diff --git a/stdlib/pathlib.pyi b/stdlib/pathlib.pyi
index e390e71785b1..3c2ae0fe7ab1 100644
--- a/stdlib/pathlib.pyi
+++ b/stdlib/pathlib.pyi
@@ -55,7 +55,11 @@ class PurePath(PathLike[str]):
     if sys.version_info >= (3, 9):
         def is_relative_to(self, *other: StrPath) -> bool: ...
 
-    def match(self, path_pattern: str) -> bool: ...
+    if sys.version_info >= (3, 12):
+        def match(self, path_pattern: str, *, case_sensitive: bool | None = None) -> bool: ...
+    else:
+        def match(self, path_pattern: str) -> bool: ...
+
     def relative_to(self, *other: StrPath) -> Self: ...
     def with_name(self, name: str) -> Self: ...
     if sys.version_info >= (3, 9):
@@ -70,6 +74,9 @@ class PurePath(PathLike[str]):
     if sys.version_info >= (3, 9) and sys.version_info < (3, 11):
         def __class_getitem__(cls, type: Any) -> GenericAlias: ...
 
+    if sys.version_info >= (3, 12):
+        def with_segments(self, *args: StrPath) -> Self: ...
+
 class PurePosixPath(PurePath): ...
 class PureWindowsPath(PurePath): ...
 
@@ -86,8 +93,15 @@ class Path(PurePath):
         def stat(self) -> stat_result: ...
         def chmod(self, mode: int) -> None: ...
 
-    def exists(self) -> bool: ...
-    def glob(self, pattern: str) -> Generator[Self, None, None]: ...
+    if sys.version_info >= (3, 12):
+        def exists(self, *, follow_symlinks: bool = True) -> bool: ...
+        def glob(self, pattern: str, *, case_sensitive: bool | None = None) -> Generator[Self, None, None]: ...
+        def rglob(self, pattern: str, *, case_sensitive: bool | None = None) -> Generator[Self, None, None]: ...
+    else:
+        def exists(self) -> bool: ...
+        def glob(self, pattern: str) -> Generator[Self, None, None]: ...
+        def rglob(self, pattern: str) -> Generator[Self, None, None]: ...
+
     def is_dir(self) -> bool: ...
     def is_file(self) -> bool: ...
     def is_symlink(self) -> bool: ...
@@ -95,6 +109,9 @@ class Path(PurePath):
     def is_fifo(self) -> bool: ...
     def is_block_device(self) -> bool: ...
     def is_char_device(self) -> bool: ...
+    if sys.version_info >= (3, 12):
+        def is_junction(self) -> bool: ...
+
     def iterdir(self) -> Generator[Self, None, None]: ...
     def lchmod(self, mode: int) -> None: ...
     def lstat(self) -> stat_result: ...
@@ -175,7 +192,6 @@ class Path(PurePath):
         def replace(self, target: str | PurePath) -> None: ...
 
     def resolve(self, strict: bool = False) -> Self: ...
-    def rglob(self, pattern: str) -> Generator[Self, None, None]: ...
     def rmdir(self) -> None: ...
     def symlink_to(self, target: StrOrBytesPath, target_is_directory: bool = False) -> None: ...
     if sys.version_info >= (3, 10):
diff --git a/tests/stubtest_allowlists/py312.txt b/tests/stubtest_allowlists/py312.txt
index 47009389410e..d30d3548684b 100644
--- a/tests/stubtest_allowlists/py312.txt
+++ b/tests/stubtest_allowlists/py312.txt
@@ -115,15 +115,9 @@ os.path.__all__
 os.path.isjunction
 os.path.splitroot
 pathlib.Path.__init__
-pathlib.Path.exists
-pathlib.Path.glob
-pathlib.Path.is_junction
-pathlib.Path.rglob
 pathlib.PurePath.__init__
 pathlib.PurePath.is_relative_to
-pathlib.PurePath.match
 pathlib.PurePath.relative_to
-pathlib.PurePath.with_segments
 pdb.Pdb.set_convenience_variable
 pkgutil.ImpImporter
 pkgutil.ImpLoader