diff --git a/packages/e2e-tests/specs/editor/plugins/__snapshots__/plugins-api.test.js.snap b/packages/e2e-tests/specs/editor/plugins/__snapshots__/plugins-api.test.js.snap
index 4cac5cd6893cda..9e4a5ac3ad6f61 100644
--- a/packages/e2e-tests/specs/editor/plugins/__snapshots__/plugins-api.test.js.snap
+++ b/packages/e2e-tests/specs/editor/plugins/__snapshots__/plugins-api.test.js.snap
@@ -2,6 +2,6 @@
 
 exports[`Using Plugins API Document Setting Custom Panel Should render a custom panel inside Document Setting sidebar 1`] = `"My Custom Panel"`;
 
-exports[`Using Plugins API Sidebar Medium screen Should open plugins sidebar using More Menu item and render content 1`] = `"<div class="components-panel__header interface-complementary-area-header__small"><span class="interface-complementary-area-header__small-title">(no title)</span><button type="button" class="components-button has-icon" aria-label="Close plugin"><svg xmlns="http://www.w3.org/2000/svg" viewBox="0 0 24 24" width="24" height="24" aria-hidden="true" focusable="false"><path d="M12 13.06l3.712 3.713 1.061-1.06L13.061 12l3.712-3.712-1.06-1.06L12 10.938 8.288 7.227l-1.061 1.06L10.939 12l-3.712 3.712 1.06 1.061L12 13.061z"></path></svg></button></div><div class="components-panel__header interface-complementary-area-header" tabindex="-1"><strong>Plugin title</strong><button type="button" aria-pressed="true" aria-expanded="true" class="components-button interface-complementary-area__pin-unpin-item is-pressed has-icon" aria-label="Unpin from toolbar"><svg xmlns="http://www.w3.org/2000/svg" viewBox="0 0 24 24" width="24" height="24" aria-hidden="true" focusable="false"><path d="M11.776 4.454a.25.25 0 01.448 0l2.069 4.192a.25.25 0 00.188.137l4.626.672a.25.25 0 01.139.426l-3.348 3.263a.25.25 0 00-.072.222l.79 4.607a.25.25 0 01-.362.263l-4.138-2.175a.25.25 0 00-.232 0l-4.138 2.175a.25.25 0 01-.363-.263l.79-4.607a.25.25 0 00-.071-.222L4.754 9.881a.25.25 0 01.139-.426l4.626-.672a.25.25 0 00.188-.137l2.069-4.192z"></path></svg></button><button type="button" class="components-button has-icon" aria-label="Close plugin"><svg xmlns="http://www.w3.org/2000/svg" viewBox="0 0 24 24" width="24" height="24" aria-hidden="true" focusable="false"><path d="M12 13.06l3.712 3.713 1.061-1.06L13.061 12l3.712-3.712-1.06-1.06L12 10.938 8.288 7.227l-1.061 1.06L10.939 12l-3.712 3.712 1.06 1.061L12 13.061z"></path></svg></button></div><div class="components-panel"><div class="components-panel__body sidebar-title-plugin-panel is-opened"><div class="components-panel__row"><label for="title-plain-text">Title:</label><textarea class="block-editor-plain-text" id="title-plain-text" placeholder="(no title)" rows="1" style="overflow: hidden; overflow-wrap: break-word; resize: none; height: 18px;"></textarea></div><div class="components-panel__row"><button type="button" class="components-button is-primary">Reset</button></div></div></div>"`;
+exports[`Using Plugins API Sidebar Medium screen Should open plugins sidebar using More Menu item and render content 1`] = `"<div class="components-panel__header interface-complementary-area-header__small"><span class="interface-complementary-area-header__small-title">(no title)</span><button type="button" aria-controls="my-sidebar-plugin:title-sidebar" class="components-button has-icon" aria-label="Close plugin"><svg xmlns="http://www.w3.org/2000/svg" viewBox="0 0 24 24" width="24" height="24" aria-hidden="true" focusable="false"><path d="M12 13.06l3.712 3.713 1.061-1.06L13.061 12l3.712-3.712-1.06-1.06L12 10.938 8.288 7.227l-1.061 1.06L10.939 12l-3.712 3.712 1.06 1.061L12 13.061z"></path></svg></button></div><div class="components-panel__header interface-complementary-area-header" tabindex="-1"><strong>Plugin title</strong><button type="button" aria-pressed="true" aria-expanded="true" class="components-button interface-complementary-area__pin-unpin-item is-pressed has-icon" aria-label="Unpin from toolbar"><svg xmlns="http://www.w3.org/2000/svg" viewBox="0 0 24 24" width="24" height="24" aria-hidden="true" focusable="false"><path d="M11.776 4.454a.25.25 0 01.448 0l2.069 4.192a.25.25 0 00.188.137l4.626.672a.25.25 0 01.139.426l-3.348 3.263a.25.25 0 00-.072.222l.79 4.607a.25.25 0 01-.362.263l-4.138-2.175a.25.25 0 00-.232 0l-4.138 2.175a.25.25 0 01-.363-.263l.79-4.607a.25.25 0 00-.071-.222L4.754 9.881a.25.25 0 01.139-.426l4.626-.672a.25.25 0 00.188-.137l2.069-4.192z"></path></svg></button><button type="button" aria-controls="my-sidebar-plugin:title-sidebar" class="components-button has-icon" aria-label="Close plugin"><svg xmlns="http://www.w3.org/2000/svg" viewBox="0 0 24 24" width="24" height="24" aria-hidden="true" focusable="false"><path d="M12 13.06l3.712 3.713 1.061-1.06L13.061 12l3.712-3.712-1.06-1.06L12 10.938 8.288 7.227l-1.061 1.06L10.939 12l-3.712 3.712 1.06 1.061L12 13.061z"></path></svg></button></div><div class="components-panel"><div class="components-panel__body sidebar-title-plugin-panel is-opened"><div class="components-panel__row"><label for="title-plain-text">Title:</label><textarea class="block-editor-plain-text" id="title-plain-text" placeholder="(no title)" rows="1" style="overflow: hidden; overflow-wrap: break-word; resize: none; height: 18px;"></textarea></div><div class="components-panel__row"><button type="button" class="components-button is-primary">Reset</button></div></div></div>"`;
 
-exports[`Using Plugins API Sidebar Should open plugins sidebar using More Menu item and render content 1`] = `"<div class="components-panel__header interface-complementary-area-header__small"><span class="interface-complementary-area-header__small-title">(no title)</span><button type="button" class="components-button has-icon" aria-label="Close plugin"><svg xmlns="http://www.w3.org/2000/svg" viewBox="0 0 24 24" width="24" height="24" aria-hidden="true" focusable="false"><path d="M12 13.06l3.712 3.713 1.061-1.06L13.061 12l3.712-3.712-1.06-1.06L12 10.938 8.288 7.227l-1.061 1.06L10.939 12l-3.712 3.712 1.06 1.061L12 13.061z"></path></svg></button></div><div class="components-panel__header interface-complementary-area-header" tabindex="-1"><strong>Plugin title</strong><button type="button" aria-pressed="true" aria-expanded="true" class="components-button interface-complementary-area__pin-unpin-item is-pressed has-icon" aria-label="Unpin from toolbar"><svg xmlns="http://www.w3.org/2000/svg" viewBox="0 0 24 24" width="24" height="24" aria-hidden="true" focusable="false"><path d="M11.776 4.454a.25.25 0 01.448 0l2.069 4.192a.25.25 0 00.188.137l4.626.672a.25.25 0 01.139.426l-3.348 3.263a.25.25 0 00-.072.222l.79 4.607a.25.25 0 01-.362.263l-4.138-2.175a.25.25 0 00-.232 0l-4.138 2.175a.25.25 0 01-.363-.263l.79-4.607a.25.25 0 00-.071-.222L4.754 9.881a.25.25 0 01.139-.426l4.626-.672a.25.25 0 00.188-.137l2.069-4.192z"></path></svg></button><button type="button" class="components-button has-icon" aria-label="Close plugin"><svg xmlns="http://www.w3.org/2000/svg" viewBox="0 0 24 24" width="24" height="24" aria-hidden="true" focusable="false"><path d="M12 13.06l3.712 3.713 1.061-1.06L13.061 12l3.712-3.712-1.06-1.06L12 10.938 8.288 7.227l-1.061 1.06L10.939 12l-3.712 3.712 1.06 1.061L12 13.061z"></path></svg></button></div><div class="components-panel"><div class="components-panel__body sidebar-title-plugin-panel is-opened"><div class="components-panel__row"><label for="title-plain-text">Title:</label><textarea class="block-editor-plain-text" id="title-plain-text" placeholder="(no title)" rows="1" style="overflow: hidden; overflow-wrap: break-word; resize: none; height: 18px;"></textarea></div><div class="components-panel__row"><button type="button" class="components-button is-primary">Reset</button></div></div></div>"`;
+exports[`Using Plugins API Sidebar Should open plugins sidebar using More Menu item and render content 1`] = `"<div class="components-panel__header interface-complementary-area-header__small"><span class="interface-complementary-area-header__small-title">(no title)</span><button type="button" aria-controls="my-sidebar-plugin:title-sidebar" class="components-button has-icon" aria-label="Close plugin"><svg xmlns="http://www.w3.org/2000/svg" viewBox="0 0 24 24" width="24" height="24" aria-hidden="true" focusable="false"><path d="M12 13.06l3.712 3.713 1.061-1.06L13.061 12l3.712-3.712-1.06-1.06L12 10.938 8.288 7.227l-1.061 1.06L10.939 12l-3.712 3.712 1.06 1.061L12 13.061z"></path></svg></button></div><div class="components-panel__header interface-complementary-area-header" tabindex="-1"><strong>Plugin title</strong><button type="button" aria-pressed="true" aria-expanded="true" class="components-button interface-complementary-area__pin-unpin-item is-pressed has-icon" aria-label="Unpin from toolbar"><svg xmlns="http://www.w3.org/2000/svg" viewBox="0 0 24 24" width="24" height="24" aria-hidden="true" focusable="false"><path d="M11.776 4.454a.25.25 0 01.448 0l2.069 4.192a.25.25 0 00.188.137l4.626.672a.25.25 0 01.139.426l-3.348 3.263a.25.25 0 00-.072.222l.79 4.607a.25.25 0 01-.362.263l-4.138-2.175a.25.25 0 00-.232 0l-4.138 2.175a.25.25 0 01-.363-.263l.79-4.607a.25.25 0 00-.071-.222L4.754 9.881a.25.25 0 01.139-.426l4.626-.672a.25.25 0 00.188-.137l2.069-4.192z"></path></svg></button><button type="button" aria-controls="my-sidebar-plugin:title-sidebar" class="components-button has-icon" aria-label="Close plugin"><svg xmlns="http://www.w3.org/2000/svg" viewBox="0 0 24 24" width="24" height="24" aria-hidden="true" focusable="false"><path d="M12 13.06l3.712 3.713 1.061-1.06L13.061 12l3.712-3.712-1.06-1.06L12 10.938 8.288 7.227l-1.061 1.06L10.939 12l-3.712 3.712 1.06 1.061L12 13.061z"></path></svg></button></div><div class="components-panel"><div class="components-panel__body sidebar-title-plugin-panel is-opened"><div class="components-panel__row"><label for="title-plain-text">Title:</label><textarea class="block-editor-plain-text" id="title-plain-text" placeholder="(no title)" rows="1" style="overflow: hidden; overflow-wrap: break-word; resize: none; height: 18px;"></textarea></div><div class="components-panel__row"><button type="button" class="components-button is-primary">Reset</button></div></div></div>"`;
diff --git a/packages/edit-post/src/components/layout/index.js b/packages/edit-post/src/components/layout/index.js
index c0018d40d6ef82..870a3e9044dfcb 100644
--- a/packages/edit-post/src/components/layout/index.js
+++ b/packages/edit-post/src/components/layout/index.js
@@ -266,7 +266,7 @@ function Layout() {
 			<EditPostKeyboardShortcuts />
 			<EditorKeyboardShortcutsRegister />
 			<EditorKeyboardShortcuts />
-			<SettingsSidebar />
+
 			<InterfaceSkeleton
 				isDistractionFree={ isDistractionFree && isLargeViewport }
 				className={ className }
@@ -358,6 +358,7 @@ function Layout() {
 			<PostSyncStatusModal />
 			<StartPageOptions />
 			<PluginArea onError={ onPluginAreaError } />
+			<SettingsSidebar />
 		</>
 	);
 }
diff --git a/packages/interface/src/components/complementary-area-toggle/index.js b/packages/interface/src/components/complementary-area-toggle/index.js
index 1abdeb2c84f260..b6690b7df5fc5d 100644
--- a/packages/interface/src/components/complementary-area-toggle/index.js
+++ b/packages/interface/src/components/complementary-area-toggle/index.js
@@ -31,6 +31,7 @@ function ComplementaryAreaToggle( {
 	return (
 		<ComponentToUse
 			icon={ selectedIcon && isSelected ? selectedIcon : icon }
+			aria-controls={ identifier.replace( '/', ':' ) }
 			onClick={ () => {
 				if ( isSelected ) {
 					disableComplementaryArea( scope );
diff --git a/packages/interface/src/components/complementary-area/index.js b/packages/interface/src/components/complementary-area/index.js
index de69762b6a15c4..887c447d9291e4 100644
--- a/packages/interface/src/components/complementary-area/index.js
+++ b/packages/interface/src/components/complementary-area/index.js
@@ -27,10 +27,12 @@ function ComplementaryAreaSlot( { scope, ...props } ) {
 	return <Slot name={ `ComplementaryArea/${ scope }` } { ...props } />;
 }
 
-function ComplementaryAreaFill( { scope, children, className } ) {
+function ComplementaryAreaFill( { scope, children, className, id } ) {
 	return (
 		<Fill name={ `ComplementaryArea/${ scope }` }>
-			<div className={ className }>{ children }</div>
+			<div id={ id } className={ className }>
+				{ children }
+			</div>
 		</Fill>
 	);
 }
@@ -200,6 +202,7 @@ function ComplementaryArea( {
 						className
 					) }
 					scope={ scope }
+					id={ identifier.replace( '/', ':' ) }
 				>
 					<ComplementaryAreaHeader
 						className={ headerClassName }
diff --git a/packages/interface/src/components/pinned-items/style.scss b/packages/interface/src/components/pinned-items/style.scss
index cd516134076226..693750644c62a1 100644
--- a/packages/interface/src/components/pinned-items/style.scss
+++ b/packages/interface/src/components/pinned-items/style.scss
@@ -7,8 +7,11 @@
 		display: none;
 		margin: 0;
 
-		&:nth-last-child(1),
-		&:nth-last-child(2) {
+		&[aria-controls="edit-post:document"],
+		&[aria-controls="edit-post:block"],
+		&[aria-controls="edit-site:template"],
+		&[aria-controls="edit-site:block-inspector"],
+		&[aria-controls="edit-site:global-styles"] {
 			display: flex;
 		}