diff --git a/utils/file.c b/utils/file.c
index 75a8a1c03..a8ab70f67 100644
--- a/utils/file.c
+++ b/utils/file.c
@@ -152,6 +152,30 @@ static nserror posix_nsurl_to_path(struct nsurl *url, char **path_out)
 		return res;
 	}
 
+#if defined(__montauk__)
+	/*
+	 * MontaukOS absolute paths are drive-qualified ("0:/dir/file"). The
+	 * file: URL syntax requires a leading slash before the path, so the
+	 * round trip through path_to_nsurl() yields "/0%3A/dir/file", which
+	 * unescapes to "/0:/dir/file". Resolving that treats the leading slash
+	 * as "root of the current drive" and leaves the drive prefix as a
+	 * directory name, producing "0:/0:/dir/file".
+	 *
+	 * Drop the slash when what follows is a drive prefix, restoring the
+	 * original path.
+	 */
+	if (path[0] == '/') {
+		const char *p = path + 1;
+
+		while (*p >= '0' && *p <= '9') {
+			p++;
+		}
+		if ((p > path + 1) && (*p == ':')) {
+			memmove(path, path + 1, strlen(path));
+		}
+	}
+#endif
+
 	*path_out = path;
 
 	return NSERROR_OK;