diff --git a/.changeset/stale-ducks-protect.md b/.changeset/stale-ducks-protect.md
new file mode 100644
index 0000000000..a87098fc95
--- /dev/null
+++ b/.changeset/stale-ducks-protect.md
@@ -0,0 +1,5 @@
+---
+"astro": patch
+---
+
+Fixes an issue that causes static entrypoints build to fail because of the path in certain conditions. Specifically, it failed if the path had an extension (like `.astro`, `.mdx` etc) and such extension would be also within the path (like `./.astro/index.astro`).
diff --git a/packages/astro/src/core/build/pipeline.ts b/packages/astro/src/core/build/pipeline.ts
index 6d018fd8a3..68cee31a7c 100644
--- a/packages/astro/src/core/build/pipeline.ts
+++ b/packages/astro/src/core/build/pipeline.ts
@@ -15,10 +15,8 @@ import {
 	getPageDataByComponent,
 	mergeInlineCss,
 } from './internal.js';
-import {
-	ASTRO_PAGE_RESOLVED_MODULE_ID,
-	getVirtualModulePageNameFromPath,
-} from './plugins/plugin-pages.js';
+import { ASTRO_PAGE_MODULE_ID, ASTRO_PAGE_RESOLVED_MODULE_ID } from './plugins/plugin-pages.js';
+import { getVirtualModulePageNameFromPath } from './plugins/util.js';
 import { RESOLVED_SPLIT_MODULE_ID } from './plugins/plugin-ssr.js';
 import { ASTRO_PAGE_EXTENSION_POST_PATTERN } from './plugins/util.js';
 import type { PageBuildData, StaticBuildOptions } from './types.js';
@@ -215,7 +213,7 @@ export class BuildPipeline extends Pipeline {
 				// The values of the map are the actual `.mjs` files that are generated during the build
 
 				// Here, we take the component path and transform it in the virtual module name
-				const moduleSpecifier = getVirtualModulePageNameFromPath(path);
+				const moduleSpecifier = getVirtualModulePageNameFromPath(ASTRO_PAGE_MODULE_ID, path);
 				// We retrieve the original JS module
 				const filePath = this.internals.entrySpecifierToBundleMap.get(moduleSpecifier);
 				if (filePath) {
diff --git a/packages/astro/src/core/build/plugins/plugin-pages.ts b/packages/astro/src/core/build/plugins/plugin-pages.ts
index 6ce5ce58cf..dd488a97d9 100644
--- a/packages/astro/src/core/build/plugins/plugin-pages.ts
+++ b/packages/astro/src/core/build/plugins/plugin-pages.ts
@@ -1,4 +1,3 @@
-import { extname } from 'node:path';
 import type { Plugin as VitePlugin } from 'vite';
 import { routeIsRedirect } from '../../redirects/index.js';
 import { addRollupInput } from '../add-rollup-input.js';
@@ -6,29 +5,13 @@ import { type BuildInternals, eachPageFromAllPages } from '../internal.js';
 import type { AstroBuildPlugin } from '../plugin.js';
 import type { StaticBuildOptions } from '../types.js';
 import { RENDERERS_MODULE_ID } from './plugin-renderers.js';
-import { ASTRO_PAGE_EXTENSION_POST_PATTERN, getPathFromVirtualModulePageName } from './util.js';
+import { getPathFromVirtualModulePageName, getVirtualModulePageNameFromPath } from './util.js';
 
 export const ASTRO_PAGE_MODULE_ID = '@astro-page:';
 export const ASTRO_PAGE_RESOLVED_MODULE_ID = '\0' + ASTRO_PAGE_MODULE_ID;
 
-/**
- * 1. We add a fixed prefix, which is used as virtual module naming convention;
- * 2. We replace the dot that belongs extension with an arbitrary string.
- *
- * @param path
- */
-export function getVirtualModulePageNameFromPath(path: string) {
-	// we mask the extension, so this virtual file
-	// so rollup won't trigger other plugins in the process
-	const extension = extname(path);
-	return `${ASTRO_PAGE_MODULE_ID}${path.replace(
-		extension,
-		extension.replace('.', ASTRO_PAGE_EXTENSION_POST_PATTERN)
-	)}`;
-}
-
 export function getVirtualModulePageIdFromPath(path: string) {
-	const name = getVirtualModulePageNameFromPath(path);
+	const name = getVirtualModulePageNameFromPath(ASTRO_PAGE_MODULE_ID, path);
 	return '\x00' + name;
 }
 
@@ -43,7 +26,7 @@ function vitePluginPages(opts: StaticBuildOptions, internals: BuildInternals): V
 					if (routeIsRedirect(pageData.route)) {
 						continue;
 					}
-					inputs.add(getVirtualModulePageNameFromPath(path));
+					inputs.add(getVirtualModulePageNameFromPath(ASTRO_PAGE_MODULE_ID, path));
 				}
 
 				return addRollupInput(options, Array.from(inputs));
diff --git a/packages/astro/src/core/build/plugins/util.ts b/packages/astro/src/core/build/plugins/util.ts
index 84e6657b9e..e205f75ebd 100644
--- a/packages/astro/src/core/build/plugins/util.ts
+++ b/packages/astro/src/core/build/plugins/util.ts
@@ -44,20 +44,20 @@ export function extendManualChunks(outputOptions: OutputOptions, hooks: ExtendMa
 export const ASTRO_PAGE_EXTENSION_POST_PATTERN = '@_@';
 
 /**
- * 1. We add a fixed prefix, which is used as virtual module naming convention;
- * 2. We replace the dot that belongs extension with an arbitrary string.
+ * Prevents Rollup from triggering other plugins in the process by masking the extension (hence the virtual file).
+ * 
+ * 1. We add a fixed prefix, which is used as virtual module naming convention
+ * 2. If the path has an extension (at the end of the path), we replace the dot that belongs to the extension with an arbitrary string.
  *
  * @param virtualModulePrefix
  * @param path
  */
 export function getVirtualModulePageNameFromPath(virtualModulePrefix: string, path: string) {
-	// we mask the extension, so this virtual file
-	// so rollup won't trigger other plugins in the process
 	const extension = extname(path);
-	return `${virtualModulePrefix}${path.replace(
-		extension,
-		extension.replace('.', ASTRO_PAGE_EXTENSION_POST_PATTERN)
-	)}`;
+	return virtualModulePrefix +
+		(extension.startsWith('.')
+			? path.slice(0, -extension.length) + extension.replace('.', ASTRO_PAGE_EXTENSION_POST_PATTERN)
+			: path);
 }
 
 /**
diff --git a/packages/astro/test/ssr-dynamic.test.js b/packages/astro/test/ssr-dynamic.test.js
index 60b61335da..6016f5fbde 100644
--- a/packages/astro/test/ssr-dynamic.test.js
+++ b/packages/astro/test/ssr-dynamic.test.js
@@ -3,14 +3,18 @@ import { before, describe, it } from 'node:test';
 import { load as cheerioLoad } from 'cheerio';
 import testAdapter from './test-adapter.js';
 import { loadFixture } from './test-utils.js';
+import { dirname } from 'node:path';
+import { fileURLToPath } from 'node:url';
+import { mkdirSync, writeFileSync } from 'node:fs';
 
 describe('Dynamic pages in SSR', () => {
 	/** @type {import('./test-utils').Fixture} */
 	let fixture;
 
 	before(async () => {
+		const root = './fixtures/ssr-dynamic/';
 		fixture = await loadFixture({
-			root: './fixtures/ssr-dynamic/',
+			root,
 			output: 'server',
 			integrations: [
 				{
@@ -21,6 +25,18 @@ describe('Dynamic pages in SSR', () => {
 								pattern: '/path-alias/[id]',
 								entrypoint: './src/pages/api/products/[id].js',
 							});
+
+							const entrypoint = fileURLToPath(
+								new URL(`${root}.astro/test.astro`, import.meta.url)
+							);
+							console.log(entrypoint)
+							mkdirSync(dirname(entrypoint), { recursive: true });
+							writeFileSync(entrypoint, '<h1>Index</h1>');
+
+							injectRoute({
+								pattern: '/test',
+								entrypoint,
+							});
 						},
 					},
 				},
@@ -80,4 +96,10 @@ describe('Dynamic pages in SSR', () => {
 		const favicon = await matchRoute('/favicon.ico');
 		assert.equal(favicon, undefined);
 	});
+
+	it('injectRoute entrypoint should not fail build if containing the extension several times in the path', async () => {
+		const html = await fetchHTML('/test');
+		const $ = cheerioLoad(html);
+		assert.equal($('h1').text(), 'Index');
+	});
 });