diff --git a/litellm/proxy/proxy_server.py b/litellm/proxy/proxy_server.py
index 26e9b02aace..caf9250c4f6 100644
--- a/litellm/proxy/proxy_server.py
+++ b/litellm/proxy/proxy_server.py
@@ -12423,6 +12423,12 @@ async def audio_transcriptions(
                 call_type="transcription",
             )
 
+            if data.get("stream") is True and ProxyLogging.has_post_call_guardrails(data, llm_router):
+                raise HTTPException(
+                    detail="Streaming transcription does not support output guardrails. Use stream=false.",
+                    status_code=status.HTTP_400_BAD_REQUEST,
+                )
+
             ## ROUTE TO CORRECT ENDPOINT ##
             llm_call: Final = await route_request(
                 data=data,
diff --git a/litellm/proxy/utils.py b/litellm/proxy/utils.py
index b8cc30ad8a7..d6978d04590 100644
--- a/litellm/proxy/utils.py
+++ b/litellm/proxy/utils.py
@@ -2874,6 +2874,17 @@ class ProxyLogging:
     def has_post_call_response_headers_callbacks() -> bool:
         return ProxyLogging._callback_capabilities().has_post_call_response_headers
 
+    @staticmethod
+    def has_post_call_guardrails(request_data: Mapping[str, object], llm_router: Router | None) -> bool:
+        guardrail_data: Final = _check_and_merge_model_level_guardrails(
+            data=dict(request_data), llm_router=llm_router, trust_client_model_info=False
+        )
+        guardrails, _ = _partition_post_call_callbacks()
+        return bool(pipeline_managed_guardrail_names(guardrail_data, "post_call")) or any(
+            guardrail.should_run_guardrail(data=guardrail_data, event_type=GuardrailEventHooks.post_call)
+            for guardrail in guardrails
+        )
+
     @staticmethod
     def has_streaming_callbacks() -> bool:
         caps: Final = ProxyLogging._callback_capabilities()
diff --git a/tests/test_litellm/proxy/proxy_server/test_routes_audio.py b/tests/test_litellm/proxy/proxy_server/test_routes_audio.py
index a756454405e..03cfe3fa67e 100644
--- a/tests/test_litellm/proxy/proxy_server/test_routes_audio.py
+++ b/tests/test_litellm/proxy/proxy_server/test_routes_audio.py
@@ -10,13 +10,21 @@ Pins (PR2):
 from __future__ import annotations
 
 import io
+from collections.abc import Callable
+from contextlib import AbstractContextManager
+from typing import Final
 from unittest.mock import AsyncMock, MagicMock
 
 import httpx
 import pytest
+from fastapi.testclient import TestClient
 
+import litellm
+from litellm.integrations.custom_guardrail import CustomGuardrail
 from litellm.proxy import proxy_server
+from litellm.types.guardrails import GuardrailEventHooks
 from litellm.types.llms.openai import HttpxBinaryResponseContent
+from litellm.types.proxy.policy_engine.pipeline_types import GuardrailPipeline, PipelineStep
 
 
 @pytest.fixture
@@ -305,3 +313,46 @@ def test_audio_transcription_stream_returns_sse(client, auth_as, patched_transcr
     assert response.headers["content-type"].startswith("text/event-stream")
     assert response.text == 'data: {"type":"transcript.text.done","text":"hello world"}\n\n'
     assert patched_transcription_stream.closed is True
+
+
+@pytest.mark.usefixtures("patched_transcription_stream")
+@pytest.mark.parametrize(
+    "configuration,expected_status",
+    [("default", 400), ("model", 400), ("policy", 400), ("pre_call", 200), ("disabled", 200)],
+)
+def test_streaming_transcription_rejects_applicable_output_guardrails(
+    client: TestClient,
+    auth_as: Callable[[], AbstractContextManager[None]],
+    monkeypatch: pytest.MonkeyPatch,
+    configuration: str,
+    expected_status: int,
+) -> None:
+    guardrail: Final = CustomGuardrail(
+        guardrail_name="transcription-output",
+        event_hook=GuardrailEventHooks.pre_call if configuration == "pre_call" else GuardrailEventHooks.post_call,
+        default_on=configuration in ("default", "pre_call"),
+    )
+    monkeypatch.setattr(litellm, "callbacks", [guardrail])
+    proxy_server.llm_router.get_model_list.return_value = (
+        [{"litellm_params": {"guardrails": ["transcription-output"]}}] if configuration == "model" else []
+    )
+    if configuration == "policy":
+        pipeline: Final = GuardrailPipeline(mode="post_call", steps=[PipelineStep(guardrail="transcription-output")])
+        proxy_server.proxy_logging_obj.pre_call_hook.side_effect = lambda **kwargs: {
+            **kwargs["data"],
+            "metadata": {"_guardrail_pipelines": [("transcription-policy", pipeline)]},
+        }
+
+    with auth_as():
+        response: Final = client.post(
+            "/v1/audio/transcriptions",
+            files={"file": ("sample.wav", b"audio", "audio/wav")},
+            data={"model": "gpt-transcribe", "stream": "true"},
+        )
+
+    assert response.status_code == expected_status
+    if expected_status == 400:
+        assert "stream=false" in response.json()["error"]["message"]
+        assert "hello world" not in response.text
+    else:
+        assert '"text":"hello world"' in response.text