diff --git a/studio/backend/core/inference/llama_cpp.py b/studio/backend/core/inference/llama_cpp.py
index d7e3173f37..093a92e38d 100644
--- a/studio/backend/core/inference/llama_cpp.py
+++ b/studio/backend/core/inference/llama_cpp.py
@@ -8606,7 +8606,8 @@ class LlamaCppBackend:
 
     @staticmethod
     def _shutdown_active_httpx_sockets(client: "httpx.Client") -> None:
-        """Best-effort interrupt for a sync httpx request blocked before headers."""
+        """Best-effort interrupt for a sync httpx read blocked in recv(), whether
+        parked before headers (prefill) or mid-stream."""
         try:
             pool = getattr(getattr(client, "_transport", None), "_pool", None)
             connections = list(getattr(pool, "_connections", []) or [])
@@ -8654,10 +8655,11 @@ class LlamaCppBackend:
                     while not _cancel_closed.is_set():
                         r = _response_ref[0]
                         try:
+                            # response.close() can't wake a read already blocked in
+                            # recv(); only a socket shutdown does, so shut down first.
+                            LlamaCppBackend._shutdown_active_httpx_sockets(client)
                             if r is not None:
                                 r.close()
-                            else:
-                                LlamaCppBackend._shutdown_active_httpx_sockets(client)
                             return
                         except Exception as e:
                             logger.debug(f"Error closing request in cancel watcher: {e}")
diff --git a/studio/backend/tests/test_llama_cpp_stream_cancel.py b/studio/backend/tests/test_llama_cpp_stream_cancel.py
index 1c73f4d17c..f87ce86450 100644
--- a/studio/backend/tests/test_llama_cpp_stream_cancel.py
+++ b/studio/backend/tests/test_llama_cpp_stream_cancel.py
@@ -3,8 +3,10 @@
 
 import contextlib
 import os
+import socket
 import sys
 import threading
+import time
 
 import httpx
 import pytest
@@ -79,3 +81,112 @@ def test_generate_chat_completion_swallows_internal_stream_cancel(monkeypatch):
     )
 
     assert chunks == []
+
+
+class _StallUpstream:
+    """Raw HTTP/1.1 server that streams one chunked SSE chunk, then holds the
+    socket open and silent so the client's next read blocks in recv() until its
+    side is torn down. Reproduces a mid-stream stall (llama-server goes quiet)."""
+
+    def __init__(self):
+        self._sock = socket.socket(socket.AF_INET, socket.SOCK_STREAM)
+        self._sock.setsockopt(socket.SOL_SOCKET, socket.SO_REUSEADDR, 1)
+        self._sock.bind(("127.0.0.1", 0))
+        self._sock.listen(1)
+        self.port = self._sock.getsockname()[1]
+        self._stop = threading.Event()
+        self._thread = threading.Thread(target = self._serve, daemon = True)
+
+    @property
+    def url(self) -> str:
+        return f"http://127.0.0.1:{self.port}/v1/chat/completions"
+
+    def __enter__(self):
+        self._thread.start()
+        return self
+
+    def __exit__(self, *_exc):
+        self._stop.set()
+        try:
+            self._sock.close()
+        except OSError:
+            pass
+        self._thread.join(timeout = 5)
+
+    def _serve(self) -> None:
+        try:
+            conn, _ = self._sock.accept()
+        except OSError:
+            return
+        with conn:
+            conn.settimeout(5)
+            try:
+                buf = b""
+                while b"\r\n\r\n" not in buf:
+                    data = conn.recv(4096)
+                    if not data:
+                        return
+                    buf += data
+                head, _, body = buf.partition(b"\r\n\r\n")
+                content_length = 0
+                for line in head.split(b"\r\n"):
+                    if line.lower().startswith(b"content-length:"):
+                        content_length = int(line.split(b":", 1)[1].strip())
+                        break
+                while len(body) < content_length:
+                    data = conn.recv(4096)
+                    if not data:
+                        break
+                    body += data
+            except OSError:
+                return
+            conn.sendall(
+                b"HTTP/1.1 200 OK\r\n"
+                b"Content-Type: text/event-stream\r\n"
+                b"Transfer-Encoding: chunked\r\n"
+                b"\r\n"
+            )
+            chunk = b"data: hello\n\n"
+            conn.sendall(b"%x\r\n%s\r\n" % (len(chunk), chunk))
+            # Stall: stay open and silent until the client shuts its side down.
+            while not self._stop.wait(timeout = 0.05):
+                try:
+                    conn.settimeout(0.05)
+                    if conn.recv(1) == b"":
+                        return
+                except socket.timeout:
+                    continue
+                except OSError:
+                    return
+
+
+def test_cancel_interrupts_a_read_blocked_on_a_mid_stream_stall():
+    # Mid-stream stall: the reader is parked in recv() on a long bound read timeout,
+    # so response.close() alone can't wake it; the watcher must shut the socket down.
+    # Assert cancel lands in seconds, not at the far-off deadline (pre-fix: hung ~30s).
+    with _StallUpstream() as server:
+        cancel_event = threading.Event()
+
+        def _cancel_soon():
+            time.sleep(0.3)
+            cancel_event.set()
+
+        threading.Thread(target = _cancel_soon, daemon = True).start()
+
+        started = time.monotonic()
+        with httpx.Client(
+            limits = httpx.Limits(max_keepalive_connections = 0), trust_env = False
+        ) as client:
+            with pytest.raises(_LlamaStreamCancelled):
+                with LlamaCppBackend._stream_with_retry(
+                    client,
+                    server.url,
+                    {},
+                    cancel_event,
+                    first_token_deadline = started + 30,
+                ) as response:
+                    for _chunk in response.iter_text():
+                        pass  # first chunk arrives, then the read blocks silently
+        elapsed = time.monotonic() - started
+
+    assert elapsed < 10, f"cancel took {elapsed:.1f}s; the blocked read was not interrupted"