diff --git a/packages/nitro/src/build.ts b/packages/nitro/src/build.ts
index 37161a602e..f6f34006a8 100644
--- a/packages/nitro/src/build.ts
+++ b/packages/nitro/src/build.ts
@@ -1,12 +1,12 @@
 import { resolve, join } from 'upath'
 import consola from 'consola'
 import { rollup, watch as rollupWatch } from 'rollup'
-import ora from 'ora'
 import { readFile, emptyDir, copy } from 'fs-extra'
 import { printFSTree } from './utils/tree'
 import { getRollupConfig } from './rollup/config'
 import { hl, prettyPath, serializeTemplate, writeFile, isDirectory } from './utils'
 import { NitroContext } from './context'
+import { scanMiddleware } from './server/middleware'
 
 export async function prepare (nitroContext: NitroContext) {
   consola.info(`Nitro preset is ${hl(nitroContext.preset)}`)
@@ -28,8 +28,7 @@ async function cleanupDir (dir: string) {
 }
 
 export async function generate (nitroContext: NitroContext) {
-  const spinner = ora()
-  spinner.start('Generating public...')
+  consola.start('Generating public...')
 
   const clientDist = resolve(nitroContext._nuxt.buildDir, 'dist/client')
   if (await isDirectory(clientDist)) {
@@ -41,7 +40,7 @@ export async function generate (nitroContext: NitroContext) {
     await copy(staticDir, nitroContext.output.publicDir)
   }
 
-  spinner.succeed('Generated public ' + prettyPath(nitroContext.output.publicDir))
+  consola.success('Generated public ' + prettyPath(nitroContext.output.publicDir))
 }
 
 export async function build (nitroContext: NitroContext) {
@@ -60,18 +59,18 @@ export async function build (nitroContext: NitroContext) {
 }
 
 async function _build (nitroContext: NitroContext) {
-  const spinner = ora()
+  nitroContext.scannedMiddleware = await scanMiddleware(nitroContext._nuxt.serverDir)
 
-  spinner.start('Building server...')
+  consola.start('Building server...')
   const build = await rollup(nitroContext.rollupConfig).catch((error) => {
-    spinner.fail('Rollup error: ' + error.message)
+    consola.error('Rollup error: ' + error.message)
     throw error
   })
 
-  spinner.start('Writing server bundle...')
+  consola.start('Writing server bundle...')
   await build.write(nitroContext.rollupConfig.output)
 
-  spinner.succeed('Server built')
+  consola.success('Server built')
   await printFSTree(nitroContext.output.serverDir)
   await nitroContext._internal.hooks.callHook('nitro:compiled', nitroContext)
 
@@ -80,11 +79,16 @@ async function _build (nitroContext: NitroContext) {
   }
 }
 
-function _watch (nitroContext: NitroContext) {
-  const spinner = ora()
-
+async function _watch (nitroContext: NitroContext) {
   const watcher = rollupWatch(nitroContext.rollupConfig)
 
+  nitroContext.scannedMiddleware = await scanMiddleware(nitroContext._nuxt.serverDir,
+    (middleware, event, file) => {
+      nitroContext.scannedMiddleware = middleware
+      watcher.emit(event, file)
+    }
+  )
+
   let start
 
   watcher.on('event', (event) => {
@@ -96,17 +100,17 @@ function _watch (nitroContext: NitroContext) {
       // Building an individual bundle
       case 'BUNDLE_START':
         start = Date.now()
-        spinner.start('Building Nitro...')
         return
 
       // Finished building all bundles
       case 'END':
         nitroContext._internal.hooks.callHook('nitro:compiled', nitroContext)
-        return spinner.succeed(`Nitro built in ${Date.now() - start} ms`)
+        consola.success('Nitro built', start ? `in ${Date.now() - start} ms` : '')
+        return
 
       // Encountered an error while bundling
       case 'ERROR':
-        spinner.fail('Rollup error: ' + event.error)
+        consola.error('Rollup error: ' + event.error)
         // consola.error(event.error)
     }
   })
diff --git a/packages/nitro/src/compat.ts b/packages/nitro/src/compat.ts
index 77d12e05c0..b5d7cb3aef 100644
--- a/packages/nitro/src/compat.ts
+++ b/packages/nitro/src/compat.ts
@@ -2,9 +2,9 @@ import fetch from 'node-fetch'
 import { resolve } from 'upath'
 import { build, generate, prepare } from './build'
 import { getNitroContext, NitroContext } from './context'
-import { createDevServer } from './server'
+import { createDevServer } from './server/dev'
 import { wpfs } from './utils/wpfs'
-import { resolveMiddleware } from './middleware'
+import { resolveMiddleware } from './server/middleware'
 
 export default function nuxt2CompatModule () {
   const { nuxt } = this
diff --git a/packages/nitro/src/context.ts b/packages/nitro/src/context.ts
index efcf184ada..f683e6b52f 100644
--- a/packages/nitro/src/context.ts
+++ b/packages/nitro/src/context.ts
@@ -6,13 +6,7 @@ import type { Preset } from '@nuxt/un'
 import { tryImport, resolvePath, detectTarget, extendPreset } from './utils'
 import * as PRESETS from './presets'
 import type { NodeExternalsOptions } from './rollup/plugins/externals'
-
-export interface ServerMiddleware {
-  route: string
-  handle: string
-  lazy?: boolean // Default is true
-  promisify?: boolean // Default is true
-}
+import type { ServerMiddleware } from './server/middleware'
 
 export interface NitroContext {
   timing: boolean
@@ -28,6 +22,7 @@ export interface NitroContext {
   renderer: string
   serveStatic: boolean
   middleware: ServerMiddleware[]
+  scannedMiddleware: ServerMiddleware[]
   hooks: configHooksT
   nuxtHooks: configHooksT
   ignore: string[]
@@ -45,6 +40,7 @@ export interface NitroContext {
     buildDir: string
     generateDir: string
     staticDir: string
+    serverDir: string
     routerBase: string
     publicPath: string
     isStatic: boolean
@@ -79,6 +75,7 @@ export function getNitroContext (nuxtOptions: NuxtOptions, input: NitroInput): N
     renderer: undefined,
     serveStatic: false,
     middleware: [],
+    scannedMiddleware: [],
     ignore: [],
     env: {},
     hooks: {},
@@ -96,6 +93,7 @@ export function getNitroContext (nuxtOptions: NuxtOptions, input: NitroInput): N
       buildDir: nuxtOptions.buildDir,
       generateDir: nuxtOptions.generate.dir,
       staticDir: nuxtOptions.dir.static,
+      serverDir: resolve(nuxtOptions.srcDir, (nuxtOptions.dir as any).server || 'server'),
       routerBase: nuxtOptions.router.base,
       publicPath: nuxtOptions.build.publicPath,
       isStatic: nuxtOptions.target === 'static' && !nuxtOptions.dev,
diff --git a/packages/nitro/src/index.ts b/packages/nitro/src/index.ts
index 5fb5ca1103..338ed79d0a 100644
--- a/packages/nitro/src/index.ts
+++ b/packages/nitro/src/index.ts
@@ -1,6 +1,6 @@
 export * from './build'
 export * from './context'
-export * from './middleware'
-export * from './server'
+export * from './server/middleware'
+export * from './server/dev'
 export * from './types'
 export { wpfs } from './utils/wpfs'
diff --git a/packages/nitro/src/middleware.ts b/packages/nitro/src/middleware.ts
deleted file mode 100644
index 84178c5342..0000000000
--- a/packages/nitro/src/middleware.ts
+++ /dev/null
@@ -1,29 +0,0 @@
-export interface Middleware {
-  handle: string
-  route: string
-}
-
-export function resolveMiddleware (serverMiddleware: any[], resolvePath: (string) => string) {
-  const middleware: Middleware[] = []
-  const legacyMiddleware: Middleware[] = []
-
-  for (let m of serverMiddleware) {
-    if (typeof m === 'string') { m = { handler: m } }
-    const route = m.path || m.route || '/'
-    const handle = m.handler || m.handle
-    if (typeof handle !== 'string' || typeof route !== 'string') {
-      legacyMiddleware.push(m)
-    } else {
-      middleware.push({
-        ...m,
-        handle: resolvePath(handle),
-        route
-      })
-    }
-  }
-
-  return {
-    middleware,
-    legacyMiddleware
-  }
-}
diff --git a/packages/nitro/src/rollup/config.ts b/packages/nitro/src/rollup/config.ts
index 9f3172b57f..17e77e595a 100644
--- a/packages/nitro/src/rollup/config.ts
+++ b/packages/nitro/src/rollup/config.ts
@@ -148,11 +148,16 @@ export const getRollupConfig = (nitroContext: NitroContext) => {
   }
 
   // Middleware
-  const _middleware = [...nitroContext.middleware]
-  if (nitroContext.serveStatic) {
-    _middleware.unshift({ route: '/', handle: '~runtime/server/static' })
-  }
-  rollupConfig.plugins.push(middleware(_middleware))
+  rollupConfig.plugins.push(middleware(() => {
+    const _middleware = [
+      ...nitroContext.scannedMiddleware,
+      ...nitroContext.middleware
+    ]
+    if (nitroContext.serveStatic) {
+      _middleware.unshift({ route: '/', handle: '~runtime/server/static' })
+    }
+    return _middleware
+  }))
 
   // Polyfill
   rollupConfig.plugins.push(virtual({
@@ -187,7 +192,8 @@ export const getRollupConfig = (nitroContext: NitroContext) => {
       ignore: [
         nitroContext._internal.runtimeDir,
         ...(nitroContext._nuxt.dev ? [] : [nitroContext._nuxt.buildDir]),
-        ...nitroContext.middleware.map(m => m.handle)
+        ...nitroContext.middleware.map(m => m.handle),
+        nitroContext._nuxt.serverDir
       ],
       traceOptions: {
         base: nitroContext._nuxt.rootDir
diff --git a/packages/nitro/src/rollup/plugins/middleware.ts b/packages/nitro/src/rollup/plugins/middleware.ts
index fa78b98627..671a9c4221 100644
--- a/packages/nitro/src/rollup/plugins/middleware.ts
+++ b/packages/nitro/src/rollup/plugins/middleware.ts
@@ -1,12 +1,26 @@
 import hasha from 'hasha'
-import virtual from '@rollup/plugin-virtual'
-import type { ServerMiddleware } from '../../context'
+import { relative } from 'upath'
+import { table, getBorderCharacters } from 'table'
+import isPrimitive from 'is-primitive'
+import type { ServerMiddleware } from '../../server/middleware'
+import virtual from './virtual'
 
-export function middleware (middleware: ServerMiddleware[]) {
+export function middleware (getMiddleware: () => ServerMiddleware[]) {
   const getImportId = p => '_' + hasha(p).substr(0, 6)
 
+  let lastDump = ''
+
   return virtual({
-    '~serverMiddleware': `
+    '~serverMiddleware': () => {
+      const middleware = getMiddleware()
+      const dumped = dumpMiddleware(middleware)
+      if (dumped !== lastDump) {
+        lastDump = dumped
+        if (middleware.length) {
+          console.log('\n\nNitro middleware:\n' + dumped)
+        }
+      }
+      return `
 ${middleware.filter(m => m.lazy === false).map(m => `import ${getImportId(m.handle)} from '${m.handle}';`).join('\n')}
 
 ${middleware.filter(m => m.lazy !== false).map(m => `const ${getImportId(m.handle)} = () => import('${m.handle}');`).join('\n')}
@@ -17,5 +31,31 @@ const middleware = [
 
 export default middleware
 `
+    }
   })
 }
+
+function dumpMiddleware (middleware: ServerMiddleware[]) {
+  const data = middleware.map(({ route, handle, ...props }) => {
+    return [
+      (route && route !== '/') ? route : '[global]',
+      relative(process.cwd(), handle),
+      dumpObject(props)
+    ]
+  })
+  return table([
+    ['Route', 'Handle', 'Options'],
+    ...data
+  ], {
+    border: getBorderCharacters('norc')
+  })
+}
+
+function dumpObject (obj: any) {
+  const items = []
+  for (const key in obj) {
+    const val = obj[key]
+    items.push(`${key}: ${isPrimitive(val) ? val : JSON.stringify(val)}`)
+  }
+  return items.join(', ')
+}
diff --git a/packages/nitro/src/rollup/plugins/virtual.ts b/packages/nitro/src/rollup/plugins/virtual.ts
new file mode 100644
index 0000000000..bf0e0a1c79
--- /dev/null
+++ b/packages/nitro/src/rollup/plugins/virtual.ts
@@ -0,0 +1,49 @@
+// Based on https://github.com/rollup/plugins/blob/master/packages/virtual/src/index.ts
+import * as path from 'path'
+
+import { Plugin } from 'rollup'
+
+type UnresolvedModule = string | (() => string)
+export interface RollupVirtualOptions {
+  [id: string]: UnresolvedModule;
+}
+
+const PREFIX = '\0virtual:'
+
+const resolveModule = (m: UnresolvedModule) => typeof m === 'function' ? m() : m
+
+export default function virtual (modules: RollupVirtualOptions): Plugin {
+  const resolvedIds = new Map<string, string |(() => string)>()
+
+  Object.keys(modules).forEach((id) => {
+    resolvedIds.set(path.resolve(id), modules[id])
+  })
+
+  return {
+    name: 'virtual',
+
+    resolveId (id, importer) {
+      if (id in modules) { return PREFIX + id }
+
+      if (importer) {
+        const importerNoPrefix = importer.startsWith(PREFIX)
+          ? importer.slice(PREFIX.length)
+          : importer
+        const resolved = path.resolve(path.dirname(importerNoPrefix), id)
+        if (resolvedIds.has(resolved)) { return PREFIX + resolved }
+      }
+
+      return null
+    },
+
+    load (id) {
+      if (!id.startsWith(PREFIX)) {
+        return null
+      }
+      const idNoPrefix = id.slice(PREFIX.length)
+      return idNoPrefix in modules
+        ? resolveModule(modules[idNoPrefix])
+        : resolveModule(resolvedIds.get(idNoPrefix))
+    }
+  }
+}
diff --git a/packages/nitro/src/server.ts b/packages/nitro/src/server/dev.ts
similarity index 98%
rename from packages/nitro/src/server.ts
rename to packages/nitro/src/server/dev.ts
index ba02b36960..3b7873678d 100644
--- a/packages/nitro/src/server.ts
+++ b/packages/nitro/src/server/dev.ts
@@ -8,7 +8,7 @@ import serveStatic from 'serve-static'
 import servePlaceholder from 'serve-placeholder'
 import { createProxy } from 'http-proxy'
 import { stat } from 'fs-extra'
-import type { NitroContext } from './context'
+import type { NitroContext } from '../context'
 
 export function createDevServer (nitroContext: NitroContext) {
   // Worker
diff --git a/packages/nitro/src/server/middleware.ts b/packages/nitro/src/server/middleware.ts
new file mode 100644
index 0000000000..9017a8af52
--- /dev/null
+++ b/packages/nitro/src/server/middleware.ts
@@ -0,0 +1,76 @@
+import { resolve, join, extname } from 'upath'
+import { joinURL } from 'ufo'
+import globby from 'globby'
+import { watch } from 'chokidar'
+
+export interface ServerMiddleware {
+  route: string
+  handle: string
+  lazy?: boolean // Default is true
+  promisify?: boolean // Default is true
+}
+
+function filesToMiddleware (files: string[], baseDir: string, basePath: string, overrides?: Partial<ServerMiddleware>): ServerMiddleware[] {
+  return files.map((file) => {
+    const route = joinURL(basePath, file.substr(0, file.length - extname(file).length))
+    const handle = resolve(baseDir, file)
+    return {
+      route,
+      handle
+    }
+  })
+    .sort((a, b) => a.route.localeCompare(b.route))
+    .map(m => ({ ...m, ...overrides }))
+}
+
+export function scanMiddleware (serverDir: string, onChange?: Function): Promise<ServerMiddleware[]> {
+  const pattern = '**/*.{js,ts}'
+  const globalDir = resolve(serverDir, 'middleware')
+  const apiDir = resolve(serverDir, 'api')
+
+  const scan = async () => {
+    const globalFiles = await globby(pattern, { cwd: globalDir })
+    const apiFiles = await globby(pattern, { cwd: apiDir })
+    return [
+      ...filesToMiddleware(globalFiles, globalDir, '/', { route: '/' }),
+      ...filesToMiddleware(apiFiles, apiDir, '/api', { lazy: true })
+    ]
+  }
+
+  if (typeof onChange === 'function') {
+    const watcher = watch([
+      join(globalDir, pattern),
+      join(apiDir, pattern)
+    ], { ignoreInitial: true })
+    watcher.on('all', async (event, file) => {
+      onChange(await scan(), event, file)
+    })
+  }
+
+  return scan()
+}
+
+export function resolveMiddleware (serverMiddleware: any[], resolvePath: (string) => string) {
+  const middleware: ServerMiddleware[] = []
+  const legacyMiddleware: ServerMiddleware[] = []
+
+  for (let m of serverMiddleware) {
+    if (typeof m === 'string') { m = { handler: m } }
+    const route = m.path || m.route || '/'
+    const handle = m.handler || m.handle
+    if (typeof handle !== 'string' || typeof route !== 'string') {
+      legacyMiddleware.push(m)
+    } else {
+      middleware.push({
+        ...m,
+        handle: resolvePath(handle),
+        route
+      })
+    }
+  }
+
+  return {
+    middleware,
+    legacyMiddleware
+  }
+}