diff --git a/.changeset/session-workdir-resume-fix.md b/.changeset/session-workdir-resume-fix.md
new file mode 100644
index 00000000000..95dfe8237ec
--- /dev/null
+++ b/.changeset/session-workdir-resume-fix.md
@@ -0,0 +1,5 @@
+---
+"@moonshot-ai/kimi-code": patch
+---
+
+Restore older working-directory sessions in `/sessions` and `kimi --continue`.
diff --git a/apps/kimi-code/src/cli/v2/run-v2-print.ts b/apps/kimi-code/src/cli/v2/run-v2-print.ts
index 97f35d13046..5cb957f1c72 100644
--- a/apps/kimi-code/src/cli/v2/run-v2-print.ts
+++ b/apps/kimi-code/src/cli/v2/run-v2-print.ts
@@ -448,7 +448,9 @@ async function resolveNativeSession(
 
   if (opts.continue) {
     const page = await index.listRecent({});
-    const previous = page.items.find((summary) => summary.cwd === workDir);
+    const previous = page.items.find(
+      (summary) => summary.cwd !== undefined && resolve(summary.cwd) === resolve(workDir),
+    );
     if (previous !== undefined) {
       const session = await resumeById(previous.id);
       const agentContext = await ensureMainAgent(session);
diff --git a/packages/agent-core-v2/src/app/sessionIndex/sessionIndexService.ts b/packages/agent-core-v2/src/app/sessionIndex/sessionIndexService.ts
index eb55317feec..4d9c4f32809 100644
--- a/packages/agent-core-v2/src/app/sessionIndex/sessionIndexService.ts
+++ b/packages/agent-core-v2/src/app/sessionIndex/sessionIndexService.ts
@@ -297,7 +297,14 @@ export class FileSessionIndex extends Disposable implements ISessionIndex {
 
   async listRecent(query: SessionListQuery): Promise<Page<SessionSummary>> {
     return this.withReadModel(
-      (generation) => this.listRecentFromReadModel(generation, query),
+      async (generation) => {
+        const page = await this.listRecentFromReadModel(generation, query);
+        if (page.items.length === 0 && query.workspaceIds !== undefined) {
+          const legacy = await this.listLegacy(query);
+          if (legacy.items.length > 0) return legacy;
+        }
+        return page;
+      },
       () => this.listLegacy(query),
     );
   }
diff --git a/packages/agent-core-v2/test/app/sessionIndex/sessionIndex.test.ts b/packages/agent-core-v2/test/app/sessionIndex/sessionIndex.test.ts
index 439b6cabe16..f7548926b51 100644
--- a/packages/agent-core-v2/test/app/sessionIndex/sessionIndex.test.ts
+++ b/packages/agent-core-v2/test/app/sessionIndex/sessionIndex.test.ts
@@ -536,6 +536,17 @@ describe('FileSessionIndex (read model)', () => {
     expect(fileStorage.listCalls).toBe(0);
   });
 
+  it('coalesces a workspace-scoped miss onto the authoritative directory', async () => {
+    const store = build();
+    await store.prepare();
+    store.stopReconcileLoop();
+    await seedSession('legacy', { workDir: WORK_DIR, createdAt: 1, updatedAt: 2 });
+
+    const page = await store.listRecent({ workspaceIds: [workspaceId] });
+    expect(page.items.map((s) => s.id)).toEqual(['legacy']);
+    expect(page.items[0]).toMatchObject({ cwd: WORK_DIR });
+  });
+
   it('paginates exactly through same-millisecond ties', async () => {
     const specs: [string, number][] = [
       ['a', 100],