diff --git a/packages/e2e-tests/specs/__snapshots__/multi-block-selection.test.js.snap b/packages/e2e-tests/specs/__snapshots__/multi-block-selection.test.js.snap
index 3634f485a83ee..dad6ac487081b 100644
--- a/packages/e2e-tests/specs/__snapshots__/multi-block-selection.test.js.snap
+++ b/packages/e2e-tests/specs/__snapshots__/multi-block-selection.test.js.snap
@@ -9,3 +9,9 @@ exports[`Multi-block selection should only trigger multi-selection when at the e
 <p></p>
 <!-- /wp:paragraph -->"
 `;
+
+exports[`Multi-block selection should use selection direction to determine vertical edge 1`] = `
+"<!-- wp:paragraph -->
+<p>1<br>2.</p>
+<!-- /wp:paragraph -->"
+`;
diff --git a/packages/e2e-tests/specs/multi-block-selection.test.js b/packages/e2e-tests/specs/multi-block-selection.test.js
index 5a83abc74036d..b65a7afa49b64 100644
--- a/packages/e2e-tests/specs/multi-block-selection.test.js
+++ b/packages/e2e-tests/specs/multi-block-selection.test.js
@@ -165,4 +165,19 @@ describe( 'Multi-block selection', () => {
 
 		expect( await getEditedPostContent() ).toMatchSnapshot();
 	} );
+
+	it( 'should use selection direction to determine vertical edge', async () => {
+		await clickBlockAppender();
+		await page.keyboard.type( '1' );
+		await pressKeyWithModifier( 'shift', 'Enter' );
+		await page.keyboard.type( '2' );
+
+		await pressKeyWithModifier( 'shift', 'ArrowUp' );
+		await pressKeyWithModifier( 'shift', 'ArrowDown' );
+
+		// Should type at the end of the paragraph.
+		await page.keyboard.type( '.' );
+
+		expect( await getEditedPostContent() ).toMatchSnapshot();
+	} );
 } );