diff --git a/desktop/src/components/workbench/WorkspaceFileTab.test.tsx b/desktop/src/components/workbench/WorkspaceFileTab.test.tsx
index 03ffe961..19cc717e 100644
--- a/desktop/src/components/workbench/WorkspaceFileTab.test.tsx
+++ b/desktop/src/components/workbench/WorkspaceFileTab.test.tsx
@@ -139,10 +139,10 @@ afterEach(() => {
 })
 
 describe('content states', () => {
-  it('gives the file picker a centered invitation while the tree remains available', () => {
+  it('gives the empty file picker all the space instead of reserving a blank preview', () => {
     renderTab('')
-    expect(screen.getByRole('heading', { name: 'Open file' })).toBeVisible()
-    expect(screen.getByText('Choose a file from the tree')).toBeVisible()
+    expect(screen.queryByTestId('workspace-file-preview')).toBeNull()
+    expect(screen.getByTestId('workspace-tree-sidebar')).toHaveStyle({ width: '100%', maxWidth: '100%' })
     expect(screen.getByTestId('file-tree-pane')).toBeVisible()
   })
 
@@ -237,7 +237,7 @@ describe('content states', () => {
   it('invites the user to pick a file when the tab has no path yet', () => {
     renderTab('')
 
-    expect(screen.getByText('Choose a file from the tree')).toBeInTheDocument()
+    expect(screen.getByTestId('file-tree-pane')).toBeVisible()
     expect(loadFile).not.toHaveBeenCalled()
   })
 })
@@ -279,6 +279,45 @@ describe('refresh', () => {
 })
 
 describe('file tree', () => {
+  it.each([undefined, { line: 4 }])('restores a hidden preview when a chat link reopens the same file (%j)', (reveal) => {
+    const store = useWorkspaceStore.getState()
+    const id = store.openTarget(SESSION, { kind: 'file', path: 'src/a.ts' })
+    const getTab = () => useWorkspaceStore.getState().bySession[SESSION]?.tabs.find((tab) => tab.id === id) as WorkspaceFileTabModel
+    seedEntry('src/a.ts', { content: 'first', previewType: 'text' })
+    const view = render(<WorkspaceFileTab sessionId={SESSION} tab={getTab()} />)
+    fireEvent.click(screen.getByRole('button', { name: 'Hide preview' }))
+    expect(screen.getByTestId('code-surface')).not.toBeVisible()
+    store.openTarget(SESSION, { kind: 'file', path: 'src/a.ts', reveal })
+    view.rerender(<WorkspaceFileTab sessionId={SESSION} tab={getTab()} />)
+    expect(screen.getByTestId('code-surface')).toBeVisible()
+  })
+
+  it('hides and restores the preview without losing the tree or selected file', () => {
+    seedEntry('src/a.ts', { content: 'const x = 1', previewType: 'text' })
+    renderTab('src/a.ts')
+    fireEvent.click(screen.getByTestId('workspace-file-tree-toggle'))
+    fireEvent.click(screen.getByRole('button', { name: 'Hide preview' }))
+    expect(screen.getByTestId('workspace-file-preview')).not.toBeVisible()
+    expect(screen.getByTestId('file-tree-pane')).toBeVisible()
+    expect(screen.getByTestId('file-tree-pane')).toHaveAttribute('data-selected', 'src/a.ts')
+    expect(screen.getByTestId('workspace-tree-sidebar')).toHaveStyle({ width: '100%', maxWidth: '100%' })
+    expect(screen.queryByTestId('workspace-file-tree-toggle')).toBeNull()
+    fireEvent.click(screen.getByRole('button', { name: 'Show preview' }))
+    expect(screen.getByTestId('code-surface')).toBeVisible()
+    expect(screen.getByTestId('file-tree-pane')).toBeVisible()
+  })
+
+  it('shows the preview when another file is selected from tree-only mode', () => {
+    seedEntry('src/a.ts', { content: 'first', previewType: 'text' })
+    seedEntry('src/other.ts', { content: 'second', previewType: 'text' })
+    const view = renderTab('src/a.ts')
+    fireEvent.click(screen.getByRole('button', { name: 'Hide preview' }))
+    fireEvent.click(screen.getByRole('button', { name: 'tree row' }))
+    view.rerender(<WorkspaceFileTab sessionId={SESSION} tab={fileTab('src/other.ts')} />)
+    expect(screen.getByTestId('code-surface')).toBeVisible()
+    expect(screen.getByTestId('code-surface')).toHaveTextContent('second')
+  })
+
   it('keeps the tree beside the content instead of replacing one with the other', () => {
     // The previous panel hid its navigation the moment a file opened, so
     // browsing a repository made the structure appear and disappear.
diff --git a/desktop/src/components/workbench/WorkspaceFileTab.tsx b/desktop/src/components/workbench/WorkspaceFileTab.tsx
index 3ffcc2f0..ad8afe52 100644
--- a/desktop/src/components/workbench/WorkspaceFileTab.tsx
+++ b/desktop/src/components/workbench/WorkspaceFileTab.tsx
@@ -1,5 +1,5 @@
 import { useCallback, useEffect, useId, useLayoutEffect, useRef, useState } from 'react'
-import { ChevronDown, ChevronRight, ExternalLink, FolderClosed, FolderOpen } from 'lucide-react'
+import { ChevronDown, ChevronRight, ExternalLink, FolderClosed, FolderOpen, PanelLeftClose, PanelLeftOpen } from 'lucide-react'
 import { IconButton } from '@/components/ui/IconButton'
 import { TargetIcon } from '@/components/composite/TargetIcon'
 import { useWorkspaceFileOpenTargets } from '@/components/workspace/workspaceFileOpenTargets'
@@ -73,6 +73,10 @@ export function WorkspaceFileTab({ sessionId, tab }: WorkspaceFileTabProps) {
   const restoredSurface = useRef<{ node: HTMLElement; revealNonce: number | undefined }>()
   const [consumedReveal, setConsumedReveal] = useState<string | null>(null)
   const viewKey = `${sessionId}::${path}`
+  // Explicit file opens replace the tab model, including same-path chat links.
+  // Keep collapse local to this activation so a later open can reveal content.
+  const [hiddenPreviewTab, setHiddenPreviewTab] = useState<WorkspaceFileTabModel | null>(null)
+  const previewVisible = !!path && hiddenPreviewTab !== tab
   const revealKey = `${viewKey}::${tab.reveal?.nonce}`
   const restoredView = useRef<{ key: string; view: WorkspaceFileView | undefined }>()
   if (restoredView.current?.key !== viewKey) {
@@ -202,7 +206,7 @@ export function WorkspaceFileTab({ sessionId, tab }: WorkspaceFileTabProps) {
             ))
           )}
         </nav>
-        <IconButton
+        {previewVisible ? <IconButton
           ref={treeToggleRef}
           icon={treeOpen
             ? <FolderOpen size={18} strokeWidth={1.8} />
@@ -213,9 +217,20 @@ export function WorkspaceFileTab({ sessionId, tab }: WorkspaceFileTabProps) {
           pressed={treeOpen}
           data-testid="workspace-file-tree-toggle"
           onClick={() => setTreeOpen((open) => !open)}
-        />
+        /> : null}
         {path ? (
           <>
+            <IconButton
+              icon={previewVisible ? <PanelLeftClose size={18} /> : <PanelLeftOpen size={18} />}
+              label={t(previewVisible ? 'workspace.files.hidePreview' : 'workspace.files.showPreview')}
+              size="sm"
+              tone="muted"
+              pressed={previewVisible}
+              onClick={() => {
+                setHiddenPreviewTab(previewVisible ? tab : null)
+                if (previewVisible) setTreeOpen(true)
+              }}
+            />
             <span className="relative flex h-8 shrink-0 items-stretch rounded-[var(--radius-md)] border border-[var(--color-border)]">
               <button
                 type="button"
@@ -268,7 +283,7 @@ export function WorkspaceFileTab({ sessionId, tab }: WorkspaceFileTabProps) {
       </div>
 
       <div data-testid="workspace-file-body" className="relative flex min-h-0 flex-1">
-        <div key={viewKey} ref={fileContentRef} className="flex min-h-0 min-w-0 flex-1 flex-col" onScrollCapture={(event) => {
+        {path ? <div key={viewKey} ref={fileContentRef} data-testid="workspace-file-preview" hidden={!previewVisible} className={`${previewVisible ? 'flex' : 'hidden'} min-h-0 min-w-0 flex-1 flex-col`} onScrollCapture={(event) => {
           const surface = event.target
           if (!(surface instanceof HTMLElement) || !surface.hasAttribute('data-workspace-scroll-surface')) return
           setConsumedReveal(revealKey)
@@ -278,13 +293,7 @@ export function WorkspaceFileTab({ sessionId, tab }: WorkspaceFileTabProps) {
             revealNonce: tab.reveal?.nonce,
           })
         }}>
-          {!path ? (
-            <div className="flex min-h-0 flex-1 flex-col items-center justify-center gap-3 px-5 text-center">
-              <FolderOpen size={32} strokeWidth={1.7} aria-hidden="true" className="mb-1 text-[var(--color-text-tertiary)]" />
-              <h3 className="text-[18px] font-medium text-[var(--color-text-primary)]">{t('workspace.files.openTitle')}</h3>
-              <p className="text-[16px] text-[var(--color-text-tertiary)]">{t('workspace.files.pickAFile')}</p>
-            </div>
-          ) : !entry || entry.state === 'loading' ? (
+          {!entry || entry.state === 'loading' ? (
             <PanelMessage icon="hourglass_empty" message={t('workspace.previewState.loading')} />
           ) : entry.state === 'missing' ? (
             <PanelMessage icon="search_off" message={t('workspace.previewState.missing')} />
@@ -322,18 +331,20 @@ export function WorkspaceFileTab({ sessionId, tab }: WorkspaceFileTabProps) {
               {t('workspace.files.refreshFailed', { reason: entry.refreshError })}
             </p>
           ) : null}
-        </div>
+        </div> : null}
 
-      <WorkspaceTreeSidebar open={treeOpen} onOpenChange={setTreeOpen} collapseOnNarrow={!!path}>
+      <WorkspaceTreeSidebar open={!previewVisible || treeOpen} onOpenChange={setTreeOpen} fullWidth={!previewVisible}>
           <WorkspaceFileTreePane
             sessionId={sessionId}
             selectedPath={path || null}
             autoFocus={!path}
-            onOpen={(nextPath) =>
+            onOpen={(nextPath) => {
+              setHiddenPreviewTab(null)
               // A pick from the tree is a permanent tab of its own. Only the
               // empty Files launcher this tree is hosted in gets replaced —
               // everything else adds, so ten picks mean ten tabs.
-              workspaceOpen.file(sessionId, nextPath, { replaceBlankPlaceholder: true })}
+              workspaceOpen.file(sessionId, nextPath, { replaceBlankPlaceholder: true })
+            }}
           />
       </WorkspaceTreeSidebar>
       </div>
diff --git a/desktop/src/components/workbench/WorkspaceFileTreePane.test.tsx b/desktop/src/components/workbench/WorkspaceFileTreePane.test.tsx
index 045d5b09..1fc09558 100644
--- a/desktop/src/components/workbench/WorkspaceFileTreePane.test.tsx
+++ b/desktop/src/components/workbench/WorkspaceFileTreePane.test.tsx
@@ -6,6 +6,8 @@ const mocks = vi.hoisted(() => ({
   getWorkspaceTree: vi.fn(),
   searchWorkspace: vi.fn(),
   getWorkspaceStatus: vi.fn(),
+  openTarget: vi.fn().mockResolvedValue(undefined),
+  copyText: vi.fn().mockResolvedValue(true),
 }))
 
 vi.mock('../../api/sessions', () => ({
@@ -17,6 +19,16 @@ vi.mock('../../api/sessions', () => ({
   },
 }))
 
+vi.mock('@/lib/clipboard', () => ({ copyTextToClipboard: mocks.copyText }))
+vi.mock('@/stores/openTargetStore', () => {
+  const targets = [
+    { id: 'system-default', kind: 'system_default', label: 'System default', platform: 'win32' },
+    { id: 'explorer', kind: 'file_manager', label: 'Explorer', platform: 'win32' },
+  ]
+  const state = { targets, getTargetsForPath: () => new Promise(() => {}), openTarget: mocks.openTarget }
+  return { useOpenTargetStore: Object.assign((select: (s: typeof state) => unknown) => select(state), { getState: () => state }) }
+})
+
 import { useWorkspaceContentStore } from '../../stores/workspaceContentStore'
 import { WorkspaceFileTreePane } from './WorkspaceFileTreePane'
 import { useWorkspaceChatContextStore } from '@/stores/workspaceChatContextStore'
@@ -62,7 +74,7 @@ beforeEach(() => {
     expandedBySession: {},
     treeViewBySession: {},
     fileViewByKey: {},
-    statusBySession: {},
+    statusBySession: { [SESSION]: { state: 'ok', workDir: '/repo', repoName: 'repo', branch: 'main', isGitRepo: true, changedFiles: [] } },
   })
   mocks.getWorkspaceTree.mockReset()
   mocks.getWorkspaceTree.mockImplementation(async (_session: string, path: string) =>
@@ -482,7 +494,7 @@ describe('file chat references', () => {
     const file = screen.getByTestId('workspace-tree-row-README.md')
     fireEvent.keyDown(file, { key: 'F10', shiftKey: true })
     expect(screen.getByRole('menuitem', { name: 'Add to chat' })).toHaveFocus()
-    fireEvent.keyDown(screen.getByRole('menuitem'), { key: 'Escape' })
+    fireEvent.keyDown(screen.getByRole('menuitem', { name: 'Add to chat' }), { key: 'Escape' })
     expect(screen.queryByRole('menu')).toBeNull()
     expect(useWorkspaceChatContextStore.getState().referencesBySession[SESSION]).toBeUndefined()
   })
@@ -499,3 +511,39 @@ describe('file chat references', () => {
     expect(useWorkspaceChatContextStore.getState().referencesBySession).toEqual({})
   })
 })
+
+// #1361: the unified tree dropped the existing native-open and copy actions.
+describe('file tree open actions', () => {
+  it.each([
+    ['README.md', false], ['src', true],
+  ])('opens and copies the exact absolute path for %s without previewing it', async (path, isDirectory) => {
+    mocks.openTarget.mockClear()
+    mocks.copyText.mockClear()
+    useWorkspaceContentStore.setState({ statusBySession: { [SESSION]: { state: 'ok', workDir: 'C:\\repo', repoName: 'repo', branch: 'main', isGitRepo: true, changedFiles: [] } } })
+    const { onOpen } = await renderPane()
+    const openMenu = async () => {
+      fireEvent.contextMenu(screen.getByTestId(`workspace-tree-row-${path}`))
+      await waitFor(() => expect(screen.getByRole('menuitem', { name: 'Default application' })).toBeInTheDocument())
+    }
+    await openMenu()
+    fireEvent.click(screen.getByRole('menuitem', { name: 'Default application' }))
+    expect(mocks.openTarget).toHaveBeenLastCalledWith('system-default', `C:\\repo/${path}`)
+    expect(screen.queryByRole('menu')).toBeNull()
+    await openMenu()
+    fireEvent.click(screen.getByRole('menuitem', { name: 'Open containing folder' }))
+    expect(mocks.openTarget).toHaveBeenLastCalledWith('explorer', `C:\\repo/${path}`)
+    await openMenu()
+    if (isDirectory) expect(screen.queryByRole('menuitem', { name: 'Copy file contents' })).toBeNull()
+    fireEvent.click(screen.getByRole('menuitem', { name: 'Copy path' }))
+    expect(mocks.copyText).toHaveBeenLastCalledWith(`C:\\repo/${path}`)
+    expect(onOpen).not.toHaveBeenCalled()
+  })
+
+  it('routes a tree context-menu preview through the pane activation callback', async () => {
+    const { onOpen } = await renderPane()
+    fireEvent.contextMenu(screen.getByTestId('workspace-tree-row-README.md'))
+    fireEvent.click(screen.getByRole('menuitem', { name: 'Workspace preview' }))
+    expect(onOpen).toHaveBeenCalledWith('README.md')
+    expect(screen.queryByRole('menu')).toBeNull()
+  })
+})
diff --git a/desktop/src/components/workbench/WorkspaceFileTreePane.tsx b/desktop/src/components/workbench/WorkspaceFileTreePane.tsx
index 74e1485b..4d7198bd 100644
--- a/desktop/src/components/workbench/WorkspaceFileTreePane.tsx
+++ b/desktop/src/components/workbench/WorkspaceFileTreePane.tsx
@@ -12,6 +12,8 @@ import { useRovingTree } from './treeKeyboard'
 import { useWorkspaceChatContextStore } from '@/stores/workspaceChatContextStore'
 import { useDismissable } from '@/hooks/useDismissable'
 import { useAnchoredPosition } from '@/hooks/useAnchoredPosition'
+import { WorkspaceFileOpenWith } from '@/components/workspace/WorkspaceFileOpenWith'
+import { resolveAbsoluteOpenPath } from '@/lib/systemFileOpen'
 import { useMenuKeyboard } from '@/components/workbench/menuKeyboard'
 
 export type WorkspaceFileTreePaneProps = {
@@ -61,6 +63,11 @@ export function WorkspaceFileTreePane({
     offset: 0,
     clampHeight: true,
   })
+  const workDir = useWorkspaceContentStore((state) => state.statusBySession[sessionId]?.workDir)
+  const loadStatus = useWorkspaceContentStore((state) => state.loadStatus)
+  useEffect(() => {
+    if (menu && !workDir) void loadStatus(sessionId)
+  }, [menu, workDir, loadStatus, sessionId])
   const treeView = useWorkspaceContentStore((state) => state.treeViewBySession[sessionId] ?? EMPTY_WORKSPACE_TREE_VIEW)
   const setTreeView = useWorkspaceContentStore((state) => state.setTreeView)
   const { filter } = treeView
@@ -390,6 +397,16 @@ export function WorkspaceFileTreePane({
           }}>
             {t('workspace.addSelectionToChat')}
           </Button>
+          {workDir ? (
+            <WorkspaceFileOpenWith
+              absolutePath={resolveAbsoluteOpenPath(menu.row.path, workDir)}
+              sessionId={sessionId}
+              workspacePath={menu.row.path}
+              isDirectory={menu.row.isDirectory}
+              onPreview={() => onOpen(menu.row.path)}
+              onAfterSelect={closeMenu}
+            />
+          ) : null}
         </div>
       ) : null}
     </div>
diff --git a/desktop/src/components/workbench/WorkspaceTreeSidebar.test.tsx b/desktop/src/components/workbench/WorkspaceTreeSidebar.test.tsx
index 5277dfab..c5269e28 100644
--- a/desktop/src/components/workbench/WorkspaceTreeSidebar.test.tsx
+++ b/desktop/src/components/workbench/WorkspaceTreeSidebar.test.tsx
@@ -12,6 +12,22 @@ function Fixture() {
 afterEach(() => vi.unstubAllGlobals())
 
 describe('WorkspaceTreeSidebar', () => {
+  it('keeps tree-only mode full width and visible even in a narrow panel', () => {
+    let resize: ResizeObserverCallback = () => {}
+    vi.stubGlobal('ResizeObserver', class {
+      constructor(callback: ResizeObserverCallback) { resize = callback }
+      observe() {}
+      disconnect() {}
+    })
+    const onOpenChange = vi.fn()
+    render(<div><WorkspaceTreeSidebar open fullWidth onOpenChange={onOpenChange}>file rows</WorkspaceTreeSidebar></div>)
+    act(() => resize([{ contentRect: { width: 400 } } as ResizeObserverEntry], {} as ResizeObserver))
+    expect(onOpenChange).not.toHaveBeenCalled()
+    expect(screen.getByTestId('workspace-tree-sidebar')).toHaveAttribute('data-overlay', 'false')
+    expect(screen.getByTestId('workspace-tree-sidebar')).toHaveStyle({ width: '100%', maxWidth: '100%' })
+    expect(screen.queryByRole('separator')).toBeNull()
+  })
+
   it('collapses at narrow content widths and can explicitly reopen as an overlay', () => {
     let resize: ResizeObserverCallback = () => {}
     const disconnect = vi.fn()
diff --git a/desktop/src/components/workbench/WorkspaceTreeSidebar.tsx b/desktop/src/components/workbench/WorkspaceTreeSidebar.tsx
index 78c4abb2..08660434 100644
--- a/desktop/src/components/workbench/WorkspaceTreeSidebar.tsx
+++ b/desktop/src/components/workbench/WorkspaceTreeSidebar.tsx
@@ -4,11 +4,12 @@ import { X } from 'lucide-react'
 import { IconButton } from '@/components/ui/IconButton'
 
 /** The tree collapses before the main split does, but its toolbar can always reopen it. */
-export function WorkspaceTreeSidebar({ open, onOpenChange, children, collapseOnNarrow = true }: {
+export function WorkspaceTreeSidebar({ open, onOpenChange, children, collapseOnNarrow = true, fullWidth = false }: {
   open: boolean
   onOpenChange: (open: boolean) => void
   children: ReactNode
   collapseOnNarrow?: boolean
+  fullWidth?: boolean
 }) {
   const t = useTranslation()
   const ref = useRef<HTMLDivElement>(null)
@@ -24,12 +25,12 @@ export function WorkspaceTreeSidebar({ open, onOpenChange, children, collapseOnN
       if (!entry || entry.contentRect.width === 0) return
       const next = entry.contentRect.width < 660
       setNarrow(next)
-      if (next && !wasNarrow && collapseOnNarrow) onOpenChange(false)
+      if (next && !wasNarrow && collapseOnNarrow && !fullWidth) onOpenChange(false)
       wasNarrow = next
     })
     observer.observe(parent)
     return () => observer.disconnect()
-  }, [collapseOnNarrow, onOpenChange])
+  }, [collapseOnNarrow, fullWidth, onOpenChange])
 
   useEffect(() => {
     const move = (event: PointerEvent) => {
@@ -46,26 +47,28 @@ export function WorkspaceTreeSidebar({ open, onOpenChange, children, collapseOnN
     }
   }, [])
 
+  const overlay = narrow && !fullWidth
+
   return (
     <div
       ref={ref}
       data-testid="workspace-tree-sidebar"
-      data-overlay={narrow}
+      data-overlay={overlay}
       hidden={!open}
-      className={`${open ? 'flex' : 'hidden'} min-h-0 shrink-0 flex-col bg-[var(--color-surface)] ${narrow ? 'absolute inset-y-0 right-0 z-[var(--z-drawer)] shadow-[var(--shadow-dropdown)]' : 'relative'}`}
-      style={{ width, maxWidth: narrow ? '85%' : '48%' }}
+      className={`${open ? 'flex' : 'hidden'} min-h-0 shrink-0 flex-col bg-[var(--color-surface)] ${overlay ? 'absolute inset-y-0 right-0 z-[var(--z-drawer)] shadow-[var(--shadow-dropdown)]' : 'relative'}`}
+      style={{ width: fullWidth ? '100%' : width, maxWidth: fullWidth ? '100%' : overlay ? '85%' : '48%' }}
       onKeyDown={(event) => {
-        if (open && narrow && event.key === 'Escape') {
+        if (open && overlay && event.key === 'Escape') {
           event.preventDefault()
           event.stopPropagation()
           onOpenChange(false)
         }
       }}
     >
-      {narrow ? <div className="flex shrink-0 justify-end border-b border-[var(--color-border)] px-2 py-1">
+      {overlay ? <div className="flex shrink-0 justify-end border-b border-[var(--color-border)] px-2 py-1">
         <IconButton icon={<X size={14} />} size="xs" tone="muted" label={t('common.close')} data-testid="workspace-tree-overlay-close" onClick={() => onOpenChange(false)} />
       </div> : null}
-        <div
+        {!fullWidth ? <div
           role="separator"
           aria-orientation="vertical"
           aria-label={t('workspace.resizePanel')}
@@ -85,7 +88,7 @@ export function WorkspaceTreeSidebar({ open, onOpenChange, children, collapseOnN
           }}
           onDoubleClick={() => setWidth(300)}
           className="absolute inset-y-0 -left-1 w-2 cursor-col-resize outline-none focus-visible:bg-[var(--color-border-focus)]"
-        />
+        /> : null}
         {children}
     </div>
   )
diff --git a/desktop/src/components/workspace/WorkspaceFileOpenWith.test.tsx b/desktop/src/components/workspace/WorkspaceFileOpenWith.test.tsx
index 234f7c33..c966e8f8 100644
--- a/desktop/src/components/workspace/WorkspaceFileOpenWith.test.tsx
+++ b/desktop/src/components/workspace/WorkspaceFileOpenWith.test.tsx
@@ -211,4 +211,12 @@ describe('WorkspaceFileOpenWith', () => {
 
     expect(openPreview).toHaveBeenCalledWith('s1', 'report.md')
   })
+
+  it('omits file-only actions for directories, even with a file-like name', () => {
+    const { queryByRole, getByRole } = render(<WorkspaceFileOpenWith absolutePath="/w/docs.html" workspacePath="docs.html" sessionId="s1" isDirectory />)
+    expect(queryByRole('menuitem', { name: 'openWith.copyFileContent' })).toBeNull()
+    expect(queryByRole('menuitem', { name: 'openWith.workspacePreview' })).toBeNull()
+    expect(queryByRole('menuitem', { name: 'openWith.inAppBrowser' })).toBeNull()
+    expect(getByRole('menuitem', { name: 'openWith.copyPath' })).toBeInTheDocument()
+  })
 })
diff --git a/desktop/src/components/workspace/WorkspaceFileOpenWith.tsx b/desktop/src/components/workspace/WorkspaceFileOpenWith.tsx
index 8cba9ddf..e8c54ba1 100644
--- a/desktop/src/components/workspace/WorkspaceFileOpenWith.tsx
+++ b/desktop/src/components/workspace/WorkspaceFileOpenWith.tsx
@@ -8,8 +8,10 @@ import { TargetIcon } from '@/components/composite/TargetIcon'
 import type { OpenTarget } from '@/api/openTargets'
 import { fileApplicationTargets, useWorkspaceFileOpenTargets } from '@/components/workspace/workspaceFileOpenTargets'
 
-export function WorkspaceFileOpenWith({ absolutePath, sessionId, workspacePath, onAfterSelect, targets: suppliedTargets, loading, error, onRefresh }: {
+export function WorkspaceFileOpenWith({ absolutePath, sessionId, workspacePath, onAfterSelect, targets: suppliedTargets, loading, error, onRefresh, isDirectory = false, onPreview }: {
   absolutePath: string
+  isDirectory?: boolean
+  onPreview?: () => void
   sessionId?: string
   workspacePath?: string
   onAfterSelect?: () => void
@@ -22,7 +24,7 @@ export function WorkspaceFileOpenWith({ absolutePath, sessionId, workspacePath,
   const discovery = useWorkspaceFileOpenTargets(suppliedTargets === undefined ? absolutePath : null)
   const targets = suppliedTargets ?? discovery.targets
   const applications = fileApplicationTargets(absolutePath, targets)
-  const context = sessionId && workspacePath
+  const context = !isDirectory && sessionId && workspacePath
     ? openWithContextForWorkspaceFile(workspacePath, absolutePath, { sessionId, serverBaseUrl: getServerBaseUrl() })
     : { kind: 'file' as const, absolutePath, previewable: false }
   const actions = buildOpenWithMenuItems(context, targets, {
@@ -30,7 +32,9 @@ export function WorkspaceFileOpenWith({ absolutePath, sessionId, workspacePath,
   }).filter((item) => item.icon === 'copy' || item.id === 'in-app' || item.id === 'preview')
   // Previewing again inside an already-open file has no effect. HTML browser
   // and clipboard actions remain available because they have distinct results.
-  const usefulActions = actions.filter((item) => item.id !== 'preview' || suppliedTargets === undefined)
+  const usefulActions = actions.filter((item) =>
+    (!isDirectory || item.id === 'copy-path') && (item.id !== 'preview' || suppliedTargets === undefined),
+  )
   const folders = targets.filter((target) => target.kind === 'file_manager')
   const selectTarget = (target: OpenTarget) => {
     void useOpenTargetStore.getState().openTarget(target.id, absolutePath).catch(() => reportOpenFailure(absolutePath))
@@ -50,7 +54,7 @@ export function WorkspaceFileOpenWith({ absolutePath, sessionId, workspacePath,
       ))}
       {applications.length > 0 && (folders.length > 0 || usefulActions.length > 0 || onRefresh) ? <div className="mx-2 my-1 border-t border-[var(--color-border)]" role="separator" /> : null}
       {folders.map((target) => <button key={target.id} type="button" role="menuitem" onClick={() => selectTarget(target)} className={itemClass}>{t('workspace.files.openContainingFolder')}</button>)}
-      {usefulActions.map((item) => <button key={item.id} type="button" role="menuitem" onClick={() => { item.onSelect(); onAfterSelect?.() }} className={itemClass}><span className="truncate">{item.label}</span></button>)}
+      {usefulActions.map((item) => <button key={item.id} type="button" role="menuitem" onClick={() => { if (item.id === 'preview' && onPreview) onPreview(); else item.onSelect(); onAfterSelect?.() }} className={itemClass}><span className="truncate">{item.label}</span></button>)}
       {onRefresh ? <button type="button" role="menuitem" className={itemClass} onClick={() => { onRefresh(); onAfterSelect?.() }}>{t('workspace.refresh')}</button> : null}
     </>
   )
diff --git a/desktop/src/i18n/locales/en.ts b/desktop/src/i18n/locales/en.ts
index e7e10656..85612e4f 100644
--- a/desktop/src/i18n/locales/en.ts
+++ b/desktop/src/i18n/locales/en.ts
@@ -703,6 +703,8 @@ export const en = {
   'workspace.files.projectRoot': 'Project root',
   'workspace.files.directoryMissing': 'Directory not found: {path}',
   'workspace.files.directoryError': 'Unable to read directory: {path}',
+  'workspace.files.hidePreview': 'Hide preview',
+  'workspace.files.showPreview': 'Show preview',
   'workspace.files.toggleTree': 'Toggle file tree',
   'workspace.files.breadcrumb': 'File path',
   'workspace.files.noSelection': 'No file selected',
diff --git a/desktop/src/i18n/locales/jp.ts b/desktop/src/i18n/locales/jp.ts
index 9086488c..3560d095 100644
--- a/desktop/src/i18n/locales/jp.ts
+++ b/desktop/src/i18n/locales/jp.ts
@@ -705,6 +705,8 @@ export const jp: Record<TranslationKey, string> = {
   'workspace.files.projectRoot': 'プロジェクトルート',
   'workspace.files.directoryMissing': 'ディレクトリが見つかりません: {path}',
   'workspace.files.directoryError': 'ディレクトリを読み込めません: {path}',
+  'workspace.files.hidePreview': 'プレビューを非表示',
+  'workspace.files.showPreview': 'プレビューを表示',
   'workspace.files.toggleTree': 'ファイルツリーの表示切り替え',
   'workspace.files.breadcrumb': 'ファイルパス',
   'workspace.files.noSelection': 'ファイルが選択されていません',
diff --git a/desktop/src/i18n/locales/kr.ts b/desktop/src/i18n/locales/kr.ts
index 21b6ece2..4ca32604 100644
--- a/desktop/src/i18n/locales/kr.ts
+++ b/desktop/src/i18n/locales/kr.ts
@@ -707,6 +707,8 @@ export const kr: Record<TranslationKey, string> = {
   'workspace.files.projectRoot': '프로젝트 루트',
   'workspace.files.directoryMissing': '디렉터리를 찾을 수 없습니다: {path}',
   'workspace.files.directoryError': '디렉터리를 읽을 수 없습니다: {path}',
+  'workspace.files.hidePreview': '미리보기 숨기기',
+  'workspace.files.showPreview': '미리보기 표시',
   'workspace.files.toggleTree': '파일 트리 표시 전환',
   'workspace.files.breadcrumb': '파일 경로',
   'workspace.files.noSelection': '선택된 파일 없음',
diff --git a/desktop/src/i18n/locales/zh-TW.ts b/desktop/src/i18n/locales/zh-TW.ts
index 5c3fc548..b82eec6a 100644
--- a/desktop/src/i18n/locales/zh-TW.ts
+++ b/desktop/src/i18n/locales/zh-TW.ts
@@ -705,6 +705,8 @@ export const zh: Record<TranslationKey, string> = {
   'workspace.files.projectRoot': '專案根目錄',
   'workspace.files.directoryMissing': '目錄不存在：{path}',
   'workspace.files.directoryError': '無法讀取目錄：{path}',
+  'workspace.files.hidePreview': '隱藏預覽',
+  'workspace.files.showPreview': '顯示預覽',
   'workspace.files.toggleTree': '顯示/隱藏檔案樹',
   'workspace.files.breadcrumb': '檔案路徑',
   'workspace.files.noSelection': '未選擇檔案',
diff --git a/desktop/src/i18n/locales/zh.ts b/desktop/src/i18n/locales/zh.ts
index 4840cb8a..b0c114e0 100644
--- a/desktop/src/i18n/locales/zh.ts
+++ b/desktop/src/i18n/locales/zh.ts
@@ -704,6 +704,8 @@ export const zh: Record<TranslationKey, string> = {
   'workspace.files.projectRoot': '项目根目录',
   'workspace.files.directoryMissing': '目录不存在：{path}',
   'workspace.files.directoryError': '无法读取目录：{path}',
+  'workspace.files.hidePreview': '隐藏预览',
+  'workspace.files.showPreview': '显示预览',
   'workspace.files.toggleTree': '显示/隐藏文件树',
   'workspace.files.breadcrumb': '文件路径',
   'workspace.files.noSelection': '未选择文件',