diff -r 957a0fc20021 roundup/cgi/templating.py
--- a/roundup/cgi/templating.py	Sun Oct 25 16:12:15 2020 -0400
+++ b/roundup/cgi/templating.py	Wed Oct 28 10:36:17 2020 +0100
@@ -1621,6 +1621,23 @@
             return match.group(0)
 
     def _hyper_repl_markdown(self, match):
+        for group in ['url', 'email']:
+            if match.group(group):
+                start = match.start(group) - 1
+                end = match.end(group)
+                if start >= 0:
+                    prefix = match.string[start]
+                    if end < len(match.string):
+                        suffix = match.string[end]
+                        if (prefix, suffix) in {
+                                ('<', '>'),
+                                ('(', ')'),
+                                }:
+                            continue
+                    if prefix == '(' and match.string[end - 1] == ')':
+                        continue
+                s = match.group(group)
+                return '<%s>' % s
         if match.group('id') and len(match.group('id')) < 10:
             return self._hyper_repl_item(match,'[%(item)s](%(cls)s%(id)s)')
         else:
diff -r 957a0fc20021 test/test_templating.py
--- a/test/test_templating.py	Sun Oct 25 16:12:15 2020 -0400
+++ b/test/test_templating.py	Wed Oct 28 10:36:17 2020 +0100
@@ -487,6 +487,28 @@
         m = p.markdown()
         self.assertEqual(0, m.count('<br'))
 
+    def test_hyperlinked(self):
+        p = StringHTMLProperty(self.client, 'test', '1', None, 'test', u2s(u'http://example.com/'))
+        m = p.markdown(hyperlink=1)
+        self.assertEqual(m, '<p><a href="http://example.com/">http://example.com/</a></p>\n')
+
+        p = StringHTMLProperty(self.client, 'test', '1', None, 'test', u2s(u'<http://example.com/>'))
+        m = p.markdown(hyperlink=1)
+        self.assertEqual(m, '<p><a href="http://example.com/">http://example.com/</a></p>\n')
+
+        p = StringHTMLProperty(self.client, 'test', '1', None, 'test', u2s(u'![](http://example.com/)'))
+        m = p.markdown(hyperlink=1)
+        self.assertIn(m, [
+                '<p><img src="http://example.com/" alt=""/></p>\n',
+                '<p><img src="http://example.com/" alt="" /></p>\n',
+                '<p><img src="http://example.com/" alt=""></p>\n',
+                ])
+
+        p = StringHTMLProperty(self.client, 'test', '1', None, 'test', u2s(u'An URL http://example.com/ with text'))
+        m = p.markdown(hyperlink=1)
+        self.assertEqual(m, '<p>An URL <a href="http://example.com/">http://example.com/</a> with text</p>\n')
+
+
 
 @skip_mistune
 class MistuneTestCase(TemplatingTestCase, MarkdownTests) :