diff --git a/app/client/cypress/integration/Smoke_TestSuite/ClientSideTests/FormWidgets/CheckboxGroup_spec.js b/app/client/cypress/integration/Smoke_TestSuite/ClientSideTests/FormWidgets/CheckboxGroup_spec.js
index 26acce57ab..6ee13ff1e4 100644
--- a/app/client/cypress/integration/Smoke_TestSuite/ClientSideTests/FormWidgets/CheckboxGroup_spec.js
+++ b/app/client/cypress/integration/Smoke_TestSuite/ClientSideTests/FormWidgets/CheckboxGroup_spec.js
@@ -45,6 +45,10 @@ describe("Checkbox Group Widget Functionality", function() {
       "not.have.value",
       "test4",
     );
+    cy.get(formWidgetsPage.deleteradiovalue)
+      .eq(2)
+      .click({ force: true });
+    cy.wait(200);
     /**
      * @param{Show Alert} Css for InputChange
      */
diff --git a/app/client/src/workers/validations.test.ts b/app/client/src/workers/validations.test.ts
index 2c1b64d840..79e277d318 100644
--- a/app/client/src/workers/validations.test.ts
+++ b/app/client/src/workers/validations.test.ts
@@ -74,8 +74,11 @@ describe("Validate Validators", () => {
         parsed: "123",
       },
       {
-        isValid: true,
-        parsed: "",
+        isValid: false,
+        parsed: "abc",
+        messages: [
+          `${WIDGET_TYPE_VALIDATION_ERROR} string ( abc | 123 | mno | test )`,
+        ],
       },
     ];
     inputs.forEach((input, index) => {
@@ -101,10 +104,7 @@ describe("Validate Validators", () => {
     ];
     const expected = [
       {
-        isValid: false,
-        messages: [
-          "This value does not evaluate to type (http(s)?:\\/\\/.)?(www\\.)?[-a-zA-Z0-9@:%._\\+~#=]{2,256}\\.[a-z]{2,6}\\b([-a-zA-Z0-9@:%_\\+.~#?&\\/=]*)",
-        ],
+        isValid: true,
         parsed: "https://www.appsmith.com",
       },
       {
@@ -152,8 +152,7 @@ describe("Validate Validators", () => {
     ];
     const expected = [
       {
-        isValid: false,
-        messages: ["This value does not evaluate to type URL"],
+        isValid: true,
         parsed: "https://www.appsmith.com",
       },
       {
@@ -192,7 +191,7 @@ describe("Validate Validators", () => {
     const expected = [
       {
         isValid: true,
-        parsed: "",
+        parsed: "abc",
       },
     ];
     inputs.forEach((input, index) => {
diff --git a/app/client/src/workers/validations.ts b/app/client/src/workers/validations.ts
index 9a0f6bd37a..3d902729c6 100644
--- a/app/client/src/workers/validations.ts
+++ b/app/client/src/workers/validations.ts
@@ -300,7 +300,7 @@ export const VALIDATORS: Record<ValidationTypes, Validator> = {
     value: unknown,
     props: Record<string, unknown>,
   ): ValidationResponse => {
-    if (value === undefined || value === null) {
+    if (value === undefined || value === null || value === "") {
       if (config.params && config.params.required) {
         return {
           isValid: false,
@@ -342,9 +342,7 @@ export const VALIDATORS: Record<ValidationTypes, Validator> = {
         return stringValidationError;
       }
     }
-    // If the value is an empty string we skip
-    // as we do not mark the field as an error
-    if (config.params?.allowedValues && value !== "") {
+    if (config.params?.allowedValues) {
       if (!config.params?.allowedValues.includes((parsed as string).trim())) {
         return {
           parsed: config.params?.default || "",