It turns out I had the sense of the GetLocalBounds bool wrong everywhere, so ...

views/window/dialog_client_view.cc

 // Copyright (c) 2011 The Chromium Authors. All rights reserved.
 // Use of this source code is governed by a BSD-style license that can be
 // found in the LICENSE file.
 
 #include "views/window/dialog_client_view.h"
 
 #if defined(OS_WIN)
 #include <windows.h>
 #include <uxtheme.h>
 #include <vsstyle.h>
@@ skipping 416 matching lines @@
     HDC dc = canvas->BeginPlatformPaint();
     SIZE gripper_size = { 0, 0 };
     gfx::NativeTheme::instance()->GetThemePartSize(
         gfx::NativeTheme::STATUS, dc, SP_GRIPPER, 1, NULL, TS_TRUE,
         &gripper_size);
 
     // TODO(beng): (http://b/1085509) In "classic" rendering mode, there isn't
     //             a theme-supplied gripper. We should probably improvise
     //             something, which would also require changing |gripper_size|
     //             to have different default values, too...
-    size_box_bounds_ = GetLocalBounds();
+    size_box_bounds_ = GetContentsBounds();
     size_box_bounds_.set_x(size_box_bounds_.right() - gripper_size.cx);
     size_box_bounds_.set_y(size_box_bounds_.bottom() - gripper_size.cy);
     RECT native_bounds = size_box_bounds_.ToRECT();
     gfx::NativeTheme::instance()->PaintStatusGripper(
         dc, SP_PANE, 1, 0, &native_bounds);
     canvas->EndPlatformPaint();
 #else
     NOTIMPLEMENTED();
     // TODO(port): paint size box
 #endif
@@ skipping 121 matching lines @@
 void DialogClientView::InitClass() {
   static bool initialized = false;
   if (!initialized) {
     ResourceBundle& rb = ResourceBundle::GetSharedInstance();
     dialog_button_font_ = new gfx::Font(rb.GetFont(ResourceBundle::BaseFont));
     initialized = true;
   }
 }
 
 }  // namespace views