diff --git a/stdlib/compileall.pyi b/stdlib/compileall.pyi
index dd1de3f496e7..4621500eda96 100644
--- a/stdlib/compileall.pyi
+++ b/stdlib/compileall.pyi
@@ -8,7 +8,7 @@ __all__ = ["compile_dir", "compile_file", "compile_path"]
 class _SupportsSearch(Protocol):
     def search(self, string: str) -> Any: ...
 
-if sys.version_info >= (3, 9):
+if sys.version_info >= (3, 10):
     def compile_dir(
         dir: StrPath,
         maxlevels: int | None = ...,
@@ -21,7 +21,7 @@ if sys.version_info >= (3, 9):
         workers: int = ...,
         invalidation_mode: PycInvalidationMode | None = ...,
         *,
-        stripdir: str | None = ...,  # TODO: change to StrPath | None once https://bugs.python.org/issue40447 is resolved
+        stripdir: StrPath | None = ...,
         prependdir: StrPath | None = ...,
         limit_sl_dest: StrPath | None = ...,
         hardlink_dupes: bool = ...,
@@ -36,7 +36,41 @@ if sys.version_info >= (3, 9):
         optimize: int = ...,
         invalidation_mode: PycInvalidationMode | None = ...,
         *,
-        stripdir: str | None = ...,  # TODO: change to StrPath | None once https://bugs.python.org/issue40447 is resolved
+        stripdir: StrPath | None = ...,
+        prependdir: StrPath | None = ...,
+        limit_sl_dest: StrPath | None = ...,
+        hardlink_dupes: bool = ...,
+    ) -> int: ...
+
+elif sys.version_info >= (3, 9):
+    def compile_dir(
+        dir: StrPath,
+        maxlevels: int | None = ...,
+        ddir: StrPath | None = ...,
+        force: bool = ...,
+        rx: _SupportsSearch | None = ...,
+        quiet: int = ...,
+        legacy: bool = ...,
+        optimize: int = ...,
+        workers: int = ...,
+        invalidation_mode: PycInvalidationMode | None = ...,
+        *,
+        stripdir: str | None = ...,  # https://bugs.python.org/issue40447
+        prependdir: StrPath | None = ...,
+        limit_sl_dest: StrPath | None = ...,
+        hardlink_dupes: bool = ...,
+    ) -> int: ...
+    def compile_file(
+        fullname: StrPath,
+        ddir: StrPath | None = ...,
+        force: bool = ...,
+        rx: _SupportsSearch | None = ...,
+        quiet: int = ...,
+        legacy: bool = ...,
+        optimize: int = ...,
+        invalidation_mode: PycInvalidationMode | None = ...,
+        *,
+        stripdir: str | None = ...,  # https://bugs.python.org/issue40447
         prependdir: StrPath | None = ...,
         limit_sl_dest: StrPath | None = ...,
         hardlink_dupes: bool = ...,