diff --git a/ui/src/components/settings-sidebar.ts b/ui/src/components/settings-sidebar.ts
index 385cef9293f5..a29fd1dfc7b0 100644
--- a/ui/src/components/settings-sidebar.ts
+++ b/ui/src/components/settings-sidebar.ts
@@ -198,6 +198,15 @@ function renderBlockItem(props: SettingsSidebarProps, block: SettingsSearchBlock
   `;
 }
 
+function syncSettingsSearchScrollShadow(nav: HTMLElement) {
+  // The nav's top padding scrolls away with its rows. Keep the fixed search
+  // region visually separated once content reaches that boundary.
+  nav
+    .closest(".settings-sidebar")
+    ?.querySelector(".settings-sidebar__search")
+    ?.classList.toggle("settings-sidebar__search--scrolled", nav.scrollTop > 0);
+}
+
 export function renderSettingsSidebar(props: SettingsSidebarProps) {
   const gatewayStatus = t("chat.gatewayStatus", {
     status: props.connected ? t("common.online") : t("common.offline"),
@@ -255,7 +264,12 @@ export function renderSettingsSidebar(props: SettingsSidebarProps) {
             `
           : nothing}
       </div>
-      <nav class="settings-sidebar__nav" aria-label=${t("common.settingsSections")}>
+      <nav
+        class="settings-sidebar__nav"
+        aria-label=${t("common.settingsSections")}
+        @scroll=${(event: Event) =>
+          syncSettingsSearchScrollShadow(event.currentTarget as HTMLElement)}
+      >
         ${navigationGroups.length === 0
           ? html`<p class="settings-sidebar__empty" role="status">
               ${t("nav.settingsSearchNoResults")}
diff --git a/ui/src/e2e/sidebar-customization.e2e.test.ts b/ui/src/e2e/sidebar-customization.e2e.test.ts
index 2b69d1cb4324..996a0c1750be 100644
--- a/ui/src/e2e/sidebar-customization.e2e.test.ts
+++ b/ui/src/e2e/sidebar-customization.e2e.test.ts
@@ -121,6 +121,109 @@ describeControlUiE2e("Control UI sidebar customization mocked Gateway E2E", () =
     await server?.close();
   });
 
+  it.each([
+    { mode: "standalone", webChrome: false },
+    { mode: "native web chrome", webChrome: true },
+  ])("aligns the settings search with navigation rows in $mode", async ({ mode, webChrome }) => {
+    const context = await browser.newContext({
+      locale: "en-US",
+      serviceWorkers: "block",
+      viewport: { height: 620, width: 1440 },
+    });
+    const page = await context.newPage();
+    if (webChrome) {
+      await page.addInitScript(() => {
+        const nativeWindow = window as Window & {
+          __OPENCLAW_NATIVE_WEB_CHROME__?: boolean;
+          __OPENCLAW_NATIVE_HISTORY__?: { canGoBack: boolean; canGoForward: boolean };
+        };
+        nativeWindow["__OPENCLAW_NATIVE_WEB_CHROME__"] = true;
+        nativeWindow["__OPENCLAW_NATIVE_HISTORY__"] = {
+          canGoBack: false,
+          canGoForward: false,
+        };
+        const stamp = () =>
+          document.documentElement.classList.add(
+            "openclaw-native-macos",
+            "openclaw-native-web-chrome",
+          );
+        if (document.documentElement) {
+          stamp();
+        } else {
+          document.addEventListener("DOMContentLoaded", stamp);
+        }
+      });
+    }
+    await installMockGateway(page);
+
+    try {
+      await page.goto(`${server.baseUrl}settings/general`);
+      const settingsSidebar = page.locator(".settings-sidebar");
+      const settingsSearchShell = settingsSidebar.locator(".settings-sidebar__search");
+      const settingsSearchInput = settingsSidebar.locator(".settings-sidebar__search-input");
+      const settingsNav = settingsSidebar.locator(".settings-sidebar__nav");
+      const firstSettingsLink = settingsSidebar.locator(".settings-sidebar__item").first();
+      await settingsSidebar.waitFor();
+      await expect
+        .poll(() =>
+          page
+            .locator("html")
+            .evaluate((element) => element.classList.contains("openclaw-native-web-chrome")),
+        )
+        .toBe(webChrome);
+      await captureSettingsSidebarProof(
+        settingsSidebar,
+        `settings-search-alignment-${mode.replaceAll(" ", "-")}.png`,
+      );
+      await expect
+        .poll(async () => {
+          const [searchBox, firstLinkBox] = await Promise.all([
+            settingsSearchShell.boundingBox(),
+            firstSettingsLink.boundingBox(),
+          ]);
+          if (!searchBox || !firstLinkBox) {
+            return null;
+          }
+          return Math.round(searchBox.x - firstLinkBox.x);
+        })
+        .toBe(0);
+      await expect
+        .poll(async () => {
+          const [searchBox, navBox] = await Promise.all([
+            settingsSearchInput.boundingBox(),
+            settingsNav.boundingBox(),
+          ]);
+          if (!searchBox || !navBox) {
+            return null;
+          }
+          return Math.round(navBox.y - (searchBox.y + searchBox.height));
+        })
+        .toBe(8);
+      await settingsNav.evaluate((element) => {
+        element.scrollTop = Math.min(48, element.scrollHeight - element.clientHeight);
+        element.dispatchEvent(new Event("scroll"));
+      });
+      await expect
+        .poll(() =>
+          settingsSearchShell.evaluate((element) =>
+            element.classList.contains("settings-sidebar__search--scrolled"),
+          ),
+        )
+        .toBe(true);
+      await expect
+        .poll(() =>
+          settingsSearchShell.evaluate((element) => getComputedStyle(element, "::after").opacity),
+        )
+        .toBe("1");
+      await captureSettingsSidebarProof(
+        settingsSidebar,
+        `settings-search-scrolled-${mode.replaceAll(" ", "-")}.png`,
+      );
+    } finally {
+      await context.close();
+    }
+  });
+
   it("pins routes, restores defaults, and persists navigation state across reloads", async () => {
     if (captureUiProofEnabled) {
       await mkdir(uiProofArtifactDir, { recursive: true });
diff --git a/ui/src/styles/layout.css b/ui/src/styles/layout.css
index 6b405266a09e..8085c5a98334 100644
--- a/ui/src/styles/layout.css
+++ b/ui/src/styles/layout.css
@@ -326,13 +326,32 @@ html.openclaw-native-web-chrome .shell:not(.shell--mobile-nav) .sidebar-brand .s
 
 .settings-sidebar__search {
   position: relative;
+  z-index: 1;
   flex-shrink: 0;
   display: flex;
   align-items: center;
-  margin: 8px 21px 0;
+  margin: 8px 12px 0;
+  padding-bottom: 8px;
   color: var(--muted);
 }
 
+.settings-sidebar__search::after {
+  content: "";
+  position: absolute;
+  inset-inline: -12px;
+  bottom: 0;
+  height: 1px;
+  pointer-events: none;
+  background: color-mix(in srgb, var(--border) 62%, transparent);
+  box-shadow: 0 6px 12px color-mix(in srgb, var(--text) 14%, transparent);
+  opacity: 0;
+  transition: opacity var(--duration-fast) ease;
+}
+
+.settings-sidebar__search--scrolled::after {
+  opacity: 1;
+}
+
 .settings-sidebar__search-icon {
   position: absolute;
   inset-inline-start: 10px;