diff --git a/pages/dropdown-list-placement.test.page.tsx b/pages/dropdown-list-placement.test.page.tsx
new file mode 100644
index 0000000000..eedccfe050
--- /dev/null
+++ b/pages/dropdown-list-placement.test.page.tsx
@@ -0,0 +1,70 @@
+// Copyright Amazon.com, Inc. or its affiliates. All Rights Reserved.
+// SPDX-License-Identifier: Apache-2.0
+
+import React, { useState } from 'react';
+import { range } from 'lodash';
+
+import { Autosuggest, Multiselect, Select } from '~components';
+
+import { SimplePage } from './app/templates';
+
+const options = range(0, 100).map(index => ({ value: (index + 1).toString() }));
+
+export default function Page() {
+  const [showError, setShowError] = useState(true);
+  const [autosuggestValue, setAutosuggestValue] = useState('');
+
+  const statusType = showError ? ('error' as const) : ('finished' as const);
+  const errorText = showError ? 'Error' : undefined;
+  const onLoadItems = ({ detail }: { detail: { samePage: boolean } }) => {
+    if (detail.samePage) {
+      setShowError(false);
+    }
+  };
+  const asyncProps = { statusType, errorText, onLoadItems };
+
+  return (
+    <SimplePage
+      title="Dropdown list placement test page"
+      subtitle="Imitate async loading of dropdown list options that should cause dropdown position to change"
+      i18n={{}}
+    >
+      <div style={{ position: 'absolute', insetBlockEnd: 150, insetInlineStart: 16, insetInlineEnd: 16 }}>
+        <div style={{ display: 'flex', gap: 16 }}>
+          <div style={{ flex: 1 }}>
+            <Autosuggest
+              value={autosuggestValue}
+              options={showError ? [] : options}
+              onChange={event => setAutosuggestValue(event.detail.value)}
+              ariaLabel="autosuggest"
+              placeholder="autosuggest"
+              {...asyncProps}
+            />
+          </div>
+
+          <div style={{ flex: 1 }}>
+            <Select
+              options={showError ? [] : options}
+              selectedOption={null}
+              filteringType="auto"
+              ariaLabel="select"
+              placeholder="select"
+              {...asyncProps}
+            />
+          </div>
+
+          <div style={{ flex: 1 }}>
+            <Multiselect
+              options={showError ? [] : options}
+              selectedOptions={[]}
+              filteringType="auto"
+              ariaLabel="multiselect"
+              placeholder="multiselect"
+              {...asyncProps}
+            />
+          </div>
+        </div>
+      </div>
+    </SimplePage>
+  );
+}
diff --git a/src/autosuggest/internal.tsx b/src/autosuggest/internal.tsx
index 60bbf09475..5c32f15be8 100644
--- a/src/autosuggest/internal.tsx
+++ b/src/autosuggest/internal.tsx
@@ -198,6 +198,9 @@ const InternalAutosuggest = React.forwardRef((props: InternalAutosuggestProps, r
   const shouldRenderDropdownContent =
     autosuggestItemsState.items.length !== 0 || !!dropdownStatus.content || (!hideEnteredTextOption && !!value);
 
+  const hasItems = useRef(autosuggestItemsState.items.length > 0);
+  hasItems.current = hasItems.current || autosuggestItemsState.items.length > 0;
+
   return (
     <AutosuggestInput
       {...restProps}
@@ -256,6 +259,8 @@ const InternalAutosuggest = React.forwardRef((props: InternalAutosuggestProps, r
           />
         ) : null
       }
+      // Forces dropdown position recalculation when new options are loaded
+      dropdownContentKey={hasItems.current.toString()}
       loopFocus={dropdownStatus.hasRecoveryButton}
       onCloseDropdown={handleCloseDropdown}
       onDelayedInput={handleDelayedInput}
diff --git a/src/internal/components/dropdown/__integ__/dropdown-list-placement.test.ts b/src/internal/components/dropdown/__integ__/dropdown-list-placement.test.ts
new file mode 100644
index 0000000000..828dbbf825
--- /dev/null
+++ b/src/internal/components/dropdown/__integ__/dropdown-list-placement.test.ts
@@ -0,0 +1,99 @@
+// Copyright Amazon.com, Inc. or its affiliates. All Rights Reserved.
+// SPDX-License-Identifier: Apache-2.0
+
+import { BasePageObject } from '@cloudscape-design/browser-test-tools/page-objects';
+import useBrowser from '@cloudscape-design/browser-test-tools/use-browser';
+
+import createWrapper from '../../../../../lib/components/test-utils/selectors';
+
+const autosuggest = createWrapper().findAutosuggest();
+const select = createWrapper().findSelect();
+const multiselect = createWrapper().findMultiselect();
+
+function setupTest(testFn: (page: BasePageObject) => Promise<void>) {
+  return useBrowser(async browser => {
+    await browser.url('#/light/dropdown-list-placement.test');
+    const page = new BasePageObject(browser);
+    await page.waitForVisible(autosuggest.toSelector());
+    await testFn(page);
+  });
+}
+
+async function isBelow(page: BasePageObject, inputSelector: string, dropdownSelector: string) {
+  const inputBox = await page.getBoundingBox(inputSelector);
+  const dropdownBox = await page.getBoundingBox(dropdownSelector);
+  return dropdownBox.top >= inputBox.bottom;
+}
+
+async function isAbove(page: BasePageObject, inputSelector: string, dropdownSelector: string) {
+  return !(await isBelow(page, inputSelector, dropdownSelector));
+}
+
+test(
+  'changes autosuggest dropdown position',
+  setupTest(async page => {
+    const inputSelector = autosuggest.findNativeInput().toSelector();
+    const dropdownSelector = autosuggest.findDropdown().findOpenDropdown().toSelector();
+    const optionsSelector = autosuggest.findDropdown().findOptions().toSelector();
+    const recoveryButtonSelector = autosuggest.findErrorRecoveryButton().toSelector();
+
+    // Open dropdown
+    await page.click(inputSelector);
+    await expect(page.getElementsCount(optionsSelector)).resolves.toBe(0);
+    await expect(isBelow(page, inputSelector, dropdownSelector)).resolves.toBe(true);
+    // Click retry to load more options (should update dropdown position)
+    await page.click(recoveryButtonSelector);
+    await expect(page.getElementsCount(optionsSelector)).resolves.toBe(100);
+    await expect(isAbove(page, inputSelector, dropdownSelector)).resolves.toBe(true);
+    // Enter search text to reduce options (should not update dropdown position)
+    await page.keys('x');
+    await expect(page.getElementsCount(optionsSelector)).resolves.toBe(0);
+    await expect(isAbove(page, inputSelector, dropdownSelector)).resolves.toBe(true);
+  })
+);
+
+test(
+  'changes select dropdown position',
+  setupTest(async page => {
+    const inputSelector = select.findTrigger().toSelector();
+    const dropdownSelector = select.findDropdown().findOpenDropdown().toSelector();
+    const optionsSelector = select.findDropdown().findOptions().toSelector();
+    const recoveryButtonSelector = select.findErrorRecoveryButton().toSelector();
+
+    // Open dropdown
+    await page.click(inputSelector);
+    await expect(page.getElementsCount(optionsSelector)).resolves.toBe(0);
+    await expect(isBelow(page, inputSelector, dropdownSelector)).resolves.toBe(true);
+    // Click retry to load more options (should update dropdown position)
+    await page.click(recoveryButtonSelector);
+    await expect(page.getElementsCount(optionsSelector)).resolves.toBe(100);
+    await expect(isAbove(page, inputSelector, dropdownSelector)).resolves.toBe(true);
+    // Enter search text to reduce options (should not update dropdown position)
+    await page.keys('x');
+    await expect(page.getElementsCount(optionsSelector)).resolves.toBe(0);
+    await expect(isAbove(page, inputSelector, dropdownSelector)).resolves.toBe(true);
+  })
+);
+
+test(
+  'changes multiselect dropdown position',
+  setupTest(async page => {
+    const inputSelector = multiselect.findTrigger().toSelector();
+    const dropdownSelector = multiselect.findDropdown().findOpenDropdown().toSelector();
+    const optionsSelector = multiselect.findDropdown().findOptions().toSelector();
+    const recoveryButtonSelector = multiselect.findErrorRecoveryButton().toSelector();
+
+    // Open dropdown
+    await page.click(inputSelector);
+    await expect(page.getElementsCount(optionsSelector)).resolves.toBe(0);
+    await expect(isBelow(page, inputSelector, dropdownSelector)).resolves.toBe(true);
+    // Click retry to load more options (should update dropdown position)
+    await page.click(recoveryButtonSelector);
+    await expect(page.getElementsCount(optionsSelector)).resolves.toBe(100);
+    await expect(isAbove(page, inputSelector, dropdownSelector)).resolves.toBe(true);
+    // Enter search text to reduce options (should not update dropdown position)
+    await page.keys('x');
+    await expect(page.getElementsCount(optionsSelector)).resolves.toBe(0);
+    await expect(isAbove(page, inputSelector, dropdownSelector)).resolves.toBe(true);
+  })
+);
diff --git a/src/multiselect/internal.tsx b/src/multiselect/internal.tsx
index 20554912d5..1c33ed9253 100644
--- a/src/multiselect/internal.tsx
+++ b/src/multiselect/internal.tsx
@@ -1,6 +1,6 @@
 // Copyright Amazon.com, Inc. or its affiliates. All Rights Reserved.
 // SPDX-License-Identifier: Apache-2.0
-import React, { useState } from 'react';
+import React, { useRef, useState } from 'react';
 import clsx from 'clsx';
 
 import { useUniqueId } from '@cloudscape-design/component-toolkit/internal';
@@ -149,6 +149,9 @@ const InternalMultiselect = React.forwardRef(
     const dropdownProps = multiselectProps.getDropdownProps();
     const hasFilteredOptions = multiselectProps.filteredOptions.length > 0;
 
+    const hasOptions = useRef(options.length > 0);
+    hasOptions.current = hasOptions.current || options.length > 0;
+
     return (
       <div
         {...baseProps}
@@ -172,6 +175,8 @@ const InternalMultiselect = React.forwardRef(
           }
           expandToViewport={expandToViewport}
           stretchBeyondTriggerWidth={true}
+          // Forces dropdown position recalculation when new options are loaded
+          contentKey={hasOptions.current.toString()}
         >
           <ListComponent
             listBottom={
diff --git a/src/select/internal.tsx b/src/select/internal.tsx
index e5df2d16f1..b6e3a92f50 100644
--- a/src/select/internal.tsx
+++ b/src/select/internal.tsx
@@ -235,6 +235,9 @@ const InternalSelect = React.forwardRef(
 
     const dropdownProps = getDropdownProps();
 
+    const hasOptions = useRef(options.length > 0);
+    hasOptions.current = hasOptions.current || options.length > 0;
+
     return (
       <div
         {...baseProps}
@@ -260,6 +263,8 @@ const InternalSelect = React.forwardRef(
             ) : null
           }
           expandToViewport={expandToViewport}
+          // Forces dropdown position recalculation when new options are loaded
+          contentKey={hasOptions.current.toString()}
         >
           <ListComponent
             listBottom={