diff --git a/core/org.eclipse.cdt.core.win32.x86_64/os/win32/x86_64/listtasks.exe b/core/org.eclipse.cdt.core.win32.x86_64/os/win32/x86_64/listtasks.exe
old mode 100644
new mode 100755
diff --git a/core/org.eclipse.cdt.core.win32.x86_64/os/win32/x86_64/pty.dll b/core/org.eclipse.cdt.core.win32.x86_64/os/win32/x86_64/pty.dll
old mode 100644
new mode 100755
diff --git a/core/org.eclipse.cdt.core.win32.x86_64/os/win32/x86_64/spawner.dll b/core/org.eclipse.cdt.core.win32.x86_64/os/win32/x86_64/spawner.dll
old mode 100644
new mode 100755
diff --git a/core/org.eclipse.cdt.core.win32.x86_64/os/win32/x86_64/starter.exe b/core/org.eclipse.cdt.core.win32.x86_64/os/win32/x86_64/starter.exe
old mode 100644
new mode 100755
diff --git a/core/org.eclipse.cdt.core.win32.x86_64/os/win32/x86_64/winpty-agent.exe b/core/org.eclipse.cdt.core.win32.x86_64/os/win32/x86_64/winpty-agent.exe
old mode 100644
new mode 100755
diff --git a/core/org.eclipse.cdt.core.win32.x86_64/os/win32/x86_64/winpty.dll b/core/org.eclipse.cdt.core.win32.x86_64/os/win32/x86_64/winpty.dll
old mode 100644
new mode 100755
diff --git a/core/org.eclipse.cdt.core.win32.x86_64/os/win32/x86_64/winreg.dll b/core/org.eclipse.cdt.core.win32.x86_64/os/win32/x86_64/winreg.dll
old mode 100644
new mode 100755
diff --git a/releng/scripts/check_code_cleanliness.sh b/releng/scripts/check_code_cleanliness.sh
index 1e0846d13c0..8d5e3a8d792 100755
--- a/releng/scripts/check_code_cleanliness.sh
+++ b/releng/scripts/check_code_cleanliness.sh
@@ -115,6 +115,14 @@ if test -e native/org.eclipse.cdt.native.serial/jni; then
     fi
 fi
 
+##
+# Mark Windows binaries as executable
+##
+echo "Marking Windows binaries as executable"
+git ls-files -- \*.exe \*.dll | while read line; do
+    chmod +x "$line"
+done
+
 ##
 # Check that none of the above caused any changes
 ##