exception:
                 continue
             if isinstance(payload, dict):
                 _OAUTH_METADATA_CACHE[cache_key] = (
@@ -771,10 +771,8 @@ async def fetch_upstream_oauth_protected_resource(
                 )
                 return payload
 
-    if last_error is not None and all(
-        is_network_error(last_error) for _ in candidates
-    ):
-        raise last_error
+    if len(network_errors) == len(candidates):
+        raise network_errors[-1]
 
     return None
 
diff --git a/tests/test_litellm/proxy/_experimental/mcp_server/test_mcp_oauth_passthrough.py b/tests/test_litellm/proxy/_experimental/mcp_server/test_mcp_oauth_passthrough.py
index 32a5fb1f6bc..b105ede65e5 100644
--- a/tests/test_litellm/proxy/_experimental/mcp_server/test_mcp_oauth_passthrough.py
+++ b/tests/test_litellm/proxy/_experimental/mcp_server/test_mcp_oauth_passthrough.py
@@ -258,6 +258,37 @@ async def test_oauth_protected_resource_passthrough_network_error_returns_502():
     assert exc_info.value.status_code == 502
 
 
+@pytest.mark.asyncio
+async def test_fetch_upstream_metadata_returns_none_when_not_all_candidates_network_fail():
+    passthrough_server = MCPServer(
+        server_id="passthrough-partial-network",
+        name="jet_knowledge_qa",
+        server_name="jet_knowledge_qa",
+        alias="jet_knowledge_qa",
+        url="https://upstream.example.com/mcp",
+        transport=MCPTransport.http,
+        auth_type=MCPAuth.none,
+        extra_headers=["Authorization"],
+    )
+
+    not_found_response = MagicMock()
+    not_found_response.status_code = 404
+    mock_client = MagicMock()
+    mock_client.get = AsyncMock(
+        side_effect=[not_found_response, httpx.ConnectError("path fallback failed")]
+    )
+
+    with patch.object(
+        discoverable_endpoints, "get_async_httpx_client", return_value=mock_client
+    ):
+        result = await discoverable_endpoints.fetch_upstream_oauth_protected_resource(
+            passthrough_server
+        )
+
+    assert result is None
+    assert mock_client.get.await_count == 2
+
+
 @pytest.mark.asyncio
 async def test_oauth_protected_resource_gateway_managed_unchanged():
     """Regression guard: OAuth2 servers still advertise the gateway as AS."""