diff --git a/packages/react-router/test/base/src/pages/nested-params/NestedParams.tsx b/packages/react-router/test/base/src/pages/nested-params/NestedParams.tsx
index a92f525306..58714b3ea4 100644
--- a/packages/react-router/test/base/src/pages/nested-params/NestedParams.tsx
+++ b/packages/react-router/test/base/src/pages/nested-params/NestedParams.tsx
@@ -63,6 +63,7 @@ const UserLayout: React.FC = () => {
           <Route index element={<Navigate to="details" replace />} />
           <Route path="details" element={<UserDetails />} />
           <Route path="settings" element={<UserSettings />} />
+          <Route path="profile/*" element={<ProfileLayout />} />
         </IonRouterOutlet>
       </IonContent>
     </IonPage>
@@ -84,6 +85,79 @@ const UserDetails: React.FC = () => {
         <IonButton routerLink={`/nested-params/user/${userId}/settings`} id="go-to-settings">
           Go to Settings
         </IonButton>
+        <IonButton routerLink={`/nested-params/user/${userId}/profile/edit`} id="go-to-profile-edit">
+          Go to Profile Edit
+        </IonButton>
+      </IonContent>
+    </IonPage>
+  );
+};
+
+/**
+ * Deeply nested layout: /nested-params/user/:userId/profile/*
+ * This tests 4 levels of outlet nesting with relative paths to validate
+ * that derivePathnameToMatch correctly handles depth > 2 parent segments.
+ */
+const ProfileLayout: React.FC = () => {
+  const { userId } = useParams<{ userId: string }>();
+
+  return (
+    <IonPage data-pageid="nested-params-profile-layout">
+      <IonHeader>
+        <IonToolbar>
+          <IonTitle>Profile Layout</IonTitle>
+        </IonToolbar>
+      </IonHeader>
+      <IonContent>
+        <IonLabel data-testid="profile-layout-param">Profile layout user: {userId ?? 'missing'}</IonLabel>
+        <IonRouterOutlet ionPage id="nested-params-profile-outlet">
+          <Route index element={<Navigate to="edit" replace />} />
+          <Route path="edit" element={<ProfileEdit />} />
+          <Route path="view" element={<ProfileView />} />
+        </IonRouterOutlet>
+      </IonContent>
+    </IonPage>
+  );
+};
+
+const ProfileEdit: React.FC = () => {
+  const { userId } = useParams<{ userId: string }>();
+
+  return (
+    <IonPage data-pageid="nested-params-profile-edit">
+      <IonHeader>
+        <IonToolbar>
+          <IonTitle>Profile Edit</IonTitle>
+        </IonToolbar>
+      </IonHeader>
+      <IonContent>
+        <IonLabel data-testid="profile-edit-param">Profile edit user: {userId ?? 'missing'}</IonLabel>
+        <IonButton routerLink={`/nested-params/user/${userId}/profile/view`} id="go-to-profile-view">
+          Go to Profile View
+        </IonButton>
+        <IonButton routerLink={`/nested-params/user/${userId}/details`} id="back-to-details">
+          Back to Details
+        </IonButton>
+      </IonContent>
+    </IonPage>
+  );
+};
+
+const ProfileView: React.FC = () => {
+  const { userId } = useParams<{ userId: string }>();
+
+  return (
+    <IonPage data-pageid="nested-params-profile-view">
+      <IonHeader>
+        <IonToolbar>
+          <IonTitle>Profile View</IonTitle>
+        </IonToolbar>
+      </IonHeader>
+      <IonContent>
+        <IonLabel data-testid="profile-view-param">Profile view user: {userId ?? 'missing'}</IonLabel>
+        <IonButton routerLink={`/nested-params/user/${userId}/profile/edit`} id="back-to-profile-edit">
+          Back to Profile Edit
+        </IonButton>
       </IonContent>
     </IonPage>
   );
diff --git a/packages/react-router/test/base/tests/e2e/specs/nested-params.cy.js b/packages/react-router/test/base/tests/e2e/specs/nested-params.cy.js
index 9ac4597487..35d7e1f7bc 100644
--- a/packages/react-router/test/base/tests/e2e/specs/nested-params.cy.js
+++ b/packages/react-router/test/base/tests/e2e/specs/nested-params.cy.js
@@ -222,6 +222,95 @@ describe('Nested Params', () => {
     });
   });
 
+  /**
+   * Deep nesting tests (4 levels) to validate derivePathnameToMatch
+   * handles relative paths correctly at depth > 2 parent segments.
+   *
+   * Route structure:
+   *   /nested-params/* (App level)
+   *     user/:userId/* (NestedParamsRoot outlet)
+   *       details (UserLayout outlet)
+   *       settings (UserLayout outlet)
+   *       profile/* (UserLayout outlet)
+   *         edit (ProfileLayout outlet - 4th level)
+   *         view (ProfileLayout outlet - 4th level)
+   */
+
+  it('/nested-params > Deep nesting > Navigate to profile edit (4 levels deep)', () => {
+    cy.visit(`http://localhost:${port}/nested-params`);
+    cy.ionPageVisible('nested-params-landing');
+
+    // Navigate to user 42 details
+    cy.get('#go-to-user-42').click();
+    cy.get('[data-testid="user-details-param"]').should('contain', 'Details view user: 42');
+
+    // Navigate to profile edit (4th level)
+    cy.get('#go-to-profile-edit').click();
+    cy.get('[data-testid="profile-layout-param"]').should('contain', 'Profile layout user: 42');
+    cy.get('[data-testid="profile-edit-param"]').should('contain', 'Profile edit user: 42');
+    cy.location('pathname').should('eq', '/nested-params/user/42/profile/edit');
+  });
+
+  it('/nested-params > Deep nesting > Direct navigation to 4th level route', () => {
+    // Navigate directly to a deeply nested route
+    cy.visit(`http://localhost:${port}/nested-params/user/42/profile/edit`);
+
+    cy.get('[data-testid="profile-layout-param"]').should('contain', 'Profile layout user: 42');
+    cy.get('[data-testid="profile-edit-param"]').should('contain', 'Profile edit user: 42');
+  });
+
+  it('/nested-params > Deep nesting > Navigate between 4th level siblings (edit <-> view)', () => {
+    cy.visit(`http://localhost:${port}/nested-params/user/42/profile/edit`);
+    cy.get('[data-testid="profile-edit-param"]').should('contain', 'Profile edit user: 42');
+
+    // Navigate to profile view (sibling at 4th level)
+    cy.get('#go-to-profile-view').click();
+    cy.get('[data-testid="profile-view-param"]').should('contain', 'Profile view user: 42');
+    cy.location('pathname').should('eq', '/nested-params/user/42/profile/view');
+
+    // Navigate back to profile edit
+    cy.get('#back-to-profile-edit').click();
+    cy.get('[data-testid="profile-edit-param"]').should('contain', 'Profile edit user: 42');
+    cy.location('pathname').should('eq', '/nested-params/user/42/profile/edit');
+  });
+
+  it('/nested-params > Deep nesting > Back navigation from 4th level to root', () => {
+    cy.visit(`http://localhost:${port}/`);
+    cy.ionPageVisible('home');
+
+    // Navigate to nested-params
+    cy.contains('ion-item', 'Nested Params').click();
+    cy.ionPageVisible('nested-params-landing');
+
+    // Navigate to user 42 details
+    cy.get('#go-to-user-42').click();
+    cy.get('[data-testid="user-details-param"]').should('contain', 'Details view user: 42');
+
+    // Navigate to profile edit (4th level)
+    cy.get('#go-to-profile-edit').click();
+    cy.get('[data-testid="profile-edit-param"]').should('contain', 'Profile edit user: 42');
+
+    // Navigate to profile view (sibling at 4th level)
+    cy.get('#go-to-profile-view').click();
+    cy.get('[data-testid="profile-view-param"]').should('contain', 'Profile view user: 42');
+
+    // Browser back: view -> edit
+    cy.go('back');
+    cy.get('[data-testid="profile-edit-param"]').should('contain', 'Profile edit user: 42');
+
+    // Browser back: edit -> details
+    cy.go('back');
+    cy.get('[data-testid="user-details-param"]').should('contain', 'Details view user: 42');
+
+    // Browser back: details -> landing
+    cy.go('back');
+    cy.ionPageVisible('nested-params-landing');
+
+    // Browser back: landing -> home
+    cy.go('back');
+    cy.ionPageVisible('home');
+  });
+
   it('/nested-params > Sibling route transitions > No nested scrollbars during transition', () => {
     // Start directly on the details page
     cy.visit(`http://localhost:${port}/nested-params/user/99/details`);