diff --git a/Lib/ntpath.py b/Lib/ntpath.py
index 5481bb8888ef59..52ff2af743af6c 100644
--- a/Lib/ntpath.py
+++ b/Lib/ntpath.py
@@ -661,9 +661,10 @@ def _getfinalpathname_nonstrict(path):
         # 87: ERROR_INVALID_PARAMETER
         # 123: ERROR_INVALID_NAME
         # 161: ERROR_BAD_PATHNAME
+        # 1005: ERROR_UNRECOGNIZED_VOLUME
         # 1920: ERROR_CANT_ACCESS_FILE
         # 1921: ERROR_CANT_RESOLVE_FILENAME (implies unfollowable symlink)
-        allowed_winerror = 1, 2, 3, 5, 21, 32, 50, 53, 65, 67, 87, 123, 161, 1920, 1921
+        allowed_winerror = 1, 2, 3, 5, 21, 32, 50, 53, 65, 67, 87, 123, 161, 1005, 1920, 1921
 
         # Non-strict algorithm is to find as much of the target directory
         # as we can and join the rest.
diff --git a/Misc/NEWS.d/next/Windows/2025-05-19-03-02-04.gh-issue-76023.vHOf6M.rst b/Misc/NEWS.d/next/Windows/2025-05-19-03-02-04.gh-issue-76023.vHOf6M.rst
new file mode 100644
index 00000000000000..958f4f4a4408f7
--- /dev/null
+++ b/Misc/NEWS.d/next/Windows/2025-05-19-03-02-04.gh-issue-76023.vHOf6M.rst
@@ -0,0 +1 @@
+Make :func:`os.path.realpath` ignore Windows error 1005 when in non-strict mode.