diff --git a/packages/apps/workshop/stories/design-system/components/file/file-webcomponent.stories.js b/packages/apps/workshop/stories/design-system/components/file/file-webcomponent.stories.js
index 3a80ca10..13235d95 100644
--- a/packages/apps/workshop/stories/design-system/components/file/file-webcomponent.stories.js
+++ b/packages/apps/workshop/stories/design-system/components/file/file-webcomponent.stories.js
@@ -94,6 +94,7 @@ export const DragDropArea = forModule(moduleName).createElement(
       disabled="$ctrl.disabled"
       maxsize="150000"
       model="$ctrl.model"
+      multiple
       droparea>
     </oui-file>`,
     {
@@ -106,6 +107,25 @@ export const DragDropArea = forModule(moduleName).createElement(
 
 DragDropArea.storyName = 'Drag & Drop area';
 
+export const DragDropAreaSingle = forModule(moduleName).createElement(
+  () => compileTemplate(
+    `
+    <oui-file
+      disabled="$ctrl.disabled"
+      maxsize="150000"
+      model="$ctrl.model"
+      droparea>
+    </oui-file>`,
+    {
+      $ctrl: {
+        disabled: boolean('Disabled state', false),
+      },
+    },
+  ),
+);
+
+DragDropAreaSingle.storyName = 'Drag & Drop area single file';
+
 export const DragDropWithPreview = forModule(moduleName).createElement(
   () => compileTemplate(
     `
@@ -113,6 +133,7 @@ export const DragDropWithPreview = forModule(moduleName).createElement(
       disabled="$ctrl.disabled"
       maxsize="150000"
       model="$ctrl.model"
+      multiple
       droparea
       preview>
     </oui-file>`,
diff --git a/packages/components/file/src/js/file.controller.js b/packages/components/file/src/js/file.controller.js
index 5e312553..2d5a4403 100644
--- a/packages/components/file/src/js/file.controller.js
+++ b/packages/components/file/src/js/file.controller.js
@@ -21,7 +21,7 @@ export default class {
     this.units = orderBy(this.$filter('orderBy')(ouiFileConfiguration.units, '-size'), 'size', 'desc');
   }
 
-  checkFileValidity(_file_) {
+  checkFileValidity(_file_, errors) {
     const file = _file_;
 
     if (file) {
@@ -58,9 +58,19 @@ export default class {
         if (file.errors.type) {
           this.form[this.name].$setValidity('type', false);
         }
+        if (errors?.notSingle) {
+          this.form[this.name].$setValidity('not-single', false);
+        }
         this.form[this.name].$setDirty();
       }
 
+      if (!isEmpty(errors)) {
+        file.errors = {
+          ...file.errors,
+          ...errors,
+        };
+      }
+
       // Clean errors
       if (isEmpty(file.errors)) {
         delete file.errors;
@@ -108,12 +118,22 @@ export default class {
       this.model = [];
     }
 
+    const errors = {};
+    if ((!this.multiple && this.droparea) && (files.length + this.model?.length || 0) > 1) {
+      errors.notSingle = true;
+      this.model.forEach((_item_) => {
+        const item = _item_;
+        if (!item.errors) item.errors = {};
+        item.errors.notSingle = true;
+      });
+    }
+
     if (angular.isArray(files)) {
       files.forEach((file) => {
         // Check for duplicate before adding
         if (!find(this.model, (item) => file.name === item.name)) {
           this.getFileInfos(file);
-          this.checkFileValidity(file);
+          this.checkFileValidity(file, errors);
           this.loadFilePreview(file);
           this.model.push(file);
         }
@@ -127,15 +147,35 @@ export default class {
   removeFile(file) {
     if (angular.isArray(this.model)) {
       remove(this.model, (item) => item === file);
-      if (file.errors && this.form && this.form[this.name]) {
+      if (file.errors) {
         let hasMaxsizeErrors = false;
         let hasTypeErrors = false;
-        this.model.forEach((item) => {
+        let hasNotSingleError = false;
+
+        if (!this.multiple && this.droparea) {
+          hasNotSingleError = (this.model?.length || 0) > 1;
+        }
+
+        this.model.forEach((_item_) => {
+          const item = _item_;
           hasMaxsizeErrors = hasMaxsizeErrors || item.errors?.maxsize;
           hasTypeErrors = hasTypeErrors || item.errors?.type;
+          if (hasNotSingleError) {
+            if (!item.errors) item.errors = {};
+            item.errors.notSingle = true;
+          } else if (item.errors?.notSingle) {
+            delete item.errors.notSingle;
+          }
+          if (isEmpty(item.errors)) {
+            delete item.errors;
+          }
         });
-        this.form[this.name].$setValidity('maxsize', !hasMaxsizeErrors);
-        this.form[this.name].$setValidity('type', !hasTypeErrors);
+
+        if (this.form && this.form[this.name]) {
+          this.form[this.name].$setValidity('maxsize', !hasMaxsizeErrors);
+          this.form[this.name].$setValidity('type', !hasTypeErrors);
+          this.form[this.name].$setValidity('not-single', !hasNotSingleError);
+        }
       }
       this.onRemove({ modelValue: this.model });
     }
@@ -149,6 +189,7 @@ export default class {
     if (this.form && this.form[this.name]) {
       this.form[this.name].$setValidity('maxsize', true);
       this.form[this.name].$setValidity('type', true);
+      this.form[this.name].$setValidity('not-single', true);
     }
   }
 
diff --git a/packages/components/file/src/js/file.html b/packages/components/file/src/js/file.html
index 47795e50..8a1d727a 100644
--- a/packages/components/file/src/js/file.html
+++ b/packages/components/file/src/js/file.html
@@ -94,7 +94,8 @@
         <span class="oui-icon oui-icon-file" aria-hidden="true"></span>
     </div>
     <div class="oui-file-droparea__text" >
-        <span ng-bind="::$ctrl.translations.dropArea"></span>
+        <span ng-if="$ctrl.multiple" ng-bind="::$ctrl.translations.dropArea"></span>
+        <span ng-if="!$ctrl.multiple" ng-bind="::$ctrl.translations.dropAreaSingle"></span>
         <button class="oui-link"
             type="button"
             ng-bind="::$ctrl.translations.dropAreaSelector"
@@ -144,6 +145,10 @@
                     ng-if="file.errors && file.errors.maxsize"
                     ng-bind="::$ctrl.translations.maxsizeError">
                 </span>
+                <span class="oui-file-attachments__error"
+                    ng-if="file.errors && file.errors.notSingle"
+                    ng-bind="::$ctrl.translations.notSingleError">
+                </span>
             </span>
             <button class="oui-file-attachments__remove oui-icon oui-icon-close"
                 type="button"
diff --git a/packages/components/file/src/js/file.provider.js b/packages/components/file/src/js/file.provider.js
index a17ef74d..5a332534 100644
--- a/packages/components/file/src/js/file.provider.js
+++ b/packages/components/file/src/js/file.provider.js
@@ -6,11 +6,13 @@ export default class {
     this.translations = {
       attachmentsHeading: 'Attachment(s)',
       dropArea: 'Attach document(s) by drap and drop or',
+      dropAreaSingle: 'Attach a document by drap and drop or',
       dropAreaSelector: 'select a file',
       filePlaceholder: 'Select a file...',
       fileSelector: 'Select file',
       filesSelector: 'Select file(s)...',
       maxsizeError: 'This file exceeds the size limit',
+      notSingleError: 'You can only add one file',
       removeFile: 'Remove file from selector',
     };
 
diff --git a/packages/components/file/src/js/file.spec.js b/packages/components/file/src/js/file.spec.js
index 705aa828..7e709bcd 100644
--- a/packages/components/file/src/js/file.spec.js
+++ b/packages/components/file/src/js/file.spec.js
@@ -1,4 +1,5 @@
 import find from 'lodash/find';
+import isEmpty from 'lodash/isEmpty';
 
 describe('ouiFile', () => {
   let $timeout;
@@ -17,6 +18,12 @@ describe('ouiFile', () => {
     type: 'image/png',
   };
 
+  const mockFile2 = {
+    name: 'test2.png',
+    size: 150000,
+    type: 'image/png',
+  };
+
   const invalidMockFile = {
     name: 'test_invalid.png',
     size: 500000,
@@ -24,6 +31,7 @@ describe('ouiFile', () => {
   };
 
   const mockFiles = [mockFile];
+  const mockMultipleFiles = [mockFile, mockFile2];
 
   beforeEach(angular.mock.module('oui.file'));
   beforeEach(angular.mock.module('oui.file.configuration'));
@@ -192,6 +200,68 @@ describe('ouiFile', () => {
       });
     });
 
+    describe('Drop area without multiple', () => {
+      let element;
+      let controller;
+      let inputFile;
+      let selector;
+      let attachments;
+
+      beforeEach(() => {
+        element = TestUtils.compileTemplate('<oui-file model="$ctrl.model" droparea></oui-file>');
+        controller = element.controller('ouiFile');
+
+        $timeout.flush();
+
+        inputFile = getInputFile(element);
+        selector = getDropArea(element);
+        attachments = getAttachments(element);
+      });
+
+      it('should have input file multiple', () => {
+        expect(inputFile.multiple).toBeTruthy();
+      });
+
+      it('should show drop area and attachments', () => {
+        expect(selector).toBeTruthy();
+        expect(attachments).toBeTruthy();
+      });
+
+      it('should update classname with drag & drop events', () => {
+        controller.fileDroparea.triggerHandler('dragenter');
+        expect(controller.fileDroparea.hasClass('oui-file-droparea_dragover')).toBeTruthy();
+
+        controller.fileDroparea.triggerHandler('dragleave');
+        expect(controller.fileDroparea.hasClass('oui-file-droparea_dragover')).toBeFalsy();
+      });
+
+      it('should add files when dropped', () => {
+        controller.fileDroparea.triggerHandler({
+          type: 'drop',
+          dataTransfer: {
+            files: mockMultipleFiles,
+          },
+        });
+      });
+
+      it('should have error because multiple files have been loaded', () => {
+        controller.addFiles(mockMultipleFiles);
+        expect(controller.model.reduce(
+          (acc, item) => acc && !isEmpty(item.errors),
+          true,
+        )).toBeTruthy();
+      });
+
+      it('should have not error because we remove one of the two files loaded', () => {
+        controller.addFiles(mockMultipleFiles);
+        controller.removeFile(mockFile);
+        expect(controller.model.reduce(
+          (acc, item) => acc && !isEmpty(item.errors),
+          true,
+        )).toBeFalsy();
+      });
+    });
+
     describe('File management', () => {
       let element;
       let controller;