diff --git a/bundles/org.eclipse.swt/Eclipse SWT/cocoa/org/eclipse/swt/widgets/Display.java b/bundles/org.eclipse.swt/Eclipse SWT/cocoa/org/eclipse/swt/widgets/Display.java
index c2524f8e8c9..eeba3421a5e 100644
--- a/bundles/org.eclipse.swt/Eclipse SWT/cocoa/org/eclipse/swt/widgets/Display.java	
+++ b/bundles/org.eclipse.swt/Eclipse SWT/cocoa/org/eclipse/swt/widgets/Display.java	
@@ -4636,7 +4636,9 @@ void sendEvent (int eventType, Event event) {
 	if (event == null) event = new Event ();
 	event.display = this;
 	event.type = eventType;
-	if (event.time == 0) event.time = getLastEventTime ();
+	// See comment in Widget.sendEvent(int, Event, boolean) for why
+	// getLastEventTime() is not used as a fallback here.
+	if (event.time == 0) event.time = (int) (System.nanoTime() / 1_000_000L);
 	sendEvent (eventTable, event);
 }
 
diff --git a/bundles/org.eclipse.swt/Eclipse SWT/cocoa/org/eclipse/swt/widgets/Widget.java b/bundles/org.eclipse.swt/Eclipse SWT/cocoa/org/eclipse/swt/widgets/Widget.java
index 3804a64ecf6..8d49f138b4c 100644
--- a/bundles/org.eclipse.swt/Eclipse SWT/cocoa/org/eclipse/swt/widgets/Widget.java	
+++ b/bundles/org.eclipse.swt/Eclipse SWT/cocoa/org/eclipse/swt/widgets/Widget.java	
@@ -1674,7 +1674,17 @@ void sendEvent (int eventType, Event event, boolean send) {
 	event.display = display;
 	event.widget = this;
 	if (event.time == 0) {
-		event.time = display.getLastEventTime ();
+		/*
+		 * display.getLastEventTime() only reflects the time of the last *native*
+		 * NSEvent that was processed; it is not updated by synthetic events
+		 * dispatched directly (e.g. notifyListeners()) without going through the
+		 * native event queue. Relying on it here would make consecutive
+		 * synthetic events (as commonly created by tests) carry the same, stale
+		 * time, which can incorrectly look like a repeated/duplicate event to
+		 * code (e.g. KeyBindingDispatcher) that de-duplicates by event time.
+		 * Use a distinct, always-advancing timestamp instead.
+		 */
+		event.time = (int) (System.nanoTime() / 1_000_000L);
 	}
 	if (send) {
 		sendEvent (event);
diff --git a/bundles/org.eclipse.swt/Eclipse SWT/gtk/org/eclipse/swt/widgets/Display.java b/bundles/org.eclipse.swt/Eclipse SWT/gtk/org/eclipse/swt/widgets/Display.java
index 4a1bc89cce3..769d255e887 100644
--- a/bundles/org.eclipse.swt/Eclipse SWT/gtk/org/eclipse/swt/widgets/Display.java	
+++ b/bundles/org.eclipse.swt/Eclipse SWT/gtk/org/eclipse/swt/widgets/Display.java	
@@ -5875,7 +5875,9 @@ void sendEvent (int eventType, Event event) {
 	if (event == null) event = new Event ();
 	event.display = this;
 	event.type = eventType;
-	if (event.time == 0) event.time = getLastEventTime ();
+	// See comment in Widget.sendEvent(int, Event, boolean) for why
+	// getLastEventTime() is not used as a fallback here.
+	if (event.time == 0) event.time = (int) (System.nanoTime() / 1_000_000L);
 	if (!filterEvent (event)) {
 		if (eventTable != null) sendEvent (eventTable, event);
 	}
diff --git a/bundles/org.eclipse.swt/Eclipse SWT/gtk/org/eclipse/swt/widgets/Widget.java b/bundles/org.eclipse.swt/Eclipse SWT/gtk/org/eclipse/swt/widgets/Widget.java
index 3471c7e010d..cee92f17042 100644
--- a/bundles/org.eclipse.swt/Eclipse SWT/gtk/org/eclipse/swt/widgets/Widget.java	
+++ b/bundles/org.eclipse.swt/Eclipse SWT/gtk/org/eclipse/swt/widgets/Widget.java	
@@ -1679,7 +1679,18 @@ void sendEvent (int eventType, Event event, boolean send) {
 	event.display = display;
 	event.widget = this;
 	if (event.time == 0) {
-		event.time = display.getLastEventTime ();
+		/*
+		 * display.getLastEventTime() only reflects the time of the last *native*
+		 * GDK event that was processed; it is not updated by synthetic events
+		 * dispatched directly (e.g. notifyListeners()) without going through the
+		 * native event queue. Relying on it here would make consecutive
+		 * synthetic events (as commonly created by tests) carry the same, stale
+		 * time, which can incorrectly look like a repeated/duplicate event to
+		 * code (e.g. KeyBindingDispatcher) that de-duplicates by event time.
+		 * Use a distinct, always-advancing timestamp instead, consistent with
+		 * how other synthetic events (see sendJDKInternalEvent) are timestamped.
+		 */
+		event.time = (int) (System.nanoTime() / 1_000_000L);
 	}
 	if (send) {
 		sendEvent (event);