diff --git a/src/renderer/src/components/native-chat/native-chat-file-link.test.ts b/src/renderer/src/components/native-chat/native-chat-file-link.test.ts
index 1abade7d057..740a7fb93eb 100644
--- a/src/renderer/src/components/native-chat/native-chat-file-link.test.ts
+++ b/src/renderer/src/components/native-chat/native-chat-file-link.test.ts
@@ -299,4 +299,25 @@ describe('resolveNativeChatFileLink', () => {
   it('ignores http links so normal markdown navigation can handle them', () => {
     expect(resolveNativeChatFileLink('https://example.com/docs/guide.md', context)).toBeNull()
   })
+
+  it('reads URL-style /D:/ targets as the drive only in a Windows workspace', () => {
+    const windowsContext = { ...context, worktreePath: 'D:/repo' }
+    for (const href of ['/D:/Temp/report.txt', createNativeChatFileHref('/D:/Temp/report.txt')]) {
+      expect(resolveNativeChatFileLink(href, windowsContext)?.absolutePath).toBe(
+        'D:/Temp/report.txt'
+      )
+    }
+    expect(
+      resolveNativeChatFileLink(
+        createNativeChatFileHref('/D:/Temp/report.txt', 'literal'),
+        windowsContext
+      )?.absolutePath
+    ).toBe('D:/Temp/report.txt')
+    expect(
+      resolveNativeChatFileLink('//server/share/report.txt', windowsContext)?.absolutePath
+    ).toBe('//server/share/report.txt')
+    expect(resolveNativeChatFileLink('/D:/Temp/report.txt', context)?.absolutePath).toBe(
+      '/D:/Temp/report.txt'
+    )
+  })
 })
diff --git a/src/renderer/src/components/native-chat/native-chat-file-link.ts b/src/renderer/src/components/native-chat/native-chat-file-link.ts
index 99bab0bb467..73eb4b9adf3 100644
--- a/src/renderer/src/components/native-chat/native-chat-file-link.ts
+++ b/src/renderer/src/components/native-chat/native-chat-file-link.ts
@@ -1,5 +1,10 @@
 import { chatWorkspaceByTabId } from '@/lib/structured-chat-tab-index'
-import { routeNativeChatHref } from '../../../../shared/native-chat-href-routing'
+import {
+  routeNativeChatHref,
+  type NativeChatHrefRoute
+} from '../../../../shared/native-chat-href-routing'
+import { WINDOWS_DRIVE_PATH_PREFIX } from '../../../../shared/file-uri-path'
+import { normalizeAbsolutePath } from '../../../../shared/terminal-path-normalization'
 import {
   parseExplicitFileLinkTarget,
   resolveExplicitFileLinkTarget,
@@ -130,6 +135,19 @@ function resolvePathText(
   }
 }
 
+// Chats open a drive-letter workspace as native Windows (no WSL mapping), so URL-style /D:/… there is D:.
+function routeNativeChatFileHref(
+  href: string | undefined,
+  worktreePath: string
+): NativeChatHrefRoute {
+  const route = routeNativeChatHref(href)
+  return route.kind === 'file' &&
+    WINDOWS_DRIVE_PATH_PREFIX.test(route.pathText) &&
+    normalizeAbsolutePath(worktreePath)?.rootKind === 'windows'
+    ? { ...route, pathText: route.pathText.slice(1) }
+    : route
+}
+
 export function resolveNativeChatFileLink(
   href: string | undefined,
   context: NativeChatFileLinkContext | null
@@ -137,7 +155,7 @@ export function resolveNativeChatFileLink(
   if (!context) {
     return null
   }
-  const route = routeNativeChatHref(href)
+  const route = routeNativeChatFileHref(href, context.worktreePath)
   if (route.kind !== 'file') {
     return null
   }
diff --git a/src/shared/file-uri-path.ts b/src/shared/file-uri-path.ts
index 6f2b6333e58..6a473b75563 100644
--- a/src/shared/file-uri-path.ts
+++ b/src/shared/file-uri-path.ts
@@ -1,4 +1,4 @@
-const WINDOWS_DRIVE_PATH_PREFIX = /^\/[A-Za-z]:\//
+export const WINDOWS_DRIVE_PATH_PREFIX = /^\/[A-Za-z]:\//
 const UNC_PATH_PREFIX = /^(?:\\\\|\/\/)([^\\/]+)[\\/]+([^\\/]+)(?:[\\/](.*))?$/
 
 function encodePathSegments(path: string): string {