diff --git a/hassio/homeassistant.py b/hassio/homeassistant.py
index 405d2de24..72d178a4c 100644
--- a/hassio/homeassistant.py
+++ b/hassio/homeassistant.py
@@ -8,7 +8,6 @@ import os
 from pathlib import Path
 import re
 import secrets
-import socket
 import time
 from typing import Any, AsyncContextManager, Awaitable, Dict, Optional
 from uuid import UUID
@@ -42,7 +41,7 @@ from .exceptions import (
     HomeAssistantError,
     HomeAssistantUpdateError,
 )
-from .utils import convert_to_ascii, process_lock
+from .utils import convert_to_ascii, process_lock, check_port
 from .utils.json import JsonConfig
 from .validate import SCHEMA_HASS_CONFIG
 
@@ -511,22 +510,14 @@ class HomeAssistant(JsonConfig, CoreSysAttributes):
     async def _block_till_run(self) -> None:
         """Block until Home-Assistant is booting up or startup timeout."""
         start_time = time.monotonic()
+
+        # Database migration
         migration_progress = False
         migration_file = Path(self.sys_config.path_homeassistant, ".migration_progress")
 
-        def check_port():
-            """Check if port is mapped."""
-            sock = socket.socket(socket.AF_INET, socket.SOCK_STREAM)
-            try:
-                result = sock.connect_ex((str(self.ip_address), self.api_port))
-                sock.close()
-
-                # Check if the port is available
-                if result == 0:
-                    return True
-            except OSError:
-                pass
-            return False
+        # PIP installation
+        pip_progress = False
+        pip_file = Path(self.sys_config.path_homeassistant, ".pip_progress")
 
         while True:
             await asyncio.sleep(5)
@@ -537,7 +528,9 @@ class HomeAssistant(JsonConfig, CoreSysAttributes):
                 break
 
             # 2: Check if API response
-            if await self.sys_run_in_executor(check_port):
+            if await self.sys_run_in_executor(
+                check_port, self.ip_address, self.api_port
+            ):
                 _LOGGER.info("Detect a running Home Assistant instance")
                 self._error_state = False
                 return
@@ -553,7 +546,18 @@ class HomeAssistant(JsonConfig, CoreSysAttributes):
                 start_time = time.monotonic()
                 _LOGGER.info("Home Assistant record migration done")
 
-            # 4: Timeout
+            # 4: Running PIP installation
+            if pip_file.exists():
+                if not pip_progress:
+                    pip_progress = True
+                    _LOGGER.info("Home Assistant pip installation in progress")
+                continue
+            elif pip_progress:
+                pip_progress = False  # Reset start time
+                start_time = time.monotonic()
+                _LOGGER.info("Home Assistant pip installation done")
+
+            # 5: Timeout
             if time.monotonic() - start_time > self.wait_boot:
                 _LOGGER.warning("Don't wait anymore of Home Assistant startup!")
                 break
diff --git a/hassio/utils/__init__.py b/hassio/utils/__init__.py
index ec433e58c..0f46f7f58 100644
--- a/hassio/utils/__init__.py
+++ b/hassio/utils/__init__.py
@@ -1,13 +1,15 @@
 """Tools file for Hass.io."""
+from datetime import datetime
+from ipaddress import IPv4Address
 import logging
 import re
-from datetime import datetime
+import socket
 
 _LOGGER = logging.getLogger(__name__)
 RE_STRING = re.compile(r"\x1b(\[.*?[@-~]|\].*?(\x07|\x1b\\))")
 
 
-def convert_to_ascii(raw) -> str:
+def convert_to_ascii(raw: bytes) -> str:
     """Convert binary to ascii and remove colors."""
     return RE_STRING.sub("", raw.decode())
 
@@ -53,3 +55,18 @@ class AsyncThrottle:
                 return await method(*args, **kwargs)
 
         return wrapper
+
+
+def check_port(address: IPv4Address, port: int) -> bool:
+    """Check if port is mapped."""
+    sock = socket.socket(socket.AF_INET, socket.SOCK_STREAM)
+    try:
+        result = sock.connect_ex((str(address), port))
+        sock.close()
+
+        # Check if the port is available
+        if result == 0:
+            return True
+    except OSError:
+        pass
+    return False
diff --git a/tests/discovery/test_adguard.py b/tests/discovery/test_adguard.py
new file mode 100644
index 000000000..9f54a1961
--- /dev/null
+++ b/tests/discovery/test_adguard.py
@@ -0,0 +1,19 @@
+"""Test adguard discovery."""
+
+import voluptuous as vol
+import pytest
+
+from hassio.discovery.validate import valid_discovery_config
+
+
+def test_good_config():
+    """Test good deconz config."""
+
+    valid_discovery_config("adguard", {"host": "test", "port": 3812})
+
+
+def test_bad_config():
+    """Test good adguard config."""
+
+    with pytest.raises(vol.Invalid):
+        valid_discovery_config("adguard", {"host": "test"})
diff --git a/tests/utils/test_check_port.py b/tests/utils/test_check_port.py
new file mode 100644
index 000000000..f38e9c94d
--- /dev/null
+++ b/tests/utils/test_check_port.py
@@ -0,0 +1,14 @@
+"""Check ports."""
+from ipaddress import ip_address
+
+from hassio.utils import check_port
+
+
+def test_exists_open_port():
+    """Test a exists network port."""
+    assert check_port(ip_address("8.8.8.8"), 53)
+
+
+def test_not_exists_port():
+    """Test a not exists network service."""
+    assert not check_port(ip_address("192.0.2.1"), 53)