diff --git a/app/client/cypress/e2e/Regression/ClientSide/Widgets/Checkbox/CheckBox_spec.js b/app/client/cypress/e2e/Regression/ClientSide/Widgets/Checkbox/CheckBox_spec.js
index 7ac312e30571..f6fa275b893a 100644
--- a/app/client/cypress/e2e/Regression/ClientSide/Widgets/Checkbox/CheckBox_spec.js
+++ b/app/client/cypress/e2e/Regression/ClientSide/Widgets/Checkbox/CheckBox_spec.js
@@ -84,6 +84,40 @@ describe(
       cy.get(".t--widget-textwidget").should("contain", "false");
       _.deployMode.DeployApp();
     });
+
+    it("Validate onCheckChange event is triggered on programmatic state change", function () {
+      cy.openPropertyPane("textwidget");
+      cy.updateCodeInput(".t--property-control-text", `{{checker.isChecked}}`);
+      _.agHelper.GetNAssertElementText(_.locators._textWidget, "false");
+
+      cy.openPropertyPane("checkboxwidget");
+      _.propPane.EnterJSContext(
+        "onCheckChange",
+        "{{showAlert('Checkbox state changed programmatically')}}",
+      );
+
+      cy.openPropertyPane("buttonwidget");
+      _.propPane.EnterJSContext(
+        "onClick",
+        "{{checker.setValue(!checker.isChecked)}}",
+      );
+
+      _.agHelper.ClickButton("Submit");
+      _.agHelper.ValidateToastMessage(
+        "Checkbox state changed programmatically",
+      );
+
+      _.agHelper.GetNAssertElementText(_.locators._textWidget, "true");
+
+      _.agHelper.ClickButton("Submit");
+      _.agHelper.ValidateToastMessage(
+        "Checkbox state changed programmatically",
+      );
+
+      _.agHelper.GetNAssertElementText(_.locators._textWidget, "false");
+
+      _.deployMode.DeployApp();
+    });
   },
 );
 
diff --git a/app/client/src/widgets/CheckboxWidget/widget/index.tsx b/app/client/src/widgets/CheckboxWidget/widget/index.tsx
index 8edf883f8e77..21479981ecfd 100644
--- a/app/client/src/widgets/CheckboxWidget/widget/index.tsx
+++ b/app/client/src/widgets/CheckboxWidget/widget/index.tsx
@@ -416,6 +416,20 @@ class CheckboxWidget extends BaseWidget<CheckboxWidgetProps, WidgetState> {
     ) {
       this.props.updateWidgetMetaProperty("isDirty", false);
     }
+
+    // Handle programmatic changes
+    if (
+      this.props.isChecked !== prevProps.isChecked &&
+      this.props.onCheckChange
+    ) {
+      this.props.updateWidgetMetaProperty("isChecked", this.props.isChecked, {
+        triggerPropertyName: "onCheckChange",
+        dynamicString: this.props.onCheckChange,
+        event: {
+          type: EventType.ON_CHECK_CHANGE,
+        },
+      });
+    }
   }
 
   static getSetterConfig(): SetterConfig {