diff --git a/homeassistant/bootstrap.py b/homeassistant/bootstrap.py
index 5db58aaa8f0..9512c0a3663 100644
--- a/homeassistant/bootstrap.py
+++ b/homeassistant/bootstrap.py
@@ -619,13 +619,18 @@ async def async_enable_logging(
     logger = logging.getLogger()
     logger.setLevel(logging.INFO if verbose else logging.WARNING)
 
-    # Log errors to a file if we have write access to file or config dir
     if log_file is None:
+        default_log_path = hass.config.path(ERROR_LOG_FILENAME)
         if "SUPERVISOR" in os.environ:
             _LOGGER.info("Running in Supervisor, not logging to file")
+            # Delete the default log file if it exists, since previous versions created
+            # it even on Supervisor
+            if os.path.isfile(default_log_path):
+                with contextlib.suppress(OSError):
+                    os.remove(default_log_path)
             err_log_path = None
         else:
-            err_log_path = hass.config.path(ERROR_LOG_FILENAME)
+            err_log_path = default_log_path
     else:
         err_log_path = os.path.abspath(log_file)
 
diff --git a/tests/test_bootstrap.py b/tests/test_bootstrap.py
index 4c22129b023..9a1dac551fd 100644
--- a/tests/test_bootstrap.py
+++ b/tests/test_bootstrap.py
@@ -38,6 +38,17 @@ from .common import (
 
 VERSION_PATH = os.path.join(get_test_config_dir(), config_util.VERSION_FILE)
 
+CONFIG_LOG_FILE_PATTERN = get_test_config_dir("home-assistant.log*")
+ARG_LOG_FILE_PATTERN = "test.log*"
+
+
+def cleanup_log_files() -> None:
+    """Remove all log files."""
+    for f in glob.glob(CONFIG_LOG_FILE_PATTERN):
+        os.remove(f)
+    for f in glob.glob(ARG_LOG_FILE_PATTERN):
+        os.remove(f)
+
 
 @pytest.fixture(autouse=True)
 def disable_installed_check() -> Generator[None]:
@@ -85,20 +96,11 @@ async def test_async_enable_logging(
     hass: HomeAssistant, caplog: pytest.LogCaptureFixture
 ) -> None:
     """Test to ensure logging is migrated to the queue handlers."""
-    config_log_file_pattern = get_test_config_dir("home-assistant.log*")
-    arg_log_file_pattern = "test.log*"
-
-    def cleanup_log_files() -> None:
-        """Remove all log files."""
-        for f in glob.glob(config_log_file_pattern):
-            os.remove(f)
-        for f in glob.glob(arg_log_file_pattern):
-            os.remove(f)
 
     # Ensure we start with a clean slate
     cleanup_log_files()
-    assert len(glob.glob(config_log_file_pattern)) == 0
-    assert len(glob.glob(arg_log_file_pattern)) == 0
+    assert len(glob.glob(CONFIG_LOG_FILE_PATTERN)) == 0
+    assert len(glob.glob(ARG_LOG_FILE_PATTERN)) == 0
 
     with (
         patch("logging.getLogger"),
@@ -112,7 +114,7 @@ async def test_async_enable_logging(
     ):
         await bootstrap.async_enable_logging(hass)
         mock_async_activate_log_queue_handler.assert_called_once()
-        assert len(glob.glob(config_log_file_pattern)) > 0
+        assert len(glob.glob(CONFIG_LOG_FILE_PATTERN)) > 0
 
         mock_async_activate_log_queue_handler.reset_mock()
         await bootstrap.async_enable_logging(
@@ -121,33 +123,57 @@ async def test_async_enable_logging(
             log_file="test.log",
         )
         mock_async_activate_log_queue_handler.assert_called_once()
-        assert len(glob.glob(arg_log_file_pattern)) > 0
+        assert len(glob.glob(ARG_LOG_FILE_PATTERN)) > 0
 
     assert "Error rolling over log file" in caplog.text
 
     cleanup_log_files()
 
+
+async def test_async_enable_logging_supervisor(
+    hass: HomeAssistant, caplog: pytest.LogCaptureFixture
+) -> None:
+    """Test to ensure the default log file is not created on Supervisor installations."""
+
+    # Ensure we start with a clean slate
+    cleanup_log_files()
+    assert len(glob.glob(CONFIG_LOG_FILE_PATTERN)) == 0
+    assert len(glob.glob(ARG_LOG_FILE_PATTERN)) == 0
+
     with (
         patch.dict(os.environ, {"SUPERVISOR": "1"}),
-        patch("logging.getLogger"),
         patch(
             "homeassistant.bootstrap.async_activate_log_queue_handler"
         ) as mock_async_activate_log_queue_handler,
+        patch("logging.getLogger"),
     ):
         await bootstrap.async_enable_logging(hass)
+        assert len(glob.glob(CONFIG_LOG_FILE_PATTERN)) == 0
         mock_async_activate_log_queue_handler.assert_called_once()
-        # On Supervisor, the default log file should not be created
-        assert len(glob.glob(config_log_file_pattern)) == 0
-
         mock_async_activate_log_queue_handler.reset_mock()
+
+        # Check that if the log file exists, it is removed
+        def write_log_file():
+            with open(
+                get_test_config_dir("home-assistant.log"), "w", encoding="utf8"
+            ) as f:
+                f.write("test")
+
+        await hass.async_add_executor_job(write_log_file)
+        assert len(glob.glob(CONFIG_LOG_FILE_PATTERN)) == 1
+        await bootstrap.async_enable_logging(hass)
+        assert len(glob.glob(CONFIG_LOG_FILE_PATTERN)) == 0
+        mock_async_activate_log_queue_handler.assert_called_once()
+        mock_async_activate_log_queue_handler.reset_mock()
+
         await bootstrap.async_enable_logging(
             hass,
             log_rotate_days=5,
             log_file="test.log",
         )
         mock_async_activate_log_queue_handler.assert_called_once()
-        # Even on Supervisor, the log file should be created if explicitly set
-        assert len(glob.glob(arg_log_file_pattern)) > 0
+        # Even on Supervisor, the log file should be created if it is explicitly specified
+        assert len(glob.glob(ARG_LOG_FILE_PATTERN)) > 0
 
     cleanup_log_files()
 
@@ -1689,5 +1715,4 @@ async def test_recorder_not_promoted(hass: HomeAssistant) -> None:
         for domains in integrations_all_dependencies.values()
         for domain in domains
     )
-
     assert "recorder" not in all_integrations