diff --git a/src/generators/ast/generate.mjs b/src/generators/ast/generate.mjs
index e0c5a6c5..eb3869b5 100644
--- a/src/generators/ast/generate.mjs
+++ b/src/generators/ast/generate.mjs
@@ -41,6 +41,7 @@ export async function processChunk(inputSlice, itemIndices) {
       tree: remark().parse(value),
       // The path is the relative path minus the extension
       path: relativePath,
+      fullPath: path,
     });
   }
 
diff --git a/src/generators/jsx-ast/utils/__tests__/buildContent.test.mjs b/src/generators/jsx-ast/utils/__tests__/buildContent.test.mjs
index afb86405..8a0f5dd2 100644
--- a/src/generators/jsx-ast/utils/__tests__/buildContent.test.mjs
+++ b/src/generators/jsx-ast/utils/__tests__/buildContent.test.mjs
@@ -1,8 +1,9 @@
 import assert from 'node:assert/strict';
+import { resolve } from 'node:path';
 import { describe, it } from 'node:test';
 
 import { setConfig } from '../../../../utils/configuration/index.mjs';
-import { transformHeadingNode } from '../buildContent.mjs';
+import buildContent, { transformHeadingNode } from '../buildContent.mjs';
 
 const heading = {
   type: 'heading',
@@ -66,3 +67,22 @@ describe('transformHeadingNode (deprecation Type -> AlertBox level)', () => {
     assert.equal(levelAttr.value, 'danger');
   });
 });
+
+describe('Asset Extraction and URL Rewriting', () => {
+  it('should rewrite local image URLs and populate the assetsMap', async () => {
+    const mockEntries = [
+      {
+        fullPath: '/node/doc/api/fs.md',
+        content: {
+          type: 'root',
+          children: [{ type: 'image', url: './logo.png' }],
+        },
+      },
+    ];
+
+    const result = await buildContent(mockEntries, { api: 'test' });
+
+    const expectedSource = resolve('/node/doc/api', './logo.png');
+    assert.strictEqual(result.assetsMap[expectedSource], 'logo.png');
+  });
+});
diff --git a/src/generators/jsx-ast/utils/buildContent.mjs b/src/generators/jsx-ast/utils/buildContent.mjs
index 12f54825..22e4a3c5 100644
--- a/src/generators/jsx-ast/utils/buildContent.mjs
+++ b/src/generators/jsx-ast/utils/buildContent.mjs
@@ -1,5 +1,7 @@
 'use strict';
 
+import { resolve, dirname, basename } from 'node:path';
+
 import { h as createElement } from 'hastscript';
 import { slice } from 'mdast-util-slice-markdown';
 import readingTime from 'reading-time';
@@ -287,6 +289,59 @@ export const createDocumentLayout = (entries, metadata) =>
     }),
   ]);
 
+/**
+ * Checks if a given URL is a local asset path.
+ *
+ * @param {string} url - The URL or path to check.
+ * @returns {boolean} True if the asset is local, false otherwise.
+ */
+function isLocalAsset(url) {
+  if (!url || url.startsWith('//')) {
+    return false;
+  }
+
+  try {
+    new URL(url);
+    return false;
+  } catch {
+    return true;
+  }
+}
+
+/**
+ * Traverses the AST of markdown files to find local image references,
+ * rewrites their URLs to a relative assets folder, and collects their paths.
+ *
+ * @param {Array<import('../../metadata/types').MetadataEntry>} metadataEntries - API documentation metadata entries
+ * @returns {Map<string, string>} A Map containing source paths as keys and destination paths as values.
+ */
+function extractAssetsFromAST(metadataEntries) {
+  const assetsMap = new Map();
+  for (const entry of metadataEntries) {
+    if (!entry.content) {
+      continue;
+    }
+    visit(entry.content, 'image', imageNode => {
+      const originalUrl = imageNode.url;
+
+      if (isLocalAsset(originalUrl)) {
+        const sourceDir = entry.fullPath
+          ? dirname(entry.fullPath)
+          : process.cwd();
+        const sourcePath = resolve(sourceDir, originalUrl);
+        const fileName = basename(originalUrl);
+
+        assetsMap.set(sourcePath, fileName);
+
+        // Rewrite AST URL
+        imageNode.url = `/assets/${fileName}`;
+      }
+    });
+  }
+
+  return assetsMap;
+}
+
 /**
  * @typedef {import('estree').Node & { data: import('../../metadata/types').MetadataEntry }} JSXContent
  *
@@ -296,6 +351,9 @@ export const createDocumentLayout = (entries, metadata) =>
  * @returns {Promise<JSXContent>}
  */
 const buildContent = async (metadataEntries, head) => {
+  // First extract assets and rewrite URLs in the AST
+  const assetsMap = Object.fromEntries(extractAssetsFromAST(metadataEntries));
+
   // The metadata is the heading without the node children
   const metadata = omitKeys(head, [
     'content',
@@ -311,7 +369,7 @@ const buildContent = async (metadataEntries, head) => {
   const ast = await remark().run(root);
 
   // The final MDX content is the expression in the Program's first body node
-  return { ...ast.body[0].expression, data: head };
+  return { ...ast.body[0].expression, data: head, assetsMap };
 };
 
 export default buildContent;
diff --git a/src/generators/metadata/utils/parse.mjs b/src/generators/metadata/utils/parse.mjs
index 29192653..ad7b622f 100644
--- a/src/generators/metadata/utils/parse.mjs
+++ b/src/generators/metadata/utils/parse.mjs
@@ -31,7 +31,7 @@ import { IGNORE_STABILITY_STEMS } from '../constants.mjs';
  * @param {Record<string, string>} typeMap
  * @returns {Promise<Array<import('../types').MetadataEntry>>}
  */
-export const parseApiDoc = ({ path, tree }, typeMap) => {
+export const parseApiDoc = ({ path, tree, fullPath }, typeMap) => {
   /**
    * Collection of metadata entries for the file
    * @type {Array<import('../types').MetadataEntry>}
@@ -85,6 +85,7 @@ export const parseApiDoc = ({ path, tree }, typeMap) => {
       path,
       basename: basename(path),
       heading: headingNode,
+      fullPath,
     });
 
     // Generate slug and update heading data
diff --git a/src/generators/web/generate.mjs b/src/generators/web/generate.mjs
index fab595e0..d66050b5 100644
--- a/src/generators/web/generate.mjs
+++ b/src/generators/web/generate.mjs
@@ -1,12 +1,46 @@
 'use strict';
 
-import { readFile } from 'node:fs/promises';
+import { readFile, cp, mkdir } from 'node:fs/promises';
 import { join } from 'node:path';
 
 import { processJSXEntries } from './utils/processing.mjs';
 import getConfig from '../../utils/configuration/index.mjs';
 import { writeFile } from '../../utils/file.mjs';
 
+/**
+ * Aggregates and copies local assets referenced in the markdown ASTs to the output directory.
+ *
+ * @param {Array<import('./types').JSXContent>} input - The processed entries containing asset maps
+ * @param {string} outputDir - The absolute path to the generation output directory
+ * @returns {Promise<void>}
+ */
+async function copyProjectAssets(input, outputDir) {
+  const allAssets = new Map();
+
+  for (const entry of input) {
+    if (entry.assetsMap) {
+      for (const [source, name] of Object.entries(entry.assetsMap)) {
+        allAssets.set(source, join(outputDir, 'assets', name));
+      }
+    }
+  }
+
+  if (allAssets.size === 0) {
+    return;
+  }
+
+  const assetsOutputDir = join(outputDir, 'assets');
+  await mkdir(assetsOutputDir, { recursive: true });
+
+  for (const [source, dest] of allAssets.entries()) {
+    try {
+      await cp(source, dest, { force: true });
+    } catch (err) {
+      console.error(`[doc-kit] Error copying asset: ${source}`, err);
+    }
+  }
+}
+
 /**
  * Main generation function that processes JSX AST entries into web bundles.
  *
@@ -34,6 +68,8 @@ export async function generate(input) {
 
     // Write CSS bundle
     await writeFile(join(config.output, 'styles.css'), css, 'utf-8');
+
+    await copyProjectAssets(input, config.output);
   }
 
   return results.map(({ html }) => ({ html: html.toString(), css }));