diff -r 547316ea137d -r 5b4f14990dd1 common/autoconf/toolchain_windows.m4
--- a/common/autoconf/toolchain_windows.m4	Wed Oct 16 11:55:44 2013 -0700
+++ b/common/autoconf/toolchain_windows.m4	Fri Oct 18 10:41:18 2013 +0200
@@ -228,52 +228,113 @@
     AC_MSG_NOTICE([or run "bash.exe -l" from a VS command prompt and then run configure from there.])
     AC_MSG_ERROR([Cannot continue])
   fi
+])
 
-  AC_MSG_CHECKING([for msvcr100.dll])
+AC_DEFUN([TOOLCHAIN_CHECK_POSSIBLE_MSVCR_DLL],
+[
+  POSSIBLE_MSVCR_DLL="$1"
+  METHOD="$2"
+  if test -e "$POSSIBLE_MSVCR_DLL"; then
+    AC_MSG_NOTICE([Found msvcr100.dll at $POSSIBLE_MSVCR_DLL using $METHOD])
+    
+    # Need to check if the found msvcr is correct architecture
+    AC_MSG_CHECKING([found msvcr100.dll architecture])
+    MSVCR_DLL_FILETYPE=`$FILE -b "$POSSIBLE_MSVCR_DLL"`
+    if test "x$OPENJDK_TARGET_CPU_BITS" = x32; then
+      CORRECT_MSVCR_ARCH=386
+    else
+      CORRECT_MSVCR_ARCH=x86-64
+    fi
+    if $ECHO "$MSVCR_DLL_FILETYPE" | $GREP $CORRECT_MSVCR_ARCH 2>&1 > /dev/null; then
+      AC_MSG_RESULT([ok])
+      MSVCR_DLL="$POSSIBLE_MSVCR_DLL"
+      AC_MSG_CHECKING([for msvcr100.dll])
+      AC_MSG_RESULT([$MSVCR_DLL])
+    else
+      AC_MSG_RESULT([incorrect, ignoring])
+      AC_MSG_NOTICE([The file type of the located msvcr100.dll is $MSVCR_DLL_FILETYPE])
+    fi
+  fi
+])
+
+AC_DEFUN([TOOLCHAIN_SETUP_MSVCR_DLL],
+[
   AC_ARG_WITH(msvcr-dll, [AS_HELP_STRING([--with-msvcr-dll],
       [copy this msvcr100.dll into the built JDK (Windows only) @<:@probed@:>@])])
+
   if test "x$with_msvcr_dll" != x; then
-    MSVCR_DLL="$with_msvcr_dll"
-  else
+    # If given explicitely by user, do not probe. If not present, fail directly.
+    TOOLCHAIN_CHECK_POSSIBLE_MSVCR_DLL([$with_msvcr_dll], [--with-msvcr-dll])
+    if test "x$MSVCR_DLL" = x; then
+      AC_MSG_ERROR([Could not find a proper msvcr100.dll as specified by --with-msvcr-dll])
+    fi
+  fi
+  
+  if test "x$MSVCR_DLL" = x; then
+    # Probe: Using well-known location from Visual Studio 10.0
     if test "x$VCINSTALLDIR" != x; then
+      CYGWIN_VC_INSTALL_DIR="$VCINSTALLDIR"
+      BASIC_WINDOWS_REWRITE_AS_UNIX_PATH(CYGWIN_VC_INSTALL_DIR)
       if test "x$OPENJDK_TARGET_CPU_BITS" = x64; then
-        MSVCR_DLL=`find "$VCINSTALLDIR" -name msvcr100.dll | grep x64 | head --lines 1`
+        POSSIBLE_MSVCR_DLL="$CYGWIN_VC_INSTALL_DIR/redist/x64/Microsoft.VC100.CRT/msvcr100.dll"
       else
-        MSVCR_DLL=`find "$VCINSTALLDIR" -name msvcr100.dll | grep x86 | grep -v ia64 | grep -v x64 | head --lines 1`
-        if test "x$MSVCR_DLL" = x; then
-          MSVCR_DLL=`find "$VCINSTALLDIR" -name msvcr100.dll | head --lines 1`
+        POSSIBLE_MSVCR_DLL="$CYGWIN_VC_INSTALL_DIR/redist/x86/Microsoft.VC100.CRT/msvcr100.dll"
+      fi
+      TOOLCHAIN_CHECK_POSSIBLE_MSVCR_DLL([$POSSIBLE_MSVCR_DLL], [well-known location in VCINSTALLDIR])
+    fi
+  fi
+
+  if test "x$MSVCR_DLL" = x; then
+    # Probe: Check in the Boot JDK directory.
+    POSSIBLE_MSVCR_DLL="$BOOT_JDK/bin/msvcr100.dll"
+    TOOLCHAIN_CHECK_POSSIBLE_MSVCR_DLL([$POSSIBLE_MSVCR_DLL], [well-known location in Boot JDK])
+  fi
+  
+  if test "x$MSVCR_DLL" = x; then
+    # Probe: Look in the Windows system32 directory 
+    CYGWIN_SYSTEMROOT="$SYSTEMROOT"
+    BASIC_WINDOWS_REWRITE_AS_UNIX_PATH(CYGWIN_SYSTEMROOT)
+    POSSIBLE_MSVCR_DLL="$CYGWIN_SYSTEMROOT/system32/msvcr100.dll"
+    TOOLCHAIN_CHECK_POSSIBLE_MSVCR_DLL([$POSSIBLE_MSVCR_DLL], [well-known location in SYSTEMROOT])
+  fi
+
+  if test "x$MSVCR_DLL" = x; then
+    # Probe: If Visual Studio Express is installed, there is usually one with the debugger
+    if test "x$VS100COMNTOOLS" != x; then
+      CYGWIN_VS_TOOLS_DIR="$VS100COMNTOOLS/.."
+      BASIC_WINDOWS_REWRITE_AS_UNIX_PATH(CYGWIN_VS_TOOLS_DIR)
+      if test "x$OPENJDK_TARGET_CPU_BITS" = x64; then
+        POSSIBLE_MSVCR_DLL=`$FIND "$CYGWIN_VS_TOOLS_DIR" -name msvcr100.dll | $GREP -i /x64/ | $HEAD --lines 1`
+      else
+        POSSIBLE_MSVCR_DLL=`$FIND "$CYGWIN_VS_TOOLS_DIR" -name msvcr100.dll | $GREP -i /x86/ | $HEAD --lines 1`
+      fi
+      TOOLCHAIN_CHECK_POSSIBLE_MSVCR_DLL([$POSSIBLE_MSVCR_DLL], [search of VS100COMNTOOLS])
+    fi
+  fi
+      
+  if test "x$MSVCR_DLL" = x; then
+    # Probe: Search wildly in the VCINSTALLDIR. We've probably lost by now.
+    # (This was the original behaviour; kept since it might turn up something)
+    if test "x$CYGWIN_VC_INSTALL_DIR" != x; then
+      if test "x$OPENJDK_TARGET_CPU_BITS" = x64; then
+        POSSIBLE_MSVCR_DLL=`$FIND "$CYGWIN_VC_INSTALL_DIR" -name msvcr100.dll | $GREP x64 | $HEAD --lines 1`
+      else
+        POSSIBLE_MSVCR_DLL=`$FIND "$CYGWIN_VC_INSTALL_DIR" -name msvcr100.dll | $GREP x86 | $GREP -v ia64 | $GREP -v x64 | $HEAD --lines 1`
+        if test "x$POSSIBLE_MSVCR_DLL" = x; then
+          # We're grasping at straws now...
+          POSSIBLE_MSVCR_DLL=`$FIND "$CYGWIN_VC_INSTALL_DIR" -name msvcr100.dll | $HEAD --lines 1`
         fi
       fi
-      if test "x$MSVCR_DLL" != x; then
-        AC_MSG_NOTICE([msvcr100.dll found in VCINSTALLDIR: $VCINSTALLDIR])
-      else
-        AC_MSG_NOTICE([Warning: msvcr100.dll not found in VCINSTALLDIR: $VCINSTALLDIR])
-      fi
-    fi
-    # Try some fallback alternatives
-    if test "x$MSVCR_DLL" = x; then
-      # If visual studio express is installed, there is usually one with the debugger
-      if test "x$VS100COMNTOOLS" != x; then
-        if test "x$OPENJDK_TARGET_CPU_BITS" = x64; then
-          MSVCR_DLL=`find "$VS100COMNTOOLS/.." -name msvcr100.dll | grep -i x64 | head --lines 1`
-          AC_MSG_NOTICE([msvcr100.dll found in $VS100COMNTOOLS..: $VS100COMNTOOLS..])
-        fi
-      fi
-    fi
-    if test "x$MSVCR_DLL" = x; then
-      if test "x$OPENJDK_TARGET_CPU_BITS" = x32; then
-        # Fallback for 32bit builds, look in the windows directory.
-        if test -f "$SYSTEMROOT/system32/msvcr100.dll"; then
-          AC_MSG_NOTICE([msvcr100.dll found in $SYSTEMROOT/system32])
-          MSVCR_DLL="$SYSTEMROOT/system32/msvcr100.dll"
-        fi
-      fi
+      
+      TOOLCHAIN_CHECK_POSSIBLE_MSVCR_DLL([$POSSIBLE_MSVCR_DLL], [search of VCINSTALLDIR])
     fi
   fi
+  
   if test "x$MSVCR_DLL" = x; then
+    AC_MSG_CHECKING([for msvcr100.dll])
     AC_MSG_RESULT([no])
-    AC_MSG_ERROR([Could not find msvcr100.dll !])
+    AC_MSG_ERROR([Could not find msvcr100.dll. Please specify using --with-msvcr-dll.])
   fi
-  AC_MSG_RESULT([$MSVCR_DLL])
+
   BASIC_FIXUP_PATH(MSVCR_DLL)
 ])