diff --git a/litellm/proxy/auth/user_api_key_auth.py b/litellm/proxy/auth/user_api_key_auth.py
index e3ce9bcd850..6b5439b5554 100644
--- a/litellm/proxy/auth/user_api_key_auth.py
+++ b/litellm/proxy/auth/user_api_key_auth.py
@@ -134,7 +134,7 @@ from litellm.proxy.spend_tracking.spend_counter_batch import (
 from litellm.proxy.utils import (
     PrismaClient,
     ProxyLogging,
-    normalize_route_for_root_path,
+    strip_server_root_path,
 )
 from litellm.repositories.table_repositories import TeamMembershipRepository
 from litellm.router_utils.common_utils import resolve_model_group_alias
@@ -860,12 +860,11 @@ async def check_api_key_for_custom_headers_or_pass_through_endpoints(
     api_key: str,
 ) -> UserAPIKeyAuth | str:
     is_mapped_pass_through_route: bool = False
-    normalized_route: Final = normalize_route_for_root_path(route)
-    if normalized_route is not None:
-        for mapped_route in LiteLLMRoutes.mapped_pass_through_routes.value:
-            if normalized_route.startswith(mapped_route):
-                is_mapped_pass_through_route = True
-                break
+    normalized_route: Final = strip_server_root_path(route)
+    for mapped_route in LiteLLMRoutes.mapped_pass_through_routes.value:
+        if normalized_route == mapped_route or normalized_route.startswith(mapped_route + "/"):
+            is_mapped_pass_through_route = True
+            break
     if is_mapped_pass_through_route:
         if request.headers.get("litellm_user_api_key") is not None:
             api_key = request.headers.get("litellm_user_api_key") or ""
diff --git a/litellm/proxy/pass_through_endpoints/pass_through_endpoints.py b/litellm/proxy/pass_through_endpoints/pass_through_endpoints.py
index e0a4184291e..ce5da29ce82 100644
--- a/litellm/proxy/pass_through_endpoints/pass_through_endpoints.py
+++ b/litellm/proxy/pass_through_endpoints/pass_through_endpoints.py
@@ -102,7 +102,7 @@ from litellm.proxy.litellm_pre_call_utils import (
     _get_dynamic_logging_metadata,  # pyright: ignore[reportPrivateUsage]  # shared proxy helper, same import style as _read_request_body above
 )
 from litellm.proxy.route_llm_request import ProxyModelNotFoundError
-from litellm.proxy.utils import normalize_route_for_root_path
+from litellm.proxy.utils import strip_server_root_path
 from litellm.repositories.team_repository import TeamRepository
 from litellm.secret_managers.main import get_secret_str
 from litellm.types import utils as types_utils
@@ -3145,12 +3145,10 @@ class InitPassThroughEndpointHelpers:
         """
         Normalize an incoming route to the bare path stored in the registry.
 
-        Registry keys store root-stripped paths. Callers should pass routes from
-        ``get_request_route()`` (already stripped); prefixed ``request.url.path``
-        values are stripped via ``normalize_route_for_root_path``.
+        Registry keys store root-stripped paths. Callers may pass routes from
+        ``get_request_route()`` or prefixed ``request.url.path`` values.
         """
-        normalized_route: Final = normalize_route_for_root_path(route)
-        return normalized_route if normalized_route is not None else route
+        return strip_server_root_path(route)
 
     @staticmethod
     def is_registered_pass_through_route(route: str) -> bool:
@@ -3167,11 +3165,10 @@ class InitPassThroughEndpointHelpers:
             bool: True if route is a registered pass-through endpoint, False otherwise
         """
         ## CHECK IF MAPPED PASS THROUGH ENDPOINT
-        normalized_route: Final = normalize_route_for_root_path(route)
-        if normalized_route is not None:
-            for mapped_route in LiteLLMRoutes.mapped_pass_through_routes.value:
-                if normalized_route.startswith(mapped_route):
-                    return True
+        normalized_route: Final = strip_server_root_path(route)
+        for mapped_route in LiteLLMRoutes.mapped_pass_through_routes.value:
+            if normalized_route == mapped_route or normalized_route.startswith(mapped_route + "/"):
+                return True
 
         comparison_route: Final = InitPassThroughEndpointHelpers._route_for_registry_lookup(route)
 
diff --git a/litellm/proxy/utils.py b/litellm/proxy/utils.py
index ea294b76e92..62bc8435064 100644
--- a/litellm/proxy/utils.py
+++ b/litellm/proxy/utils.py
@@ -8330,6 +8330,14 @@ def normalize_route_for_root_path(route: str) -> str | None:
     return route
 
 
+def strip_server_root_path(route: str) -> str:
+    """Return a route with the SERVER_ROOT_PATH prefix removed when present."""
+    root_path: Final = get_server_root_path().rstrip("/")
+    if root_path and route.startswith(root_path + "/"):
+        return route[len(root_path) :]
+    return route
+
+
 def get_prisma_client_or_throw(message: str):
     from litellm.proxy.proxy_server import prisma_client
 
diff --git a/tests/test_litellm/proxy/pass_through_endpoints/test_pass_through_endpoints.py b/tests/test_litellm/proxy/pass_through_endpoints/test_pass_through_endpoints.py
index 3469df082e0..7b12f6dde81 100644
--- a/tests/test_litellm/proxy/pass_through_endpoints/test_pass_through_endpoints.py
+++ b/tests/test_litellm/proxy/pass_through_endpoints/test_pass_through_endpoints.py
@@ -3601,8 +3601,30 @@ def test_mapped_pass_through_routes_with_server_root_path():
         )
         assert InitPassThroughEndpointHelpers.is_registered_pass_through_route("/litellm/bedrock/model/invoke") is True
 
-        # bare route without prefix should not match when root is set
-        assert InitPassThroughEndpointHelpers.is_registered_pass_through_route("/vertex_ai/v1/projects/foo") is False
+        # get_request_route() supplies bare paths after stripping root_path.
+        assert InitPassThroughEndpointHelpers.is_registered_pass_through_route("/vertex_ai/v1/projects/foo") is True
+
+
+@pytest.mark.parametrize("server_root_path", ["", "/", "/api/v1", "/api/v1/"])
+def test_typesafe_mapped_pass_through_route_with_server_root_path(server_root_path):
+    from litellm.proxy.pass_through_endpoints.pass_through_endpoints import (
+        InitPassThroughEndpointHelpers,
+    )
+
+    with patch(
+        "litellm.proxy.utils.get_server_root_path", return_value=server_root_path
+    ):
+        assert InitPassThroughEndpointHelpers.is_registered_pass_through_route("/typesafe/decisions") is True
+        if server_root_path not in ("", "/"):
+            assert (
+                InitPassThroughEndpointHelpers.is_registered_pass_through_route(
+                    f"{server_root_path.rstrip('/')}/typesafe/decisions"
+                )
+                is True
+            )
+        assert InitPassThroughEndpointHelpers.is_registered_pass_through_route("/anthropic/v1/messages") is True
+        assert InitPassThroughEndpointHelpers.is_registered_pass_through_route("/typesafeevil/decisions") is False
+        assert InitPassThroughEndpointHelpers.is_registered_pass_through_route("/not-a-passthrough/decisions") is False
 
 
 @pytest.mark.asyncio