diff --git a/packages/vite/src/node/plugins/index.ts b/packages/vite/src/node/plugins/index.ts
index a83ddae2b2bf2a..6dfa6a1437ee94 100644
--- a/packages/vite/src/node/plugins/index.ts
+++ b/packages/vite/src/node/plugins/index.ts
@@ -14,6 +14,7 @@ import { modulePreloadPolyfillPlugin } from './modulePreloadPolyfill'
 import { webWorkerPlugin } from './worker'
 import { preAliasPlugin } from './preAlias'
 import { definePlugin } from './define'
+import { ssrRequireHookPlugin } from './ssrRequireHook'
 
 export async function resolvePlugins(
   config: ResolvedConfig,
@@ -42,6 +43,7 @@ export async function resolvePlugins(
       ssrTarget: config.ssr?.target,
       asSrc: true
     }),
+    config.build.ssr ? ssrRequireHookPlugin(config) : null,
     htmlInlineScriptProxyPlugin(),
     cssPlugin(config),
     config.esbuild !== false ? esbuildPlugin(config.esbuild) : null,
diff --git a/packages/vite/src/node/plugins/resolve.ts b/packages/vite/src/node/plugins/resolve.ts
index 15974ecfef7eef..9673c73b93bc09 100644
--- a/packages/vite/src/node/plugins/resolve.ts
+++ b/packages/vite/src/node/plugins/resolve.ts
@@ -20,7 +20,6 @@ import {
   normalizePath,
   fsPathFromId,
   ensureVolumeInPath,
-  resolveFrom,
   isDataUrl,
   cleanUrl,
   slash
@@ -29,6 +28,7 @@ import { ViteDevServer, SSRTarget } from '..'
 import { createFilter } from '@rollup/pluginutils'
 import { PartialResolvedId } from 'rollup'
 import { resolve as _resolveExports } from 'resolve.exports'
+import resolve from 'resolve'
 
 // special id for paths marked with browser: false
 // https://github.com/defunctzombie/package-browser-field-spec#ignore-a-module
@@ -61,6 +61,7 @@ export interface InternalResolveOptions extends ResolveOptions {
   tryPrefix?: string
   preferRelative?: boolean
   isRequire?: boolean
+  preserveSymlinks?: boolean
 }
 
 export function resolvePlugin(baseOptions: InternalResolveOptions): Plugin {
@@ -361,7 +362,7 @@ export const idToPkgMap = new Map<string, PackageData>()
 
 export function tryNodeResolve(
   id: string,
-  importer: string | undefined,
+  importer: string | null | undefined,
   options: InternalResolveOptions,
   targetWeb: boolean,
   server?: ViteDevServer,
@@ -379,12 +380,12 @@ export function tryNodeResolve(
     path.isAbsolute(importer) &&
     fs.existsSync(cleanUrl(importer))
   ) {
-    basedir = path.dirname(importer)
+    basedir = fs.realpathSync.native(path.dirname(importer))
   } else {
     basedir = root
   }
 
-  const pkg = resolvePackageData(pkgId, basedir)
+  const pkg = resolvePackageData(pkgId, basedir, options.preserveSymlinks)
 
   if (!pkg) {
     return
@@ -483,14 +484,18 @@ const packageCache = new Map<string, PackageData>()
 
 export function resolvePackageData(
   id: string,
-  basedir: string
+  basedir: string,
+  preserveSymlinks = false
 ): PackageData | undefined {
   const cacheKey = id + basedir
   if (packageCache.has(cacheKey)) {
     return packageCache.get(cacheKey)
   }
   try {
-    const pkgPath = resolveFrom(`${id}/package.json`, basedir)
+    const pkgPath = resolve.sync(`${id}/package.json`, {
+      basedir,
+      preserveSymlinks
+    })
     return loadPackageData(pkgPath, cacheKey)
   } catch (e) {
     isDebug && debug(`${chalk.red(`[failed loading package.json]`)} ${id}`)
diff --git a/packages/vite/src/node/plugins/ssrRequireHook.ts b/packages/vite/src/node/plugins/ssrRequireHook.ts
new file mode 100644
index 00000000000000..a8c263bd0cfecf
--- /dev/null
+++ b/packages/vite/src/node/plugins/ssrRequireHook.ts
@@ -0,0 +1,64 @@
+import MagicString from 'magic-string'
+import { ResolvedConfig } from '..'
+import { Plugin } from '../plugin'
+
+export function ssrRequireHookPlugin(config: ResolvedConfig): Plugin | null {
+  if (config.command !== 'build' || !config.resolve.dedupe?.length) {
+    return null
+  }
+  return {
+    name: 'vite:ssr-require-hook',
+    transform(code, id) {
+      const moduleInfo = this.getModuleInfo(id)
+      if (moduleInfo?.isEntry) {
+        const s = new MagicString(code)
+        s.prepend(
+          `;(${dedupeRequire.toString()})(${JSON.stringify(
+            config.resolve.dedupe
+          )});\n`
+        )
+        return {
+          code: s.toString(),
+          map: s.generateMap({
+            source: id
+          })
+        }
+      }
+    }
+  }
+}
+
+type NodeResolveFilename = (
+  request: string,
+  parent: NodeModule,
+  isMain: boolean,
+  options?: Record<string, any>
+) => string
+
+/** Respect the `resolve.dedupe` option in production SSR. */
+function dedupeRequire(dedupe: string[]) {
+  const Module = require('module') as { _resolveFilename: NodeResolveFilename }
+  const resolveFilename = Module._resolveFilename
+  Module._resolveFilename = function (request, parent, isMain, options) {
+    if (request[0] !== '.' && request[0] !== '/') {
+      const parts = request.split('/')
+      const pkgName = parts[0][0] === '@' ? parts[0] + '/' + parts[1] : parts[0]
+      if (dedupe.includes(pkgName)) {
+        // Use this module as the parent.
+        parent = module
+      }
+    }
+    return resolveFilename!(request, parent, isMain, options)
+  }
+}
+
+export function hookNodeResolve(
+  getResolver: (resolveFilename: NodeResolveFilename) => NodeResolveFilename
+): () => void {
+  const Module = require('module') as { _resolveFilename: NodeResolveFilename }
+  const prevResolver = Module._resolveFilename
+  Module._resolveFilename = getResolver(prevResolver)
+  return () => {
+    Module._resolveFilename = prevResolver
+  }
+}
diff --git a/packages/vite/src/node/ssr/ssrExternal.ts b/packages/vite/src/node/ssr/ssrExternal.ts
index a3481283038789..8c8de96c01609f 100644
--- a/packages/vite/src/node/ssr/ssrExternal.ts
+++ b/packages/vite/src/node/ssr/ssrExternal.ts
@@ -35,6 +35,7 @@ export function resolveSSRExternal(
 
   const resolveOptions: InternalResolveOptions = {
     root,
+    preserveSymlinks: true,
     isProduction: false,
     isBuild: true
   }
diff --git a/packages/vite/src/node/ssr/ssrModuleLoader.ts b/packages/vite/src/node/ssr/ssrModuleLoader.ts
index 2eef895c627e76..7fe8d2207571e0 100644
--- a/packages/vite/src/node/ssr/ssrModuleLoader.ts
+++ b/packages/vite/src/node/ssr/ssrModuleLoader.ts
@@ -1,7 +1,7 @@
-import fs from 'fs'
 import path from 'path'
+import { Module } from 'module'
 import { ViteDevServer } from '..'
-import { cleanUrl, resolveFrom, unwrapId } from '../utils'
+import { unwrapId } from '../utils'
 import { rebindErrorStacktrace, ssrRewriteStacktrace } from './ssrStacktrace'
 import {
   ssrExportAllKey,
@@ -11,6 +11,8 @@ import {
   ssrDynamicImportKey
 } from './ssrTransform'
 import { transformRequest } from '../server/transformRequest'
+import { InternalResolveOptions, tryNodeResolve } from '../plugins/resolve'
+import { hookNodeResolve } from '../plugins/ssrRequireHook'
 
 interface SSRContext {
   global: NodeJS.Global
@@ -80,7 +82,24 @@ async function instantiateModule(
   // referenced before it's been instantiated.
   mod.ssrModule = ssrModule
 
-  const ssrImportMeta = { url }
+  const {
+    isProduction,
+    resolve: { dedupe },
+    root
+  } = server.config
+
+  const resolveOptions: InternalResolveOptions = {
+    conditions: ['node'],
+    dedupe,
+    // Prefer CommonJS modules.
+    extensions: ['.js', '.mjs', '.ts', '.jsx', '.tsx', '.json'],
+    isBuild: true,
+    isProduction,
+    // Disable "module" condition.
+    isRequire: true,
+    mainFields: ['main'],
+    root
+  }
 
   urlStack = urlStack.concat(url)
   const isCircular = (url: string) => urlStack.includes(url)
@@ -91,7 +110,7 @@ async function instantiateModule(
 
   const ssrImport = async (dep: string) => {
     if (dep[0] !== '.' && dep[0] !== '/') {
-      return nodeRequire(dep, mod.file, server.config.root)
+      return nodeRequire(dep, mod.file, resolveOptions)
     }
     dep = unwrapId(dep)
     if (!isCircular(dep) && !pendingImports.get(dep)?.some(isCircular)) {
@@ -132,6 +151,7 @@ async function instantiateModule(
     }
   }
 
+  const ssrImportMeta = { url }
   try {
     // eslint-disable-next-line @typescript-eslint/no-empty-function
     const AsyncFunction = async function () {}.constructor as typeof Function
@@ -168,10 +188,34 @@ async function instantiateModule(
   return Object.freeze(ssrModule)
 }
 
-function nodeRequire(id: string, importer: string | null, root: string) {
-  const mod = require(resolve(id, importer, root))
-  const defaultExport = mod.__esModule ? mod.default : mod
+function nodeRequire(
+  id: string,
+  importer: string | null,
+  resolveOptions: InternalResolveOptions
+) {
+  const loadModule = Module.createRequire(importer || resolveOptions.root + '/')
+  const unhookNodeResolve = hookNodeResolve(
+    (nodeResolve) => (id, parent, isMain, options) => {
+      if (id[0] === '.' || Module.builtinModules.includes(id)) {
+        return nodeResolve(id, parent, isMain, options)
+      }
+      const resolved = tryNodeResolve(id, parent.id, resolveOptions, false)
+      if (!resolved) {
+        throw Error(`Cannot find module '${id}' imported from '${parent.id}'`)
+      }
+      return resolved.id
+    }
+  )
+
+  let mod: any
+  try {
+    mod = loadModule(id)
+  } finally {
+    unhookNodeResolve()
+  }
+
   // rollup-style default import interop for cjs
+  const defaultExport = mod.__esModule ? mod.default : mod
   return new Proxy(mod, {
     get(mod, prop) {
       if (prop === 'default') return defaultExport
@@ -179,20 +223,3 @@ function nodeRequire(id: string, importer: string | null, root: string) {
     }
   })
 }
-
-const resolveCache = new Map<string, string>()
-
-function resolve(id: string, importer: string | null, root: string) {
-  const key = id + importer + root
-  const cached = resolveCache.get(key)
-  if (cached) {
-    return cached
-  }
-  const resolveDir =
-    importer && fs.existsSync(cleanUrl(importer))
-      ? path.dirname(importer)
-      : root
-  const resolved = resolveFrom(id, resolveDir, true)
-  resolveCache.set(key, resolved)
-  return resolved
-}