diff --git a/lib/AutomaticEmails/WooCommerce/Events/PurchasedProduct.php b/lib/AutomaticEmails/WooCommerce/Events/PurchasedProduct.php
index 6208fe57aa..3cdf55a1ce 100644
--- a/lib/AutomaticEmails/WooCommerce/Events/PurchasedProduct.php
+++ b/lib/AutomaticEmails/WooCommerce/Events/PurchasedProduct.php
@@ -128,17 +128,18 @@ class PurchasedProduct {
 
     $schedulingCondition = function(Newsletter $automaticEmail) use ($orderedProducts, $subscriber) {
       $meta = $automaticEmail->getMeta();
-
       if (empty($meta['option'])) return false;
-      if ($this->repository->wasScheduledForSubscriber($automaticEmail->id, $subscriber->id)) {
-        $sentAllProducts = $this->repository->alreadySentAllProducts($automaticEmail->id, $subscriber->id, 'orderedProducts', $orderedProducts);
-        if ($sentAllProducts) return false;
-      }
 
       $metaProducts = array_column($meta['option'], 'id');
       $matchedProducts = array_intersect($metaProducts, $orderedProducts);
+      if (empty($matchedProducts)) return false;
 
-      return !empty($matchedProducts);
+      if ($this->repository->wasScheduledForSubscriber($automaticEmail->id, $subscriber->id)) {
+        $sentAllProducts = $this->repository->alreadySentAllProducts($automaticEmail->id, $subscriber->id, 'orderedProducts', $matchedProducts);
+        if ($sentAllProducts) return false;
+      }
+
+      return true;
     };
 
     $this->loggerFactory->getLogger(self::SLUG)->addInfo(
diff --git a/tests/integration/AutomaticEmails/WooCommerce/Events/PurchasedProductTest.php b/tests/integration/AutomaticEmails/WooCommerce/Events/PurchasedProductTest.php
index fac2f533b0..4e188678f4 100644
--- a/tests/integration/AutomaticEmails/WooCommerce/Events/PurchasedProductTest.php
+++ b/tests/integration/AutomaticEmails/WooCommerce/Events/PurchasedProductTest.php
@@ -162,9 +162,41 @@ class PurchasedProductTest extends \MailPoetTest {
     $event->scheduleEmailWhenProductIsPurchased($orderId);
     $queue1 = SendingQueue::where('newsletter_id', $newsletter->id)->findMany();
 
+    // Create a second order with the same product and some additional product.
+    // This was a cause for a duplicate email: https://mailpoet.atlassian.net/browse/MAILPOET-3254
+    $orderDetails = Stub::make(
+      new OrderDetails(),
+      [
+        'get_billing_email' => 'test@example.com',
+        'get_items' => function() use ($productId) {
+          return [
+            Stub::make(
+              \WC_Order_Item_Product::class,
+              [
+                'get_product_id' => $productId,
+              ]
+            ),
+            Stub::make(
+              \WC_Order_Item_Product::class,
+              [
+                'get_product_id' => '12345', // Dummy extra product ID
+              ]
+            ),
+          ];
+        },
+      ]
+    );
+    $orderDetails->total = 'order_total';
+    $orderId = 13;
+    $helper = Stub::make(WCHelper::class, [
+      'wcGetOrder' => $orderDetails,
+    ]);
+
+    $event = new PurchasedProduct($helper);
+
     $event->scheduleEmailWhenProductIsPurchased($orderId);
     $queue2 = SendingQueue::where('newsletter_id', $newsletter->id)->findMany();
-    expect($queue1)->count(count($queue2));
+    expect($queue2)->count(count($queue1));
   }
 
   public function testItDoesNotScheduleEmailWhenPurchasedProductDoesNotMatchConfiguredProductIds() {