@@ -14,7 +14,11 @@ import {
   getHmrImplementation,
   getRolldownDevRuntimeFiles,
 } from '../plugins/clientInjections'
-import { createDebugger, formatAndTruncateFileList } from '../utils'
+import {
+  createDebugger,
+  formatAndTruncateFileList,
+  normalizePath,
+} from '../utils'
 import { convertToDevWatchOptions } from '../watch'
 import type { DevEnvironment } from './environment'
 import { type NormalizedHotChannelClient, debugHmr, getShortName } from './hmr'
@@ -407,7 +411,7 @@ export class BundledDev {
   private storeOutputFiles(output: RolldownOutput['output'][number][]): void {
     // NOTE: don't clear memoryFiles here as incremental build reuses the files
     for (const outputFile of output) {
-      this.memoryFiles.set(outputFile.fileName, () => {
+      this.memoryFiles.set(normalizePath(outputFile.fileName), () => {
         const source =
           outputFile.type === 'chunk' ? outputFile.code : outputFile.source
         return {
 
@@ -2,14 +2,12 @@ import { describe, expect, test, vi } from 'vitest'
 import {
   browserErrors,
   browserLogs,
-  bundledDevTodo,
   editFile,
   getColor,
   getCssRuleBg,
   isBuild,
   isBundledDev,
   isServe,
-  isWindows,
   listAssets,
   page,
   ports,
@@ -18,20 +16,14 @@ import {
   untilBrowserLogAfter,
 } from '~utils'
 
-const windowsTodo = isWindows
-  ? bundledDevTodo(
-      'on Windows, a request returns 404 and the page CSS does not load',
-    )
-  : {}
-
-test('should have no 404s', windowsTodo, () => {
+test('should have no 404s', () => {
   browserLogs.forEach((msg) => {
     expect(msg).not.toMatch('404')
   })
 })
 
 describe('asset imports from js', () => {
-  test('file outside root', windowsTodo, async () => {
+  test('file outside root', async () => {
     // assert valid image src https://github.com/microsoft/playwright/issues/6046#issuecomment-1799585719
     await vi.waitUntil(() =>
       page
@@ -124,7 +116,7 @@ describe.runIf(isServe)('serve', () => {
     })
   })
 
-  test('preserve the base in CSS HMR', windowsTodo, async () => {
+  test('preserve the base in CSS HMR', async () => {
     await expect.poll(() => getColor('body')).toBe('black') // sanity check
     editFile('frontend/entrypoints/global.css', (code) =>
       code.replace('black', 'red'),
@@ -138,29 +130,21 @@ describe.runIf(isServe)('serve', () => {
     expect(await link.getAttribute('href')).toContain('/dev/global.css?t=')
   })
 
-  test(
-    'server.origin is applied to non-public CSS url()',
-    windowsTodo,
-    async () => {
-      const bg = await getCssRuleBg('.outside-root--aliased')
-      expect(bg).toContain(
-        `http://localhost:${ports['backend-integration']}/dev/`,
-      )
-    },
-  )
+  test('server.origin is applied to non-public CSS url()', async () => {
+    const bg = await getCssRuleBg('.outside-root--aliased')
+    expect(bg).toContain(
+      `http://localhost:${ports['backend-integration']}/dev/`,
+    )
+  })
 
-  test(
-    'server.origin is applied to public CSS url()',
-    windowsTodo,
-    async () => {
-      const bg = await getCssRuleBg('.public-asset')
-      expect(bg).toContain(
-        `http://localhost:${ports['backend-integration']}/dev/icon.png`,
-      )
-    },
-  )
+  test('server.origin is applied to public CSS url()', async () => {
+    const bg = await getCssRuleBg('.public-asset')
+    expect(bg).toContain(
+      `http://localhost:${ports['backend-integration']}/dev/icon.png`,
+    )
+  })
 
-  test('CSS dependencies are tracked for HMR', windowsTodo, async () => {
+  test('CSS dependencies are tracked for HMR', async () => {
     const el = await page.$('h1')
     await untilBrowserLogAfter(
       () =>