diff --git a/src/presets/netlify.ts b/src/presets/netlify.ts
index 0ef35d76e7..2b335bb115 100644
--- a/src/presets/netlify.ts
+++ b/src/presets/netlify.ts
@@ -85,7 +85,7 @@ async function writeRedirects(nitro: Nitro) {
   let contents = "/* /.netlify/functions/server 200";
 
   const rules = Object.entries(nitro.options.routeRules)
-    .sort((a, b) => a[0].split("/").length - b[0].split("/").length)
+    .sort((a, b) => a[0].split(/\/(?!\*)/).length - b[0].split(/\/(?!\*)/).length)
 
   // Rewrite static cached paths to builder functions
   for (const [key] of rules.filter(
@@ -127,7 +127,7 @@ async function writeHeaders(nitro: Nitro) {
   let contents = "";
 
   const rules = Object.entries(nitro.options.routeRules)
-    .sort((a, b) => b[0].split("/").length - a[0].split("/").length)
+    .sort((a, b) => b[0].split(/\/(?!\*)/).length - a[0].split(/\/(?!\*)/).length)
 
   for (const [path, routeRules] of rules.filter(([_, routeRules]) => routeRules.headers)) {
     const headers = [
diff --git a/src/presets/vercel.ts b/src/presets/vercel.ts
index e06eb88946..297932c862 100644
--- a/src/presets/vercel.ts
+++ b/src/presets/vercel.ts
@@ -121,7 +121,7 @@ export const vercelEdge = defineNitroPreset({
 
 function generateBuildConfig(nitro: Nitro) {
   const rules = Object.entries(nitro.options.routeRules)
-    .sort((a, b) => b[0].split("/").length - a[0].split("/").length)
+    .sort((a, b) => b[0].split(/\/(?!\*)/).length - a[0].split(/\/(?!\*)/).length)
 
   return defu(nitro.options.vercel?.config, <VercelBuildConfigV3>{
     version: 3,
diff --git a/test/presets/netlify.test.ts b/test/presets/netlify.test.ts
index ec2fc91acb..c8844042a5 100644
--- a/test/presets/netlify.test.ts
+++ b/test/presets/netlify.test.ts
@@ -41,8 +41,8 @@ describe("nitro:preset:netlify", async () => {
     /* eslint-disable no-tabs */
     expect(redirects).toMatchInlineSnapshot(`
       "/rules/nested/override	/other	302
-      /rules/nested/*	/base	302
       /rules/redirect/obj	https://nitro.unjs.io/	301
+      /rules/nested/*	/base	302
       /rules/redirect	/base	302
       /rules/swr-ttl/*	/.netlify/builders/server 200
       /rules/swr/*	/.netlify/builders/server 200
@@ -58,15 +58,15 @@ describe("nitro:preset:netlify", async () => {
     );
     /* eslint-disable no-tabs */
     expect(headers).toMatchInlineSnapshot(`
-      "/rules/nested/*
-        x-test: test
-      /rules/headers
+      "/rules/headers
         cache-control: s-maxage=60
       /rules/cors
         access-control-allow-origin: *
         access-control-allowed-methods: GET
         access-control-allow-headers: *
         access-control-max-age: 0
+      /rules/nested/*
+        x-test: test
       "
     `);
     /* eslint-enable no-tabs */
diff --git a/test/presets/vercel.test.ts b/test/presets/vercel.test.ts
index 9fc4d9cf19..84a287a598 100644
--- a/test/presets/vercel.test.ts
+++ b/test/presets/vercel.test.ts
@@ -50,14 +50,6 @@ describe("nitro:preset:vercel", async () => {
             "src": "/rules/redirect/obj",
             "status": 308,
           },
-          {
-            "headers": {
-              "Location": "/base",
-              "x-test": "test",
-            },
-            "src": "/rules/nested/.*",
-            "status": 307,
-          },
           {
             "headers": {
               "Location": "/other",
@@ -87,6 +79,14 @@ describe("nitro:preset:vercel", async () => {
             "src": "/rules/redirect",
             "status": 307,
           },
+          {
+            "headers": {
+              "Location": "/base",
+              "x-test": "test",
+            },
+            "src": "/rules/nested/.*",
+            "status": 307,
+          },
           {
             "continue": true,
             "headers": {