diff --git a/docs/app/agent_files/_plugin.py b/docs/app/agent_files/_plugin.py
index f3d56ab827a..f602dc9f4ea 100644
--- a/docs/app/agent_files/_plugin.py
+++ b/docs/app/agent_files/_plugin.py
@@ -809,6 +809,26 @@ def generate_llms_full_txt(
     return (Path("llms-full.txt"), "\n".join(lines).rstrip() + "\n")
 
 
+def markdown_path_for_trailing_slash_url(path: Path) -> Path:
+    """Return the static-asset path that serves the trailing-slash URL variant.
+
+    A request for `<page>/.md` is served from the file at `<page>/.md` on disk,
+    making the trailing-slash URL `<page>/` resolve to the same content as the
+    no-slash URL `<page>.md`.
+
+    Example:
+        >>> markdown_path_for_trailing_slash_url(Path("ai/overview.md"))
+        PosixPath('ai/overview/.md')
+
+    Args:
+        path: The markdown file path.
+
+    Returns:
+        The asset path under which to serve the trailing-slash variant.
+    """
+    return path.with_suffix("") / ".md"
+
+
 def generate_agent_files() -> tuple[tuple[Path, str | bytes], ...]:
     markdown_file_entries = generate_markdown_file_entries()
     markdown_index_entries = tuple(
@@ -827,9 +847,19 @@ def generate_agent_files() -> tuple[tuple[Path, str | bytes], ...]:
         (entry.url_path, generate_markdown_file_content(entry))
         for entry in markdown_file_entries
     )
-    return (
+
+    all_markdown_files = [
         *markdown_files,
         *dynamic_api_reference_files,
+    ]
+
+    return (
+        *all_markdown_files,
+        # Such that `path/.md` would resolve to the same content as `path.md`
+        *[
+            (markdown_path_for_trailing_slash_url(path), content)
+            for path, content in all_markdown_files
+        ],
         generate_llms_txt((
             *markdown_index_entries,
             *dynamic_api_reference_entries,
diff --git a/docs/app/tests/test_agent_files.py b/docs/app/tests/test_agent_files.py
index f9124aa503e..96fc6f2d831 100644
--- a/docs/app/tests/test_agent_files.py
+++ b/docs/app/tests/test_agent_files.py
@@ -7,10 +7,12 @@
     MarkdownFileEntry,
     MarkdownIndexEntry,
     dynamic_api_reference_index_entries,
+    generate_agent_files,
     generate_dynamic_api_reference_files,
     generate_llms_full_txt,
     generate_llms_txt,
     generate_markdown_file_content,
+    markdown_path_for_trailing_slash_url,
 )
 
 
@@ -343,3 +345,28 @@ def test_generate_llms_full_txt_stitches_markdown_docs(monkeypatch, tmp_path):
         "`reflex_base.event.EventHandler`"
     ) in content
     assert "For AI agents: the complete documentation index" not in content
+
+
+def test_markdown_path_for_trailing_slash_url():
+    """The trailing-slash variant nests `.md` under the page name."""
+    assert markdown_path_for_trailing_slash_url(Path("ai/overview.md")) == Path(
+        "ai/overview/.md"
+    )
+    assert markdown_path_for_trailing_slash_url(Path("api-reference/var.md")) == Path(
+        "api-reference/var/.md"
+    )
+
+
+def test_generate_agent_files_emits_trailing_slash_variants():
+    """Every markdown asset has a trailing-slash twin with identical content."""
+    files = dict(generate_agent_files())
+
+    markdown_paths = [
+        path for path in files if path.suffix == ".md" and path.name != ".md"
+    ]
+    assert markdown_paths, "expected at least one markdown asset"
+
+    for path in markdown_paths:
+        twin = markdown_path_for_trailing_slash_url(path)
+        assert twin in files, f"missing trailing-slash twin for {path}"
+        assert files[twin] == files[path], f"content mismatch for {twin}"