diff --git a/src/cloud/lib/editor/htmlToMarkdown.spec.ts b/src/cloud/lib/editor/htmlToMarkdown.spec.ts
new file mode 100644
index 0000000000..15715d96ba
--- /dev/null
+++ b/src/cloud/lib/editor/htmlToMarkdown.spec.ts
@@ -0,0 +1,28 @@
+import { htmlContainsImage, htmlToMarkdown } from './htmlToMarkdown'
+
+describe('htmlToMarkdown', () => {
+  it('ignores html without images so normal paste behavior is preserved', () => {
+    expect(htmlContainsImage('<p>Hello <strong>world</strong></p>')).toBe(false)
+    expect(htmlToMarkdown('<p>Hello <strong>world</strong></p>')).toBe(null)
+  })
+
+  it('converts web clipboard html with images to markdown', () => {
+    expect(
+      htmlToMarkdown(
+        '<p>Hello <strong>world</strong></p><p><img src="https://example.com/cat.png" alt="Cat photo" title="Source"></p>'
+      )
+    ).toBe(
+      'Hello **world**\n\n![Cat photo](https://example.com/cat.png "Source")'
+    )
+  })
+
+  it('preserves links around pasted web content', () => {
+    expect(
+      htmlToMarkdown(
+        '<div><a href="https://example.com/post">Read post</a><br><img src="https://example.com/post.jpg"></div>'
+      )
+    ).toBe(
+      '[Read post](https://example.com/post)\n![](https://example.com/post.jpg)'
+    )
+  })
+})
diff --git a/src/cloud/lib/editor/htmlToMarkdown.ts b/src/cloud/lib/editor/htmlToMarkdown.ts
new file mode 100644
index 0000000000..e02b034a3d
--- /dev/null
+++ b/src/cloud/lib/editor/htmlToMarkdown.ts
@@ -0,0 +1,139 @@
+const blockTags = new Set([
+  'ADDRESS',
+  'ARTICLE',
+  'ASIDE',
+  'BLOCKQUOTE',
+  'DIV',
+  'FIGURE',
+  'FOOTER',
+  'FORM',
+  'H1',
+  'H2',
+  'H3',
+  'H4',
+  'H5',
+  'H6',
+  'HEADER',
+  'HR',
+  'MAIN',
+  'P',
+  'PRE',
+  'SECTION',
+  'TABLE',
+])
+
+const escapeMarkdown = (value: string) => {
+  return value.replace(/([\\`*_{}[\]()#+\-.!|>])/g, '\\$1')
+}
+
+const escapeLinkTitle = (value: string) => {
+  return value.replace(/"/g, '\\"')
+}
+
+const normalizeInlineWhitespace = (value: string) => {
+  return value.replace(/\s+/g, ' ')
+}
+
+const joinBlock = (value: string) => {
+  const trimmed = value.trim()
+  return trimmed.length > 0 ? `\n\n${trimmed}\n\n` : ''
+}
+
+const listItem = (value: string) => {
+  const trimmed = value.trim()
+  return trimmed.length > 0 ? `- ${trimmed}\n` : ''
+}
+
+const nodeToMarkdown = (node: Node): string => {
+  if (node.nodeType === Node.TEXT_NODE) {
+    return escapeMarkdown(normalizeInlineWhitespace(node.textContent || ''))
+  }
+
+  if (node.nodeType !== Node.ELEMENT_NODE) {
+    return ''
+  }
+
+  const element = node as HTMLElement
+  const tagName = element.tagName
+
+  if (tagName === 'BR') {
+    return '\n'
+  }
+
+  if (tagName === 'IMG') {
+    const image = element as HTMLImageElement
+    const src = image.getAttribute('src')
+    if (src == null || src.trim() === '') {
+      return ''
+    }
+    const alt = escapeMarkdown(image.getAttribute('alt') || '')
+    const title = image.getAttribute('title')
+    const titlePart =
+      title != null && title.trim() !== ''
+        ? ` "${escapeLinkTitle(title.trim())}"`
+        : ''
+    return `![${alt}](${src.trim()}${titlePart})`
+  }
+
+  const children = Array.from(element.childNodes)
+    .map((child) => nodeToMarkdown(child))
+    .join('')
+
+  if (tagName === 'A') {
+    const href = element.getAttribute('href')
+    if (href == null || href.trim() === '') {
+      return children
+    }
+    const label = children.trim() || href.trim()
+    return `[${label}](${href.trim()})`
+  }
+
+  if (tagName === 'STRONG' || tagName === 'B') {
+    const trimmed = children.trim()
+    return trimmed.length > 0 ? `**${trimmed}**` : ''
+  }
+
+  if (tagName === 'EM' || tagName === 'I') {
+    const trimmed = children.trim()
+    return trimmed.length > 0 ? `_${trimmed}_` : ''
+  }
+
+  if (tagName === 'CODE') {
+    return `\`${children.trim().replace(/`/g, '\\`')}\``
+  }
+
+  if (tagName === 'LI') {
+    return listItem(children)
+  }
+
+  if (tagName === 'UL' || tagName === 'OL') {
+    return joinBlock(children)
+  }
+
+  if (blockTags.has(tagName)) {
+    return joinBlock(children)
+  }
+
+  return children
+}
+
+export const htmlContainsImage = (html: string) => {
+  return /<img\b[^>]*\bsrc\s*=/i.test(html)
+}
+
+export const htmlToMarkdown = (html: string): string | null => {
+  if (!htmlContainsImage(html)) {
+    return null
+  }
+
+  const parser = new DOMParser()
+  const doc = parser.parseFromString(html, 'text/html')
+  const markdown = Array.from(doc.body.childNodes)
+    .map((node) => nodeToMarkdown(node))
+    .join('')
+    .replace(/[ \t]+\n/g, '\n')
+    .replace(/\n{3,}/g, '\n\n')
+    .trim()
+
+  return markdown.length > 0 ? markdown : null
+}
diff --git a/src/cloud/lib/editor/plugins/fileHandler.ts b/src/cloud/lib/editor/plugins/fileHandler.ts
index 63812c1367..617e16b28e 100644
--- a/src/cloud/lib/editor/plugins/fileHandler.ts
+++ b/src/cloud/lib/editor/plugins/fileHandler.ts
@@ -1,4 +1,5 @@
 import { boostHubBaseUrl } from '../../consts'
+import { htmlToMarkdown } from '../htmlToMarkdown'
 
 export type OnFileCallback = (file: File) => Promise<FileNode | null>
 
@@ -64,6 +65,17 @@ const attachFileHandlerToCodeMirrorEditor = (
         for (let i = 0; i < files.length; i++) {
           await handler(i > 0 ? instance.getCursor() : pos, files[i])
         }
+        return
+      }
+
+      const html = event.clipboardData?.getData('text/html')
+      if (html != null && html !== '') {
+        const markdown = htmlToMarkdown(html)
+        if (markdown != null) {
+          event.stopPropagation()
+          event.preventDefault()
+          instance.replaceSelection(markdown, 'end')
+        }
       }
     }
   )