diff --git a/litellm/proxy/_experimental/mcp_server/mcp_server_manager.py b/litellm/proxy/_experimental/mcp_server/mcp_server_manager.py
index 6c490031a47..bd968a36829 100644
--- a/litellm/proxy/_experimental/mcp_server/mcp_server_manager.py
+++ b/litellm/proxy/_experimental/mcp_server/mcp_server_manager.py
@@ -471,8 +471,13 @@ class MCPServerManager:
         )
 
         try:
+            resolved_static_headers = await self._resolve_static_headers_with_env_vars(
+                server=server,
+                user_api_key_auth=None,
+                raise_on_missing=False,
+            )
             extra_headers: Optional[Dict[str, str]] = (
-                dict(server.static_headers) if server.static_headers else None
+                dict(resolved_static_headers) if resolved_static_headers else None
             )
             client = await self._create_mcp_client(
                 server=server,
@@ -3969,9 +3974,14 @@ class MCPServerManager:
             should_skip_health_check = True
 
         if not should_skip_health_check:
-            extra_headers = {}
-            if server.static_headers:
-                extra_headers.update(server.static_headers)
+            resolved_static_headers = await self._resolve_static_headers_with_env_vars(
+                server=server,
+                user_api_key_auth=None,
+                raise_on_missing=False,
+            )
+            extra_headers = (
+                dict(resolved_static_headers) if resolved_static_headers else {}
+            )
 
             client = await self._create_mcp_client(
                 server=server,
diff --git a/tests/test_litellm/proxy/_experimental/mcp_server/test_mcp_server_manager.py b/tests/test_litellm/proxy/_experimental/mcp_server/test_mcp_server_manager.py
index c9b82f09a04..0e3ad9c0307 100644
--- a/tests/test_litellm/proxy/_experimental/mcp_server/test_mcp_server_manager.py
+++ b/tests/test_litellm/proxy/_experimental/mcp_server/test_mcp_server_manager.py
@@ -4098,6 +4098,73 @@ class TestRegistryTableConversionPreservesEnvVars:
         self._assert_env_vars_round_tripped(table)
 
 
+class TestHealthCheckInterpolatesGlobalEnvVars:
+    """The upstream probes (health check and the initialize-instructions
+    prefetch) must substitute global ``${NAME}`` env vars into static headers
+    before opening the connection. Forwarding the raw placeholder makes any
+    server whose auth header is backed by a global env var fail authentication
+    and flip to 'unhealthy', even though real tool calls (which do interpolate)
+    keep working.
+    """
+
+    @staticmethod
+    def _server() -> MCPServer:
+        return MCPServer(
+            server_id="global-env-server",
+            name="global_env_server",
+            url="https://example.com/mcp",
+            transport=MCPTransport.http,
+            auth_type=MCPAuth.none,
+            static_headers={"Authorization": "Bearer ${API_TOKEN}"},
+            env_vars=[
+                {
+                    "name": "API_TOKEN",
+                    "value": "secret-token",
+                    "scope": "global",
+                    "description": None,
+                }
+            ],
+        )
+
+    @staticmethod
+    def _capture_headers(manager: MCPServerManager) -> Dict[str, Any]:
+        captured: Dict[str, Any] = {}
+        mock_client = AsyncMock()
+        mock_client.run_with_session = AsyncMock(return_value="ok")
+
+        async def _create(server, mcp_auth_header, extra_headers, stdio_env):
+            captured["extra_headers"] = extra_headers
+            return mock_client
+
+        manager._create_mcp_client = AsyncMock(side_effect=_create)
+        return captured
+
+    @pytest.mark.asyncio
+    async def test_health_check_interpolates_global_env_vars(self):
+        manager = MCPServerManager()
+        server = self._server()
+        assert server.requires_per_user_auth is False
+        manager.get_mcp_server_by_id = MagicMock(return_value=server)
+        manager._remember_upstream_initialize_instructions = MagicMock()
+        captured = self._capture_headers(manager)
+
+        result = await manager.health_check_server(server.server_id)
+
+        assert captured["extra_headers"] == {"Authorization": "Bearer secret-token"}
+        assert result.status == "healthy"
+
+    @pytest.mark.asyncio
+    async def test_initialize_instructions_prefetch_interpolates_global_env_vars(self):
+        manager = MCPServerManager()
+        server = self._server()
+        captured = self._capture_headers(manager)
+        manager._remember_upstream_initialize_instructions = MagicMock()
+
+        await manager._ensure_upstream_initialize_instructions_cached(server)
+
+        assert captured["extra_headers"] == {"Authorization": "Bearer secret-token"}
+
+
 class TestUserEnvVarsCacheEviction:
     """At capacity the per-user env var cache must shed a single oldest entry
     rather than wiping every entry, so a steady stream of distinct callers does