diff --git a/blocksuite/affine/block-list/src/commands/split-list.ts b/blocksuite/affine/block-list/src/commands/split-list.ts
index 799d2d1ab..3ecd15d17 100644
--- a/blocksuite/affine/block-list/src/commands/split-list.ts
+++ b/blocksuite/affine/block-list/src/commands/split-list.ts
@@ -115,46 +115,92 @@ export const splitListCommand: Command<{
   let newListId: string | null = null;
 
   if (model.children.length > 0 && !model.collapsed) {
-    /**
-     * case 3: list has children (list not collapsed)
-     *
-     * before:
-     * - aa|a <- split here
-     *   - bbb
-     *
-     * after:
-     * - aa
-     *   - |a
-     *   - bbb
-     */
     const afterText = model.text.split(inlineIndex);
-    newListId = doc.addBlock(
-      'affine:list',
-      {
-        type: model.type,
-        text: afterText,
-        order: model.type === 'numbered' ? 1 : null,
-      },
-      model,
-      0
-    );
-
-    if (model.type === 'numbered') {
-      const nextContinuousNumberedLists = getNextContinuousNumberedLists(
-        doc,
-        newListId
+    if (inlineIndex === 0) {
+      /**
+       * case 3: list has children (list not collapsed), split the list at the start of line
+       *
+       * before:
+       * - |aaa <- split here
+       *   - bbb
+       *
+       * after:
+       * -
+       * - |aaa
+       *   - bbb
+       */
+      newListId = doc.addBlock(
+        'affine:list',
+        {
+          type: model.type,
+          text: afterText,
+          order:
+            model.type === 'numbered' && model.order !== null
+              ? model.order + 1
+              : null,
+        },
+        parent,
+        modelIndex + 1
       );
-      let base = 2;
-      nextContinuousNumberedLists.forEach(list => {
-        doc.transact(() => {
-          list.order = base;
+      const newList = doc.getBlock(newListId)?.model;
+      if (!newList) return;
+      // move children to new list
+      doc.moveBlocks(model.children, newList);
+
+      if (model.type === 'numbered' && model.order !== null) {
+        const nextContinuousNumberedLists = getNextContinuousNumberedLists(
+          doc,
+          newListId
+        );
+        let base = model.order + 2;
+        nextContinuousNumberedLists.forEach(list => {
+          doc.transact(() => {
+            list.order = base;
+          });
+          base += 1;
         });
-        base += 1;
-      });
+      }
+    } else {
+      /**
+       * case 4: list has children (list not collapsed), split the list not at the start of line
+       *
+       * before:
+       * - aa|a <- split here
+       *   - bbb
+       *
+       * after:
+       * - aa
+       *   - |a
+       *   - bbb
+       */
+      newListId = doc.addBlock(
+        'affine:list',
+        {
+          type: model.type,
+          text: afterText,
+          order: model.type === 'numbered' ? 1 : null,
+        },
+        model,
+        0
+      );
+
+      if (model.type === 'numbered') {
+        const nextContinuousNumberedLists = getNextContinuousNumberedLists(
+          doc,
+          newListId
+        );
+        let base = 2;
+        nextContinuousNumberedLists.forEach(list => {
+          doc.transact(() => {
+            list.order = base;
+          });
+          base += 1;
+        });
+      }
     }
   } else {
     /**
-     * case 4: list has children (list collapsed)
+     * case 5: list has children (list collapsed)
      *
      * before:
      * - aa|a <- split here
@@ -166,7 +212,7 @@ export const splitListCommand: Command<{
      * - |a
      *
      *
-     * case 5: list does not have children
+     * case 6: list does not have children
      *
      * before:
      * - aa|a <- split here
diff --git a/tests/affine-local/e2e/blocksuite/list.spec.ts b/tests/affine-local/e2e/blocksuite/list.spec.ts
new file mode 100644
index 000000000..d639a6dc2
--- /dev/null
+++ b/tests/affine-local/e2e/blocksuite/list.spec.ts
@@ -0,0 +1,80 @@
+import { test } from '@affine-test/kit/playwright';
+import {
+  pressArrowUp,
+  pressEnter,
+  pressTab,
+} from '@affine-test/kit/utils/keyboard';
+import { openHomePage } from '@affine-test/kit/utils/load-page';
+import {
+  clickNewPageButton,
+  type,
+  waitForEditorLoad,
+} from '@affine-test/kit/utils/page-logic';
+import { expect } from '@playwright/test';
+
+test.beforeEach(async ({ page }) => {
+  await openHomePage(page);
+  await clickNewPageButton(page, 'List Test');
+  await waitForEditorLoad(page);
+});
+
+test.describe('split list', () => {
+  test('split at the start of the list', async ({ page }) => {
+    await pressEnter(page);
+    await type(page, '1. aaa\nbbb\nccc\nddd');
+    await pressArrowUp(page, 2);
+    await pressTab(page);
+    await pressArrowUp(page, 2);
+
+    const listLocator = page.locator('affine-list');
+
+    /**
+     * 1. |aaa
+     *   a. bbb
+     * 2. ccc
+     * 3. ddd
+     */
+    await expect(listLocator.nth(0).locator('rich-text')).toHaveText([
+      'aaa',
+      'bbb',
+    ]);
+    await expect(
+      listLocator.nth(0).locator('.affine-list-block__numbered')
+    ).toHaveText(['1.', 'a.']);
+    await expect(listLocator.nth(2).locator('rich-text')).toHaveText('ccc');
+    await expect(
+      listLocator.nth(2).locator('.affine-list-block__numbered')
+    ).toHaveText('2.');
+    await expect(listLocator.nth(3).locator('rich-text')).toHaveText('ddd');
+    expect(
+      listLocator.nth(3).locator('.affine-list-block__numbered')
+    ).toHaveText('3.');
+
+    await pressEnter(page);
+    /**
+     * 1.
+     * 2. aaa
+     *   a. bbb
+     * 3. ccc
+     * 4. ddd
+     */
+    await expect(
+      listLocator.nth(0).locator('.affine-list-block__numbered')
+    ).toHaveText('1.');
+    await expect(listLocator.nth(1).locator('rich-text')).toHaveText([
+      'aaa',
+      'bbb',
+    ]);
+    await expect(
+      listLocator.nth(1).locator('.affine-list-block__numbered')
+    ).toHaveText(['2.', 'a.']);
+    await expect(listLocator.nth(3).locator('rich-text')).toHaveText('ccc');
+    await expect(
+      listLocator.nth(3).locator('.affine-list-block__numbered')
+    ).toHaveText('3.');
+    await expect(listLocator.nth(4).locator('rich-text')).toHaveText('ddd');
+    await expect(
+      listLocator.nth(4).locator('.affine-list-block__numbered')
+    ).toHaveText('4.');
+  });
+});
diff --git a/tests/kit/src/utils/keyboard.ts b/tests/kit/src/utils/keyboard.ts
index cb472c2d2..c3436a38a 100644
--- a/tests/kit/src/utils/keyboard.ts
+++ b/tests/kit/src/utils/keyboard.ts
@@ -32,6 +32,12 @@ export async function pressEnter(page: Page, count = 1) {
   }
 }
 
+export async function pressArrowUp(page: Page, count = 1) {
+  for (let i = 0; i < count; i++) {
+    await page.keyboard.press('ArrowUp', { delay: 50 });
+  }
+}
+
 export async function pressTab(page: Page) {
   await page.keyboard.press('Tab', { delay: 50 });
 }