diff --git a/crates/vp_cli_snapshots/tests/cli_snapshots/fixtures/pack_watch_config/index.ts b/crates/vp_cli_snapshots/tests/cli_snapshots/fixtures/pack_watch_config/index.ts
new file mode 100644
index 0000000000..e565ff1722
--- /dev/null
+++ b/crates/vp_cli_snapshots/tests/cli_snapshots/fixtures/pack_watch_config/index.ts
@@ -0,0 +1,3 @@
+export function greeting(name: string) {
+  return `Hello ${name}`;
+}
diff --git a/crates/vp_cli_snapshots/tests/cli_snapshots/fixtures/pack_watch_config/package.json b/crates/vp_cli_snapshots/tests/cli_snapshots/fixtures/pack_watch_config/package.json
new file mode 100644
index 0000000000..5940efd7c5
--- /dev/null
+++ b/crates/vp_cli_snapshots/tests/cli_snapshots/fixtures/pack_watch_config/package.json
@@ -0,0 +1,5 @@
+{
+  "name": "pack-watch-config",
+  "private": true,
+  "type": "module"
+}
diff --git a/crates/vp_cli_snapshots/tests/cli_snapshots/fixtures/pack_watch_config/snapshots.toml b/crates/vp_cli_snapshots/tests/cli_snapshots/fixtures/pack_watch_config/snapshots.toml
new file mode 100644
index 0000000000..7e3a125720
--- /dev/null
+++ b/crates/vp_cli_snapshots/tests/cli_snapshots/fixtures/pack_watch_config/snapshots.toml
@@ -0,0 +1,5 @@
+[[case]]
+name = "pack_watch_reloads_config"
+vp = "local"
+comment = "Changing pack.minify while watching applies the new configuration, including on Windows."
+steps = [["node", "verify.mjs"]]
diff --git a/crates/vp_cli_snapshots/tests/cli_snapshots/fixtures/pack_watch_config/snapshots/pack_watch_reloads_config.md b/crates/vp_cli_snapshots/tests/cli_snapshots/fixtures/pack_watch_config/snapshots/pack_watch_reloads_config.md
new file mode 100644
index 0000000000..ce8f37be56
--- /dev/null
+++ b/crates/vp_cli_snapshots/tests/cli_snapshots/fixtures/pack_watch_config/snapshots/pack_watch_reloads_config.md
@@ -0,0 +1,9 @@
+# pack_watch_reloads_config
+
+Changing pack.minify while watching applies the new configuration, including on Windows.
+
+## `node verify.mjs`
+
+```
+pack --watch applied the updated minify option
+```
diff --git a/crates/vp_cli_snapshots/tests/cli_snapshots/fixtures/pack_watch_config/verify.mjs b/crates/vp_cli_snapshots/tests/cli_snapshots/fixtures/pack_watch_config/verify.mjs
new file mode 100644
index 0000000000..8bfa997002
--- /dev/null
+++ b/crates/vp_cli_snapshots/tests/cli_snapshots/fixtures/pack_watch_config/verify.mjs
@@ -0,0 +1,47 @@
+import assert from 'node:assert/strict';
+import { fork } from 'node:child_process';
+import { once } from 'node:events';
+import { readFile, readdir, writeFile } from 'node:fs/promises';
+import { createRequire } from 'node:module';
+import { dirname, join } from 'node:path';
+
+const require = createRequire(import.meta.url);
+const cli = join(dirname(require.resolve('vite-plus/package.json')), 'dist/pack-bin.js');
+const child = fork(cli, ['--watch'], { silent: true });
+let logs = '';
+child.stdout.on('data', (data) => {
+  logs += data;
+});
+child.stderr.on('data', (data) => {
+  logs += data;
+});
+
+try {
+  // The onSuccess IPC message synchronizes edits with completed builds on every platform.
+  await once(child, 'message', { signal: AbortSignal.timeout(20000) });
+  const output = join('dist', (await readdir('dist')).find((file) => /\.m?js$/.test(file)));
+  const before = await readFile(output, 'utf8');
+  assert.match(before, /\n/);
+
+  const rebuilt = once(child, 'message', { signal: AbortSignal.timeout(20000) });
+  const config = await readFile('vite.config.ts', 'utf8');
+  await writeFile('vite.config.ts', config.replace('minify: false', 'minify: true'));
+  await rebuilt;
+
+  const after = await readFile(output, 'utf8');
+  assert.notEqual(after, before, 'the rebuilt output must use the updated pack configuration');
+  assert.ok(
+    after.trim().split('\n').length < before.trim().split('\n').length,
+    'the rebuilt output must be minified',
+  );
+  console.log('pack --watch applied the updated minify option');
+} catch (error) {
+  console.error(logs);
+  throw error;
+} finally {
+  if (child.exitCode === null && child.signalCode === null) {
+    const exited = once(child, 'exit');
+    child.kill();
+    await exited;
+  }
+}
diff --git a/crates/vp_cli_snapshots/tests/cli_snapshots/fixtures/pack_watch_config/vite.config.ts b/crates/vp_cli_snapshots/tests/cli_snapshots/fixtures/pack_watch_config/vite.config.ts
new file mode 100644
index 0000000000..e350ab1beb
--- /dev/null
+++ b/crates/vp_cli_snapshots/tests/cli_snapshots/fixtures/pack_watch_config/vite.config.ts
@@ -0,0 +1,10 @@
+export default {
+  pack: {
+    entry: ['index.ts'],
+    dts: false,
+    minify: false,
+    onSuccess() {
+      process.send?.('built');
+    },
+  },
+};
diff --git a/packages/cli/src/pack-bin.ts b/packages/cli/src/pack-bin.ts
index e7ff631a2e..f788d44bf2 100644
--- a/packages/cli/src/pack-bin.ts
+++ b/packages/cli/src/pack-bin.ts
@@ -1,5 +1,6 @@
 #!/usr/bin/env node
 import module from 'node:module';
+import path from 'node:path';
 
 import { cac } from 'cac';
 import {
@@ -155,7 +156,8 @@ cli
 
       const configDeps = new Set<string>();
       if (viteConfig?.configFile) {
-        configDeps.add(viteConfig.configFile);
+        // Vite uses forward slashes, but watcher events use native path separators.
+        configDeps.add(path.normalize(viteConfig.configFile));
       }
 
       const configs: ResolvedConfig[] = [];