diff --git a/Lib/pydoc.py b/Lib/pydoc.py
index c983cbb8aacb60..56a47dc68a6663 100755
--- a/Lib/pydoc.py
+++ b/Lib/pydoc.py
@@ -1128,7 +1128,8 @@ def docroutine(self, object, name=None, mod=None,
                     # XXX lambda's won't usually have func_annotations['return']
                     # since the syntax doesn't support but it is possible.
                     # So removing parentheses isn't truly safe.
-                    argspec = argspec[1:-1] # remove parentheses
+                    if not object.__annotations__:
+                        argspec = argspec[1:-1] # remove parentheses
         if not argspec:
             argspec = '(...)'
 
@@ -1581,7 +1582,8 @@ def docroutine(self, object, name=None, mod=None, cl=None, homecls=None):
                     # XXX lambda's won't usually have func_annotations['return']
                     # since the syntax doesn't support but it is possible.
                     # So removing parentheses isn't truly safe.
-                    argspec = argspec[1:-1] # remove parentheses
+                    if not object.__annotations__:
+                        argspec = argspec[1:-1] # remove parentheses
         if not argspec:
             argspec = '(...)'
         decl = asyncqualifier + title + argspec + note
diff --git a/Lib/test/test_pydoc/test_pydoc.py b/Lib/test/test_pydoc/test_pydoc.py
index a0c025c65185c4..ce61dba6a0d7d3 100644
--- a/Lib/test/test_pydoc/test_pydoc.py
+++ b/Lib/test/test_pydoc/test_pydoc.py
@@ -691,6 +691,30 @@ def test_help_output_redirect(self):
         finally:
             pydoc.getpager = getpager_old
 
+    def test_lambda_with_return_annotation(self):
+        func = lambda a, b, c: 1
+        func.__annotations__ = {"return": int}
+        with captured_output('stdout') as help_io:
+            pydoc.help(func)
+        helptext = help_io.getvalue()
+        self.assertIn("lambda (a, b, c) -> int", helptext)
+
+    def test_lambda_without_return_annotation(self):
+        func = lambda a, b, c: 1
+        func.__annotations__ = {"a": int, "b": int, "c": int}
+        with captured_output('stdout') as help_io:
+            pydoc.help(func)
+        helptext = help_io.getvalue()
+        self.assertIn("lambda (a: int, b: int, c: int)", helptext)
+
+    def test_lambda_with_return_and_params_annotation(self):
+        func = lambda a, b, c: 1
+        func.__annotations__ = {"a": int, "b": int, "c": int, "return": int}
+        with captured_output('stdout') as help_io:
+            pydoc.help(func)
+        helptext = help_io.getvalue()
+        self.assertIn("lambda (a: int, b: int, c: int) -> int", helptext)
+
     def test_namedtuple_fields(self):
         Person = namedtuple('Person', ['nickname', 'firstname'])
         with captured_stdout() as help_io:
diff --git a/Misc/NEWS.d/next/Library/2023-08-02-01-17-32.gh-issue-107155.Mj1K9L.rst b/Misc/NEWS.d/next/Library/2023-08-02-01-17-32.gh-issue-107155.Mj1K9L.rst
new file mode 100644
index 00000000000000..8362dc0fcfaa74
--- /dev/null
+++ b/Misc/NEWS.d/next/Library/2023-08-02-01-17-32.gh-issue-107155.Mj1K9L.rst
@@ -0,0 +1,3 @@
+Fix incorrect output of ``help(x)`` where ``x`` is a :keyword:`lambda`
+function, which has an ``__annotations__`` dictionary attribute with a
+``"return"`` key.