diff --git a/RELEASE-NOTES.txt b/RELEASE-NOTES.txt
index 2e6f8a87175..365f7acba1f 100644
--- a/RELEASE-NOTES.txt
+++ b/RELEASE-NOTES.txt
@@ -3,6 +3,7 @@
 *** For entries which are touching the Android Wear app's, start entry with `[WEAR]` too.
 21.3
 -----
+- [*] "One time shipping" label in Product Subscriptions now matches its availability state correctly. [https://github.com/woocommerce/woocommerce-android/pull/13021]
 - [Internal] Refactored IPP Payment flow to allow customizing payment collection UI in POS [https://github.com/woocommerce/woocommerce-android/pull/13014]
 - [*] Blaze Campaign Intro screen now offers creating a new product if the site has no products yet [https://github.com/woocommerce/woocommerce-android/pull/13001]
 
diff --git a/WooCommerce/src/main/kotlin/com/woocommerce/android/ui/products/details/ProductDetailCardBuilder.kt b/WooCommerce/src/main/kotlin/com/woocommerce/android/ui/products/details/ProductDetailCardBuilder.kt
index 783eb50732c..2f00df7c080 100644
--- a/WooCommerce/src/main/kotlin/com/woocommerce/android/ui/products/details/ProductDetailCardBuilder.kt
+++ b/WooCommerce/src/main/kotlin/com/woocommerce/android/ui/products/details/ProductDetailCardBuilder.kt
@@ -483,11 +483,7 @@ class ProductDetailCardBuilder(
                 ),
                 Pair(
                     resources.getString(string.subscription_one_time_shipping),
-                    if (subscription?.oneTimeShipping == true) {
-                        resources.getString(string.subscription_one_time_shipping_enabled)
-                    } else {
-                        ""
-                    }
+                    buildOneTimeShippingDescription(subscription)
                 )
             )
 
@@ -533,6 +529,20 @@ class ProductDetailCardBuilder(
         }
     }
 
+    // Builds "One time shipping" description label. This label is affected by:
+    // - Support state: Checked with `supportsOneTimeShipping`. One time shipping may not be supported,
+    //   for example during free trials.
+    // - Toggle state: Checked with `oneTimeShipping`. When shipping is supported, it can be toggled on/off.
+    //
+    // We only show "Enabled" when shipping is both supported AND enabled.
+    // In all other cases (not supported, or supported but disabled), we show nothing.
+    private fun buildOneTimeShippingDescription(subscription: SubscriptionDetails?) =
+        if (subscription != null && subscription.supportsOneTimeShipping && subscription.oneTimeShipping) {
+            resources.getString(string.subscription_one_time_shipping_enabled)
+        } else {
+            ""
+        }
+
     // enable editing external product link
     private fun Product.externalLink(): ProductProperty? {
         return if (this.productType == EXTERNAL) {