diff --git a/stdlib/shutil.pyi b/stdlib/shutil.pyi
index 752cf2cb5..55c964fbd 100644
--- a/stdlib/shutil.pyi
+++ b/stdlib/shutil.pyi
@@ -100,14 +100,18 @@ class _ntuple_diskusage(NamedTuple):
     free: int
 
 def disk_usage(path: int | StrOrBytesPath) -> _ntuple_diskusage: ...
-@overload
-def chown(path: StrOrBytesPath, user: str | int, group: None = ...) -> None: ...
-@overload
-def chown(path: StrOrBytesPath, user: None = ..., *, group: str | int) -> None: ...
-@overload
-def chown(path: StrOrBytesPath, user: None, group: str | int) -> None: ...
-@overload
-def chown(path: StrOrBytesPath, user: str | int, group: str | int) -> None: ...
+
+if sys.platform != "win32":
+    # while chown can be imported on Windows it doesn't actually work
+    # see https://bugs.python.org/issue33140
+    @overload
+    def chown(path: StrOrBytesPath, user: str | int, group: None = ...) -> None: ...
+    @overload
+    def chown(path: StrOrBytesPath, user: None = ..., *, group: str | int) -> None: ...
+    @overload
+    def chown(path: StrOrBytesPath, user: None, group: str | int) -> None: ...
+    @overload
+    def chown(path: StrOrBytesPath, user: str | int, group: str | int) -> None: ...
 
 if sys.version_info >= (3, 8):
     @overload
diff --git a/tests/stubtest_allowlists/win32.txt b/tests/stubtest_allowlists/win32.txt
index ec7c2a84c..f7d68a3a0 100644
--- a/tests/stubtest_allowlists/win32.txt
+++ b/tests/stubtest_allowlists/win32.txt
@@ -75,3 +75,6 @@ ssl.SSLSocket.recvmsg
 ssl.SSLSocket.recvmsg_into
 ssl.SSLSocket.sendmsg
 winreg.HKEYType.handle
+
+# exist but do not work on Windows
+shutil.chown