diff --git a/src/test_typing_extensions.py b/src/test_typing_extensions.py
index f07e1eb0..8073d91c 100644
--- a/src/test_typing_extensions.py
+++ b/src/test_typing_extensions.py
@@ -9570,13 +9570,24 @@ def test_sentinel_not_callable(self):
         ):
             sentinel()
 
-    def test_sentinel_not_picklable(self):
+    def test_sentinel_picklable(self):
         sentinel = Sentinel('sentinel')
-        with self.assertRaisesRegex(
-            TypeError,
-            "Cannot pickle 'Sentinel' object"
-        ):
-            pickle.dumps(sentinel)
+        for proto in range(pickle.HIGHEST_PROTOCOL + 1):
+            pickled = pickle.dumps(sentinel, protocol=proto)
+            loaded = pickle.loads(pickled)
+            self.assertIs(loaded, sentinel)
+
+    def test_sentinel_pickle_preserves_identity(self):
+        sentinel = Sentinel('pickle_identity_test')
+        pickled = pickle.dumps(sentinel)
+        loaded = pickle.loads(pickled)
+        self.assertIs(loaded, sentinel)
+        self.assertEqual(repr(loaded), '<pickle_identity_test>')
+
+    def test_sentinel_singleton(self):
+        s1 = Sentinel('singleton_test')
+        s2 = Sentinel('singleton_test')
+        self.assertIs(s1, s2)
 
 def load_tests(loader, tests, pattern):
     import doctest
diff --git a/src/typing_extensions.py b/src/typing_extensions.py
index 20c331ee..21118dc5 100644
--- a/src/typing_extensions.py
+++ b/src/typing_extensions.py
@@ -159,6 +159,9 @@
 # Added with bpo-45166 to 3.10.1+ and some 3.9 versions
 _FORWARD_REF_HAS_CLASS = "__forward_is_class__" in typing.ForwardRef.__slots__
 
+_sentinel_registry = {}
+
+
 class Sentinel:
     """Create a unique sentinel object.
 
@@ -168,13 +171,27 @@ class Sentinel:
     If not provided, "<name>" will be used.
     """
 
-    def __init__(
-        self,
-        name: str,
-        repr: typing.Optional[str] = None,
-    ):
-        self._name = name
-        self._repr = repr if repr is not None else f'<{name}>'
+    def __new__(cls, name: str, repr: typing.Optional[str] = None, module_name: typing.Optional[str] = None):
+        if module_name is None:
+            # Auto-detect calling module
+            frame = inspect.currentframe()
+            try:
+                caller = frame.f_back
+                module_name = caller.f_globals.get('__name__', '__main__')
+            finally:
+                del frame
+
+        key = (module_name, name)
+        existing = _sentinel_registry.get(key)
+        if existing is not None:
+            return existing
+
+        instance = super().__new__(cls)
+        instance._name = name
+        instance._repr = repr if repr is not None else f'<{name}>'
+        instance._module_name = module_name
+        _sentinel_registry[key] = instance
+        return instance
 
     def __repr__(self):
         return self._repr
@@ -193,8 +210,8 @@ def __or__(self, other):
         def __ror__(self, other):
             return typing.Union[other, self]
 
-    def __getstate__(self):
-        raise TypeError(f"Cannot pickle {type(self).__name__!r} object")
+    def __reduce__(self):
+        return (self.__class__, (self._name, None, self._module_name))
 
 
 _marker = Sentinel("sentinel")