diff --git a/rich/markdown.py b/rich/markdown.py
index abbbb07d64..84a6408ef9 100644
--- a/rich/markdown.py
+++ b/rich/markdown.py
@@ -208,7 +208,9 @@ def __rich_console__(
         lines = console.render_lines(self.elements, render_options, style=self.style)
         style = self.style
         new_line = Segment("\n")
-        padding = Segment("▌ ", style)
+        quote_bar = "| " if options.legacy_windows or options.ascii_only else "▌ "
+        padding = Segment(quote_bar, style)
+
         for line in lines:
             yield padding
             yield from line
diff --git a/tests/test_markdown.py b/tests/test_markdown.py
index c461c76966..7c4852fd1c 100644
--- a/tests/test_markdown.py
+++ b/tests/test_markdown.py
@@ -215,6 +215,20 @@ def test_inline_code_in_table_cells() -> None:
     assert result == expected
 
 
+def test_markdown_blockquote_uses_safe_prefix_on_legacy_windows():
+    console = Console(
+        width=40,
+        file=io.StringIO(),
+        color_system=None,
+        legacy_windows=True,
+        _environ={},
+    )
+    console.print(Markdown("> hello"))
+    output = console.file.getvalue()
+    assert "| hello" in output
+    assert "▌" not in output
+
+
 if __name__ == "__main__":
     markdown = Markdown(MARKDOWN)
     rendered = render(markdown)