diff --git a/fiftyone/service/ipc.py b/fiftyone/service/ipc.py
index 5de3a92f57..049030ba1a 100644
--- a/fiftyone/service/ipc.py
+++ b/fiftyone/service/ipc.py
@@ -109,7 +109,7 @@ def send_request(port, message):
     Returns:
         response (any type)
     """
-    s = socket.socket(socket.AF_INET, socket.SOCK_STREAM)
-    s.connect(("localhost", port))
-    pickle.dump(message, s.makefile("wb"))
-    return pickle.load(s.makefile("rb"))
+    with socket.socket(socket.AF_INET, socket.SOCK_STREAM) as s:
+        s.connect(("localhost", port))
+        pickle.dump(message, s.makefile("wb"))
+        return pickle.load(s.makefile("rb"))
diff --git a/requirements/test.txt b/requirements/test.txt
index 9173566d9c..c2ee8be8fe 100644
--- a/requirements/test.txt
+++ b/requirements/test.txt
@@ -1,6 +1,6 @@
 open3d>=0.16.0
 itsdangerous==2.0.1
-werkzeug==3.0.3
+werkzeug>=2.0.3
 pydicom<3
 pytest==7.3.1
 pytest-cov==4.0.0
diff --git a/tests/ipc_tests.py b/tests/ipc_tests.py
index f94c5352e2..86f856b184 100644
--- a/tests/ipc_tests.py
+++ b/tests/ipc_tests.py
@@ -13,6 +13,9 @@
 import sys
 import threading
 import time
+import unittest
+from io import BytesIO
+from unittest.mock import MagicMock
 
 import psutil
 import pytest
@@ -120,6 +123,31 @@ def test_run_in_background():
     assert requests == [2, 3]
 
 
+@unittest.mock.patch("socket.socket")
+def test_socket_closes_on_exception(mock_socket):
+    mock_socket_instance = MagicMock()
+    mock_socket.return_value = mock_socket_instance
+    mock_wb = BytesIO()
+    mock_socket_instance.makefile.side_effect = [mock_wb]
+
+    # Test
+    with unittest.mock.patch(
+        "pickle.dump", side_effect=Exception("Test exception")
+    ):
+        try:
+            send_request(12345, "test message")
+        except Exception as e:
+            assert str(e) == "Test exception"
+
+    # Ensure that the context manager enters and exits
+    mock_socket_instance.__enter__.assert_called_once()
+    mock_socket_instance.__exit__.assert_called_once_with(
+        Exception,  # The exception type
+        unittest.mock.ANY,  # The exception instance
+        unittest.mock.ANY,  # The traceback object
+    )
+
+
 def test_find_processes_by_args():
     assert current_process in list(
         find_processes_by_args(current_process.cmdline())