diff --git a/src/pipx/util.py b/src/pipx/util.py
index e10dac9433..ab80dc2227 100644
--- a/src/pipx/util.py
+++ b/src/pipx/util.py
@@ -55,7 +55,10 @@ def rmdir(path: Path, safe_rm: bool = True) -> None:
     logger.info(f"removing directory {path}")
     try:
         if WINDOWS:
-            os.system(f'rmdir /S /Q "{str(path)}"')
+            # The packaged app (Microsoft Store) version of Python uses path
+            # redirections, but `rmdir` won't follow these, so use realpath()
+            # to manually apply the redirection first.
+            os.system(f'rmdir /S /Q "{os.path.realpath(path)}"')
         else:
             shutil.rmtree(path)
     except FileNotFoundError: