diff --git a/tests/tools/test_local_env_windows_msys.py b/tests/tools/test_local_env_windows_msys.py
index 529e8b2f2ae..777935b17ec 100644
--- a/tests/tools/test_local_env_windows_msys.py
+++ b/tests/tools/test_local_env_windows_msys.py
@@ -26,6 +26,7 @@ from tools.environments.local import (
     LocalEnvironment,
     _msys_to_windows_path,
     _resolve_safe_cwd,
+    _windows_to_msys_path,
 )
 
 
@@ -70,6 +71,35 @@ class TestMsysToWindowsPath:
         assert _msys_to_windows_path("") == ""
 
 
+# ---------------------------------------------------------------------------
+# _windows_to_msys_path — reverse translation for bash builtin cd
+# ---------------------------------------------------------------------------
+
+class TestWindowsToMsysPath:
+    def test_noop_on_non_windows(self, monkeypatch):
+        monkeypatch.setattr(local_mod, "_IS_WINDOWS", False)
+        assert _windows_to_msys_path(r"C:\Users\NVIDIA") == r"C:\Users\NVIDIA"
+
+    def test_translates_backslash_path(self, monkeypatch):
+        monkeypatch.setattr(local_mod, "_IS_WINDOWS", True)
+        assert _windows_to_msys_path(r"C:\Users\NVIDIA") == "/c/Users/NVIDIA"
+        assert _windows_to_msys_path(r"D:\Projects\foo bar") == "/d/Projects/foo bar"
+
+    def test_translates_forward_slash_native_path(self, monkeypatch):
+        monkeypatch.setattr(local_mod, "_IS_WINDOWS", True)
+        assert _windows_to_msys_path("C:/Users/NVIDIA") == "/c/Users/NVIDIA"
+
+    def test_translates_drive_root(self, monkeypatch):
+        monkeypatch.setattr(local_mod, "_IS_WINDOWS", True)
+        assert _windows_to_msys_path(r"C:\\") == "/c/"
+        assert _windows_to_msys_path("D:/") == "/d/"
+
+    def test_does_not_translate_non_drive_path(self, monkeypatch):
+        monkeypatch.setattr(local_mod, "_IS_WINDOWS", True)
+        assert _windows_to_msys_path("/tmp/foo") == "/tmp/foo"
+        assert _windows_to_msys_path(r"\\server\share") == r"\\server\share"
+
+
 # ---------------------------------------------------------------------------
 # _resolve_safe_cwd — Windows fast path
 # ---------------------------------------------------------------------------
@@ -196,3 +226,23 @@ class TestExtractCwdFromOutputWindowsMsys:
             env._extract_cwd_from_output(result)
 
         assert env.cwd == str(new_dir)
+
+
+# ---------------------------------------------------------------------------
+# Command wrapping — native Windows cwd must be Git Bash-friendly for cd
+# ---------------------------------------------------------------------------
+
+class TestWrapCommandWindowsNativeCwd:
+    def test_wrap_command_converts_native_cwd_for_builtin_cd(self, monkeypatch):
+        monkeypatch.setattr(local_mod, "_IS_WINDOWS", True)
+
+        with patch.object(
+            LocalEnvironment, "init_session", autospec=True, return_value=None
+        ):
+            env = LocalEnvironment(cwd=r"C:\Users\liush", timeout=10)
+
+        env._snapshot_ready = True
+        wrapped = env._wrap_command("pwd", r"C:\Users\liush")
+
+        assert "builtin cd -- /c/Users/liush || exit 126" in wrapped
+        assert r"builtin cd -- C:\Users\liush || exit 126" not in wrapped
diff --git a/tools/environments/local.py b/tools/environments/local.py
index 528fd53298c..bccba38882c 100644
--- a/tools/environments/local.py
+++ b/tools/environments/local.py
@@ -40,6 +40,24 @@ def _msys_to_windows_path(cwd: str) -> str:
     return f"{drive}:{tail or chr(92)}"  # chr(92) = backslash, avoid raw-string escape
 
 
+def _windows_to_msys_path(cwd: str) -> str:
+    """Translate a native Windows path (``C:\\Users\\x``) to Git Bash /
+    MSYS form (``/c/Users/x``) so ``builtin cd`` resolves it reliably.
+
+    No-ops on non-Windows hosts or for paths that aren't drive-qualified
+    native Windows paths. Returns the input unchanged when no translation
+    applies.
+    """
+    if not _IS_WINDOWS or not cwd:
+        return cwd
+    m = re.match(r'^([a-zA-Z]):[\\/]*(.*)$', cwd)
+    if not m:
+        return cwd
+    drive = m.group(1).lower()
+    tail = (m.group(2) or "").replace('\\', '/').lstrip('/')
+    return f"/{drive}/{tail}" if tail else f"/{drive}/"
+
+
 def _resolve_safe_cwd(cwd: str) -> str:
     """Return ``cwd`` if it exists as a directory, else the nearest existing
     ancestor.  Falls back to ``tempfile.gettempdir()`` only if walking up the
@@ -921,6 +939,11 @@ class LocalEnvironment(BaseEnvironment):
 
         return "/tmp"
 
+    @staticmethod
+    def _quote_cwd_for_cd(cwd: str) -> str:
+        """Use native paths for Python, but Git Bash-friendly paths for cd."""
+        return BaseEnvironment._quote_cwd_for_cd(_windows_to_msys_path(cwd))
+
     def _run_bash(self, cmd_string: str, *, login: bool = False,
                   timeout: int = 120,
                   stdin_data: str | None = None) -> subprocess.Popen: