diff --git a/homeassistant/components/system_log/__init__.py b/homeassistant/components/system_log/__init__.py
index c59aee56a5117b..a07fc87051ed3e 100644
--- a/homeassistant/components/system_log/__init__.py
+++ b/homeassistant/components/system_log/__init__.py
@@ -93,7 +93,7 @@ class LogEntry:
 
     def __init__(self, record, stack, source):
         """Initialize a log entry."""
-        self.timestamp = record.created
+        self.first_occured = self.timestamp = record.created
         self.level = record.levelname
         self.message = record.getMessage()
         if record.exc_info:
@@ -130,9 +130,13 @@ def add_entry(self, entry):
         key = str(entry.hash())
 
         if key in self:
-            entry.count = self[key].count + 1
+            # Update stored entry
+            self[key].count += 1
+            self[key].timestamp = entry.timestamp
 
-        self[key] = entry
+            self.move_to_end(key)
+        else:
+            self[key] = entry
 
         if len(self) > self.maxlen:
             # Removes the first record which should also be the oldest
diff --git a/tests/components/system_log/test_init.py b/tests/components/system_log/test_init.py
index c1d79c9f33f4d7..14047399aff80d 100644
--- a/tests/components/system_log/test_init.py
+++ b/tests/components/system_log/test_init.py
@@ -152,6 +152,11 @@ async def test_dedup_logs(hass, hass_client):
     assert log[1]["count"] == 2
     assert_log(log[1], '', 'error message 2', 'ERROR')
 
+    _LOGGER.error('error message 2')
+    log = await get_error_log(hass, hass_client, 2)
+    assert_log(log[0], '', 'error message 2', 'ERROR')
+    assert log[0]["timestamp"] > log[0]["first_occured"]
+
 
 async def test_clear_logs(hass, hass_client):
     """Test that the log can be cleared via a service call."""