diff --git a/src/renderer/src/components/NewWorkspaceComposerCard.tsx b/src/renderer/src/components/NewWorkspaceComposerCard.tsx
index 558e9108eaf..a21a5b2023d 100644
--- a/src/renderer/src/components/NewWorkspaceComposerCard.tsx
+++ b/src/renderer/src/components/NewWorkspaceComposerCard.tsx
@@ -18,6 +18,7 @@ import AgentCombobox from '@/components/agent/AgentCombobox'
 import { AGENT_CATALOG } from '@/lib/agent-catalog'
 import { useAppStore } from '@/store'
 import { cn } from '@/lib/utils'
+import { WORKSPACE_FILE_PATH_MIME } from '@/lib/workspace-file-drag'
 import type {
   GitHubWorkItem,
   GitLabWorkItem,
@@ -144,12 +145,12 @@ function useComposerFileDragOver(): {
 
   const onDragEnter = React.useCallback((event: React.DragEvent<HTMLDivElement>): void => {
     // Why: "Files" is the DataTransfer type the OS adds for native file drags;
-    // internal in-app drags (text/x-orca-file-path) must not trigger the
+    // internal in-app drags must not trigger the
     // attachment-drop highlight so they still route to their own handlers.
     if (!event.dataTransfer.types.includes('Files')) {
       return
     }
-    if (event.dataTransfer.types.includes('text/x-orca-file-path')) {
+    if (event.dataTransfer.types.includes(WORKSPACE_FILE_PATH_MIME)) {
       return
     }
     dragCounterRef.current += 1
@@ -162,10 +163,10 @@ function useComposerFileDragOver(): {
         return
       }
       // Why: mirror the onDragEnter guard so internal in-app drags (which may
-      // carry both 'Files' and 'text/x-orca-file-path' types) don't decrement
+      // carry both "Files" and the workspace path MIME type) don't decrement
       // the counter when enter skipped incrementing it — otherwise the counter
       // goes negative and the native-drag highlight state desyncs.
-      if (event.dataTransfer.types.includes('text/x-orca-file-path')) {
+      if (event.dataTransfer.types.includes(WORKSPACE_FILE_PATH_MIME)) {
         return
       }
       dragCounterRef.current -= 1
diff --git a/src/renderer/src/components/browser-pane/BrowserPane.tsx b/src/renderer/src/components/browser-pane/BrowserPane.tsx
index 2c7871d367d..e02cbcffc70 100644
--- a/src/renderer/src/components/browser-pane/BrowserPane.tsx
+++ b/src/renderer/src/components/browser-pane/BrowserPane.tsx
@@ -1,10 +1,12 @@
 /* eslint-disable max-lines */
-import { useCallback, useEffect, useLayoutEffect, useRef, useState } from 'react'
+import { useCallback, useEffect, useLayoutEffect, useRef, useState, type DragEvent } from 'react'
 import { createPortal } from 'react-dom'
 import { cn } from '@/lib/utils'
 import { getConnectionId } from '@/lib/connection-context'
 import { detectLanguage } from '@/lib/language-detect'
 import { isPathInsideWorktree, toWorktreeRelativePath } from '@/lib/terminal-links'
+import { getWorkspaceFileBrowserOpenTarget } from '@/lib/file-preview'
+import { WORKSPACE_FILE_PATH_MIME } from '@/lib/workspace-file-drag'
 import {
   ArrowLeft,
   ArrowRight,
@@ -2674,6 +2676,48 @@ function BrowserPagePane({
     webview.style.display = showFailureOverlay ? 'none' : 'flex'
   }, [showFailureOverlay])
 
+  const handleInternalFileDragOver = useCallback((event: DragEvent<HTMLDivElement>) => {
+    if (!event.dataTransfer.types.includes(WORKSPACE_FILE_PATH_MIME)) {
+      return
+    }
+    event.preventDefault()
+    event.stopPropagation()
+    event.dataTransfer.dropEffect = 'copy'
+  }, [])
+
+  const handleInternalFileDrop = useCallback(
+    (event: DragEvent<HTMLDivElement>) => {
+      const filePath = event.dataTransfer.getData(WORKSPACE_FILE_PATH_MIME)
+      if (!filePath) {
+        return
+      }
+      event.preventDefault()
+      event.stopPropagation()
+
+      const target = getWorkspaceFileBrowserOpenTarget({ filePath, worktreeId })
+      if (target.status === 'unsupported') {
+        setResourceNotice(target.message)
+        return
+      }
+
+      const webview = webviewRef.current
+      const rect = webview?.getBoundingClientRect()
+      if (!webview || !rect) {
+        setResourceNotice('Browser page is not ready for file drops.')
+        return
+      }
+      const pageX = event.clientX - rect.left
+      const pageY = event.clientY - rect.top
+      if (pageX < 0 || pageY < 0 || pageX > rect.width || pageY > rect.height) {
+        setResourceNotice('Drop files over the browser page, not the toolbar.')
+        return
+      }
+
+      navigateToUrl(target.url)
+    },
+    [navigateToUrl, worktreeId]
+  )
+
   return (
     <div
       className={cn(
@@ -3076,6 +3120,8 @@ function BrowserPagePane({
       <div
         ref={containerRef}
         className="relative flex min-h-0 flex-1 overflow-hidden bg-background"
+        onDragOver={handleInternalFileDragOver}
+        onDrop={handleInternalFileDrop}
       >
         <BrowserFind isOpen={findOpen} onClose={() => setFindOpen(false)} webviewRef={webviewRef} />
         {showFailureOverlay ? (
diff --git a/src/renderer/src/components/editor/CombinedDiffFileTree.tsx b/src/renderer/src/components/editor/CombinedDiffFileTree.tsx
index d41fddfbc49..5a330da84f6 100644
--- a/src/renderer/src/components/editor/CombinedDiffFileTree.tsx
+++ b/src/renderer/src/components/editor/CombinedDiffFileTree.tsx
@@ -14,6 +14,7 @@ import {
 import { basename, dirname, joinPath } from '@/lib/path'
 import { cn } from '@/lib/utils'
 import { getFileTypeIcon } from '@/lib/file-type-icons'
+import { WORKSPACE_FILE_PATH_MIME } from '@/lib/workspace-file-drag'
 import { Button } from '@/components/ui/button'
 import { Input } from '@/components/ui/input'
 import { Popover, PopoverContent, PopoverTrigger } from '@/components/ui/popover'
@@ -56,7 +57,6 @@ type CombinedDiffTreeNode = SourceControlTreeNode<
 const COMBINED_DIFF_TREE_INDENT_PX = 12
 const COMBINED_DIFF_TREE_DIRECTORY_PADDING_PX = 8
 const COMBINED_DIFF_TREE_FILE_PADDING_PX = 20
-const ORCA_PATH_MIME = 'text/x-orca-file-path'
 const UNCOMMITTED_AREA_ORDER: readonly GitStagingArea[] = ['unstaged', 'staged', 'untracked']
 const UNCOMMITTED_AREA_LABELS: Record<GitStagingArea, string> = {
   unstaged: 'Changes',
@@ -350,7 +350,7 @@ function CombinedDiffFileTreeRow({
         }}
         draggable
         onDragStart={(event) => {
-          event.dataTransfer.setData(ORCA_PATH_MIME, joinPath(worktreePath, node.path))
+          event.dataTransfer.setData(WORKSPACE_FILE_PATH_MIME, joinPath(worktreePath, node.path))
           event.dataTransfer.effectAllowed = 'copy'
         }}
       >
@@ -402,7 +402,10 @@ function CombinedDiffFileTreeRow({
           event.preventDefault()
           return
         }
-        event.dataTransfer.setData(ORCA_PATH_MIME, joinPath(worktreePath, node.entry.path))
+        event.dataTransfer.setData(
+          WORKSPACE_FILE_PATH_MIME,
+          joinPath(worktreePath, node.entry.path)
+        )
         event.dataTransfer.effectAllowed = 'copy'
       }}
       onClick={() => onNavigate(node.entry)}
diff --git a/src/renderer/src/components/right-sidebar/FileExplorerBackgroundMenu.tsx b/src/renderer/src/components/right-sidebar/FileExplorerBackgroundMenu.tsx
index fa1cc065780..4ce77d79cd6 100644
--- a/src/renderer/src/components/right-sidebar/FileExplorerBackgroundMenu.tsx
+++ b/src/renderer/src/components/right-sidebar/FileExplorerBackgroundMenu.tsx
@@ -7,6 +7,16 @@ import {
   DropdownMenuTrigger
 } from '@/components/ui/dropdown-menu'
 
+function stopRightButtonMenuSelection(event: React.PointerEvent): void {
+  if (event.button !== 2) {
+    return
+  }
+  // Why: the synthetic trigger sits at the cursor; the right-button release
+  // can otherwise land on "New File" and select it immediately.
+  event.preventDefault()
+  event.stopPropagation()
+}
+
 export function FileExplorerBackgroundMenu({
   open,
   onOpenChange,
@@ -34,6 +44,7 @@ export function FileExplorerBackgroundMenu({
         className="w-48"
         sideOffset={0}
         align="start"
+        onPointerUpCapture={stopRightButtonMenuSelection}
         onCloseAutoFocus={(e) => e.preventDefault()}
       >
         <DropdownMenuItem onSelect={() => onStartNew('file', worktreePath, 0)}>
diff --git a/src/renderer/src/components/right-sidebar/FileExplorerRow.tsx b/src/renderer/src/components/right-sidebar/FileExplorerRow.tsx
index c58e7015df4..5c119f3fa18 100644
--- a/src/renderer/src/components/right-sidebar/FileExplorerRow.tsx
+++ b/src/renderer/src/components/right-sidebar/FileExplorerRow.tsx
@@ -12,11 +12,13 @@ import {
   Folder,
   FolderOpen,
   FolderPlus,
+  Globe,
   ListCollapse,
   Loader2,
   Pencil,
   Trash2
 } from 'lucide-react'
+import { toast } from 'sonner'
 import {
   ContextMenu,
   ContextMenuContent,
@@ -29,14 +31,14 @@ import { cn } from '@/lib/utils'
 import { useAppStore } from '@/store'
 import { detectLanguage } from '@/lib/language-detect'
 import { getFileTypeIcon } from '@/lib/file-type-icons'
+import { openFileInBrowserTab } from '@/lib/file-preview'
+import { WORKSPACE_FILE_PATH_MIME } from '@/lib/workspace-file-drag'
 import type { GitFileStatus } from '../../../../shared/types'
 import { STATUS_LABELS } from './status-display'
 import type { TreeNode } from './file-explorer-types'
 import { useFileExplorerRowDrag } from './useFileExplorerRowDrag'
 import { isLocalPathOpenBlocked, showLocalPathOpenBlockedToast } from '@/lib/local-path-open-guard'
 
-const ORCA_PATH_MIME = 'text/x-orca-file-path'
-
 const isMac = navigator.userAgent.includes('Mac')
 const isLinux = navigator.userAgent.includes('Linux')
 
@@ -47,6 +49,16 @@ const revealLabel = isMac
     ? 'Open Containing Folder'
     : 'Reveal in File Explorer'
 
+function stopRightButtonMenuSelection(event: React.PointerEvent): void {
+  if (event.button !== 2) {
+    return
+  }
+  // Why: Radix opens context menus under the pointer; on some macOS/Electron
+  // paths the right-button release lands on the first item and selects it.
+  event.preventDefault()
+  event.stopPropagation()
+}
+
 export type InlineInput = {
   parentPath: string
   type: 'file' | 'folder' | 'rename'
@@ -271,6 +283,15 @@ export function FileExplorerRow({
     onNativeDragExpandDir,
     onMoveDrop
   })
+  const handleOpenInOrcaBrowser = useCallback(() => {
+    if (!activeWorktreeId) {
+      return
+    }
+    const result = openFileInBrowserTab({ filePath: node.path, worktreeId: activeWorktreeId })
+    if (result.status === 'unsupported') {
+      toast.error(result.message)
+    }
+  }, [activeWorktreeId, node.path])
 
   return (
     <ContextMenu>
@@ -285,7 +306,7 @@ export function FileExplorerRow({
           data-native-file-drop-dir={rowDropDir}
           draggable
           onDragStart={(event) => {
-            event.dataTransfer.setData(ORCA_PATH_MIME, node.path)
+            event.dataTransfer.setData(WORKSPACE_FILE_PATH_MIME, node.path)
             // Allow both file explorer moving and copying to terminal
             event.dataTransfer.effectAllowed = 'copyMove'
             onDragSourceChange(node.path)
@@ -363,6 +384,7 @@ export function FileExplorerRow({
       </ContextMenuTrigger>
       <ContextMenuContent
         className="w-64 bg-[rgba(255,255,255,0.82)] dark:bg-[rgba(0,0,0,0.72)]"
+        onPointerUpCapture={stopRightButtonMenuSelection}
         onCloseAutoFocus={(e) => e.preventDefault()}
       >
         <ContextMenuItem onSelect={() => onStartNew('file', targetDir, targetDepth)}>
@@ -390,6 +412,12 @@ export function FileExplorerRow({
             Duplicate
           </ContextMenuItem>
         )}
+        {!node.isDirectory && activeWorktreeId && (
+          <ContextMenuItem onSelect={handleOpenInOrcaBrowser}>
+            <Globe />
+            Open in Orca Browser
+          </ContextMenuItem>
+        )}
         {!node.isDirectory && activeWorktreeId && detectLanguage(node.path) === 'markdown' && (
           <ContextMenuItem
             onSelect={() =>
diff --git a/src/renderer/src/components/right-sidebar/SourceControl.tsx b/src/renderer/src/components/right-sidebar/SourceControl.tsx
index 790309120f0..864cd834b7a 100644
--- a/src/renderer/src/components/right-sidebar/SourceControl.tsx
+++ b/src/renderer/src/components/right-sidebar/SourceControl.tsx
@@ -38,6 +38,7 @@ import { getHostedReviewCacheKey } from '@/store/slices/hosted-review'
 import { detectLanguage } from '@/lib/language-detect'
 import { basename, dirname, joinPath } from '@/lib/path'
 import { cn } from '@/lib/utils'
+import { WORKSPACE_FILE_PATH_MIME } from '@/lib/workspace-file-drag'
 import { isFolderRepo } from '../../../../shared/repo-kind'
 import { Tooltip, TooltipTrigger, TooltipContent, TooltipProvider } from '@/components/ui/tooltip'
 import { Button } from '@/components/ui/button'
@@ -4175,7 +4176,7 @@ const UncommittedEntryRow = React.memo(function UncommittedEntryRow({
             return
           }
           const absolutePath = joinPath(worktreePath, entry.path)
-          e.dataTransfer.setData('text/x-orca-file-path', absolutePath)
+          e.dataTransfer.setData(WORKSPACE_FILE_PATH_MIME, absolutePath)
           e.dataTransfer.effectAllowed = 'copy'
         }}
         onClick={(e) => {
@@ -4337,7 +4338,7 @@ function BranchEntryRow({
         draggable
         onDragStart={(e) => {
           const absolutePath = joinPath(worktreePath, entry.path)
-          e.dataTransfer.setData('text/x-orca-file-path', absolutePath)
+          e.dataTransfer.setData(WORKSPACE_FILE_PATH_MIME, absolutePath)
           e.dataTransfer.effectAllowed = 'copy'
         }}
         onClick={onOpen}
diff --git a/src/renderer/src/components/right-sidebar/useFileExplorerDragDrop.ts b/src/renderer/src/components/right-sidebar/useFileExplorerDragDrop.ts
index 32716165c12..beaab02b322 100644
--- a/src/renderer/src/components/right-sidebar/useFileExplorerDragDrop.ts
+++ b/src/renderer/src/components/right-sidebar/useFileExplorerDragDrop.ts
@@ -8,6 +8,7 @@ import { useAppStore } from '@/store'
 import { basename, dirname, joinPath } from '@/lib/path'
 import { detectLanguage } from '@/lib/language-detect'
 import { getConnectionId } from '@/lib/connection-context'
+import { WORKSPACE_FILE_PATH_MIME } from '@/lib/workspace-file-drag'
 import { requestEditorSaveQuiesce } from '@/components/editor/editor-autosave'
 import { commitFileExplorerOp } from './fileExplorerUndoRedo'
 import { renameRuntimePath } from '@/runtime/runtime-file-client'
@@ -56,8 +57,6 @@ type UseFileExplorerDragDropResult = {
   clearNativeDragState: () => void
 }
 
-const ORCA_PATH_MIME = 'text/x-orca-file-path'
-
 // Native drag auto-scroll uses a very thin band; a wider zone matches IDE-style
 // tree dragging so users need not hug the scrollbar.
 const DRAG_EDGE_ZONE_PX = 48
@@ -325,7 +324,7 @@ export function useFileExplorerDragDrop({
   const rootDragHandlers = {
     onDragOver: useCallback(
       (e: React.DragEvent) => {
-        const isInternal = e.dataTransfer.types.includes(ORCA_PATH_MIME)
+        const isInternal = e.dataTransfer.types.includes(WORKSPACE_FILE_PATH_MIME)
         const isNative = e.dataTransfer.types.includes('Files')
         if (!isInternal && !isNative) {
           return
@@ -340,7 +339,7 @@ export function useFileExplorerDragDrop({
       [tickDragEdgeScroll]
     ),
     onDragEnter: useCallback((e: React.DragEvent) => {
-      const isInternal = e.dataTransfer.types.includes(ORCA_PATH_MIME)
+      const isInternal = e.dataTransfer.types.includes(WORKSPACE_FILE_PATH_MIME)
       const isNative = !isInternal && e.dataTransfer.types.includes('Files')
       if (!isInternal && !isNative) {
         return
@@ -389,7 +388,7 @@ export function useFileExplorerDragDrop({
         // not the React drop handler. We only clear native drag visual state
         // here; the actual import is triggered from onFileDrop.
         clearNativeDragState()
-        const sourcePath = e.dataTransfer.getData(ORCA_PATH_MIME)
+        const sourcePath = e.dataTransfer.getData(WORKSPACE_FILE_PATH_MIME)
         if (sourcePath && worktreePath) {
           handleMoveDrop(sourcePath, worktreePath)
         }
diff --git a/src/renderer/src/components/right-sidebar/useFileExplorerRowDrag.ts b/src/renderer/src/components/right-sidebar/useFileExplorerRowDrag.ts
index aace7518841..9988ef7a9f6 100644
--- a/src/renderer/src/components/right-sidebar/useFileExplorerRowDrag.ts
+++ b/src/renderer/src/components/right-sidebar/useFileExplorerRowDrag.ts
@@ -1,6 +1,6 @@
 import React, { useCallback, useRef } from 'react'
+import { WORKSPACE_FILE_PATH_MIME } from '@/lib/workspace-file-drag'
 
-const ORCA_PATH_MIME = 'text/x-orca-file-path'
 const DRAG_EXPAND_DELAY_MS = 500
 
 type UseFileExplorerRowDragParams = {
@@ -53,7 +53,7 @@ export function useFileExplorerRowDrag({
   }, [])
 
   const handleDragOver = useCallback((e: React.DragEvent) => {
-    const isInternal = e.dataTransfer.types.includes(ORCA_PATH_MIME)
+    const isInternal = e.dataTransfer.types.includes(WORKSPACE_FILE_PATH_MIME)
     const isNative = e.dataTransfer.types.includes('Files')
     if (!isInternal && !isNative) {
       return
@@ -64,7 +64,7 @@ export function useFileExplorerRowDrag({
 
   const handleDragEnter = useCallback(
     (e: React.DragEvent) => {
-      const isInternal = e.dataTransfer.types.includes(ORCA_PATH_MIME)
+      const isInternal = e.dataTransfer.types.includes(WORKSPACE_FILE_PATH_MIME)
       const isNative = !isInternal && e.dataTransfer.types.includes('Files')
       if (!isInternal && !isNative) {
         return
@@ -148,7 +148,7 @@ export function useFileExplorerRowDrag({
       clearNativeExpandTimer()
       onDragTargetChange(null)
       onNativeDragTargetChange(null)
-      const sourcePath = e.dataTransfer.getData(ORCA_PATH_MIME)
+      const sourcePath = e.dataTransfer.getData(WORKSPACE_FILE_PATH_MIME)
       if (sourcePath) {
         onMoveDrop(sourcePath, rowDropDir)
       }
diff --git a/src/renderer/src/components/terminal-pane/TerminalPane.tsx b/src/renderer/src/components/terminal-pane/TerminalPane.tsx
index 1fa5ea61e12..85bec2a914f 100644
--- a/src/renderer/src/components/terminal-pane/TerminalPane.tsx
+++ b/src/renderer/src/components/terminal-pane/TerminalPane.tsx
@@ -54,6 +54,7 @@ import {
   getRemoteRuntimeTerminalHandle
 } from '@/runtime/runtime-terminal-stream'
 import { isPrimarySelectionEnabled, readPrimarySelectionText } from '@/lib/primary-selection'
+import { WORKSPACE_FILE_PATH_MIME } from '@/lib/workspace-file-drag'
 import { isTerminalSessionStateSaveFailure } from '../../../../shared/terminal-session-state-save-failure'
 
 // Why: registry lives in a leaf module so the store slice can import it
@@ -1232,13 +1233,13 @@ export default function TerminalPane({
         onMouseDownCapture={handlePrimarySelectionMiddleMouseDown}
         onAuxClickCapture={handlePrimarySelectionAuxClick}
         onDragOver={(e) => {
-          if (e.dataTransfer.types.includes('text/x-orca-file-path')) {
+          if (e.dataTransfer.types.includes(WORKSPACE_FILE_PATH_MIME)) {
             e.preventDefault()
             e.dataTransfer.dropEffect = 'copy'
           }
         }}
         onDrop={(e) => {
-          const filePath = e.dataTransfer.getData('text/x-orca-file-path')
+          const filePath = e.dataTransfer.getData(WORKSPACE_FILE_PATH_MIME)
           if (!filePath) {
             return
           }
diff --git a/src/renderer/src/lib/file-preview.test.ts b/src/renderer/src/lib/file-preview.test.ts
new file mode 100644
index 00000000000..bea6e40a3be
--- /dev/null
+++ b/src/renderer/src/lib/file-preview.test.ts
@@ -0,0 +1,73 @@
+import { beforeEach, describe, expect, it, vi } from 'vitest'
+import {
+  REMOTE_FILE_BROWSER_UNSUPPORTED_MESSAGE,
+  getWorkspaceFileBrowserOpenTarget,
+  openFileInBrowserTab
+} from './file-preview'
+
+const mocks = vi.hoisted(() => ({
+  createBrowserTab: vi.fn(),
+  connectionId: null as string | null
+}))
+
+vi.mock('@/store', () => ({
+  useAppStore: {
+    getState: () => ({
+      createBrowserTab: mocks.createBrowserTab,
+      repos: [{ id: 'repo-1', connectionId: mocks.connectionId }],
+      worktreesByRepo: {
+        'repo-1': [{ id: 'wt-1', repoId: 'repo-1' }]
+      }
+    })
+  }
+}))
+
+beforeEach(() => {
+  vi.clearAllMocks()
+  mocks.connectionId = null
+})
+
+describe('openFileInBrowserTab', () => {
+  it('opens a local file URL in the Orca browser with the filename as title', () => {
+    openFileInBrowserTab({
+      filePath: '/tmp/example file.html',
+      worktreeId: 'wt-1'
+    })
+
+    expect(mocks.createBrowserTab).toHaveBeenCalledWith('wt-1', 'file:///tmp/example%20file.html', {
+      title: 'example file.html',
+      activate: true
+    })
+  })
+
+  it('returns unsupported for SSH worktrees without creating a local file URL tab', () => {
+    mocks.connectionId = 'ssh-1'
+
+    const result = openFileInBrowserTab({
+      filePath: '/home/alice/report.html',
+      worktreeId: 'wt-1'
+    })
+
+    expect(result).toEqual({
+      status: 'unsupported',
+      reason: 'remote-worktree',
+      message: REMOTE_FILE_BROWSER_UNSUPPORTED_MESSAGE
+    })
+    expect(mocks.createBrowserTab).not.toHaveBeenCalled()
+  })
+})
+
+describe('getWorkspaceFileBrowserOpenTarget', () => {
+  it('returns a reusable browser navigation target for local files', () => {
+    expect(
+      getWorkspaceFileBrowserOpenTarget({
+        filePath: 'C:\\repo\\demo page.html',
+        worktreeId: 'wt-1'
+      })
+    ).toEqual({
+      status: 'ready',
+      url: 'file:///C:/repo/demo%20page.html',
+      title: 'demo page.html'
+    })
+  })
+})
diff --git a/src/renderer/src/lib/file-preview.ts b/src/renderer/src/lib/file-preview.ts
index 75eba9bd2f6..845787b6cfb 100644
--- a/src/renderer/src/lib/file-preview.ts
+++ b/src/renderer/src/lib/file-preview.ts
@@ -1,8 +1,61 @@
 import { absolutePathToFileUri } from '@/components/editor/markdown-internal-links'
+import { getConnectionId } from '@/lib/connection-context'
 import { useAppStore } from '@/store'
 import { findSiblingGroupId } from '@/store/slices/tabs'
 
 export type PreviewableLanguage = 'html'
+export const REMOTE_FILE_BROWSER_UNSUPPORTED_MESSAGE =
+  'Open in Orca Browser is only available for local files.'
+
+export type WorkspaceFileBrowserOpenTarget =
+  | {
+      status: 'ready'
+      url: string
+      title: string
+    }
+  | {
+      status: 'unsupported'
+      message: string
+      reason: 'remote-worktree'
+    }
+
+export function getWorkspaceFileBrowserOpenTarget(params: {
+  filePath: string
+  worktreeId: string
+}): WorkspaceFileBrowserOpenTarget {
+  if (getConnectionId(params.worktreeId)) {
+    // Why: Chromium resolves file:// URLs on the local machine. Remote files
+    // need an Orca-served URL before the browser can render them correctly.
+    return {
+      status: 'unsupported',
+      reason: 'remote-worktree',
+      message: REMOTE_FILE_BROWSER_UNSUPPORTED_MESSAGE
+    }
+  }
+
+  return {
+    status: 'ready',
+    url: absolutePathToFileUri(params.filePath),
+    title: params.filePath.split(/[/\\]/).pop() ?? params.filePath
+  }
+}
+
+export function openFileInBrowserTab(
+  params: { filePath: string; worktreeId: string }
+): WorkspaceFileBrowserOpenTarget {
+  const target = getWorkspaceFileBrowserOpenTarget(params)
+  if (target.status === 'unsupported') {
+    return target
+  }
+
+  const state = useAppStore.getState()
+
+  state.createBrowserTab(params.worktreeId, target.url, {
+    title: target.title,
+    activate: true
+  })
+  return target
+}
 
 export function canPreviewLanguage(language: string): language is PreviewableLanguage {
   return language === 'html'
@@ -50,11 +103,16 @@ export function openFilePreviewToSide(params: {
     return
   }
 
-  const fileUrl = absolutePathToFileUri(params.filePath)
-  const title = params.filePath.split(/[/\\]/).pop() ?? params.filePath
+  const target = getWorkspaceFileBrowserOpenTarget({
+    filePath: params.filePath,
+    worktreeId
+  })
+  if (target.status === 'unsupported') {
+    return
+  }
 
-  state.createBrowserTab(worktreeId, fileUrl, {
-    title,
+  state.createBrowserTab(worktreeId, target.url, {
+    title: target.title,
     targetGroupId,
     activate: true
   })
diff --git a/src/renderer/src/lib/workspace-file-drag.ts b/src/renderer/src/lib/workspace-file-drag.ts
new file mode 100644
index 00000000000..2353a697a1e
--- /dev/null
+++ b/src/renderer/src/lib/workspace-file-drag.ts
@@ -0,0 +1 @@
+export const WORKSPACE_FILE_PATH_MIME = 'text/x-orca-file-path'