diff --git a/src/wp-includes/js/media-views.js b/src/wp-includes/js/media-views.js
index 3a3142ab50..f95cbfee08 100644
--- a/src/wp-includes/js/media-views.js
+++ b/src/wp-includes/js/media-views.js
@@ -3772,9 +3772,14 @@ AttachmentsBrowser = View.extend({
 		this.controller.on( 'toggle:upload:attachment', this.toggleUploader, this );
 		this.controller.on( 'edit:selection', this.editSelection );
 		this.createToolbar();
+		// In the Media Library, the sidebar is used to display errors before the attachments grid.
+		if ( this.options.sidebar && 'errors' === this.options.sidebar ) {
+			this.createSidebar();
+		}
 		this.createUploader();
 		this.createAttachments();
-		if ( this.options.sidebar ) {
+		// For accessibility reasons, place the normal sidebar after the attachments, see ticket #36909.
+		if ( this.options.sidebar && 'errors' !== this.options.sidebar ) {
 			this.createSidebar();
 		}
 		this.updateContent();
diff --git a/src/wp-includes/js/media/views/attachments/browser.js b/src/wp-includes/js/media/views/attachments/browser.js
index 6bb61e252e..10c6eb5264 100644
--- a/src/wp-includes/js/media/views/attachments/browser.js
+++ b/src/wp-includes/js/media/views/attachments/browser.js
@@ -41,9 +41,14 @@ AttachmentsBrowser = View.extend({
 		this.controller.on( 'toggle:upload:attachment', this.toggleUploader, this );
 		this.controller.on( 'edit:selection', this.editSelection );
 		this.createToolbar();
+		// In the Media Library, the sidebar is used to display errors before the attachments grid.
+		if ( this.options.sidebar && 'errors' === this.options.sidebar ) {
+			this.createSidebar();
+		}
 		this.createUploader();
 		this.createAttachments();
-		if ( this.options.sidebar ) {
+		// For accessibility reasons, place the normal sidebar after the attachments, see ticket #36909.
+		if ( this.options.sidebar && 'errors' !== this.options.sidebar ) {
 			this.createSidebar();
 		}
 		this.updateContent();