diff --git a/src/plugins/debugger/debuggeritemmanager.cpp b/src/plugins/debugger/debuggeritemmanager.cpp
index 7e853877503..b814199c775 100644
--- a/src/plugins/debugger/debuggeritemmanager.cpp
+++ b/src/plugins/debugger/debuggeritemmanager.cpp
@@ -675,6 +675,7 @@ void DebuggerItemManagerPrivate::autoDetectCdbDebuggers()
         item.setCommand(cdb);
         item.setEngineType(CdbEngineType);
         item.setUnexpandedDisplayName(uniqueDisplayName(tr("Auto-detected CDB at %1").arg(cdb.toUserOutput())));
+        item.reinitializeFromFile(); // collect version number
         m_model->addDebugger(item);
     }
 }
diff --git a/src/plugins/debugger/debuggerkitinformation.cpp b/src/plugins/debugger/debuggerkitinformation.cpp
index c852d4a086c..3893f227688 100644
--- a/src/plugins/debugger/debuggerkitinformation.cpp
+++ b/src/plugins/debugger/debuggerkitinformation.cpp
@@ -233,6 +233,19 @@ void DebuggerKitAspect::setup(Kit *k)
         if (level > bestLevel) {
             bestLevel = level;
             bestItem = item;
+        } else if (level == bestLevel) {
+            if (item.engineType() == bestItem.engineType()) {
+                const QStringList itemVersion = item.version().split('.');
+                const QStringList bestItemVersion = bestItem.version().split('.');
+                int end = qMax(item.version().size(), bestItemVersion.size());
+                for (int i = 0; i < end; ++i) {
+                    if (itemVersion.value(i) == bestItemVersion.value(i))
+                        continue;
+                    if (itemVersion.value(i).toInt() > bestItemVersion.value(i).toInt())
+                        bestItem = item;
+                    break;
+                }
+            }
         }
     }