diff --git a/homeassistant/components/automation/__init__.py b/homeassistant/components/automation/__init__.py
index c0bbf51138a..f005c1dfce2 100644
--- a/homeassistant/components/automation/__init__.py
+++ b/homeassistant/components/automation/__init__.py
@@ -870,7 +870,7 @@ async def _async_process_if(
         for index, check in enumerate(checks):
             try:
                 with trace_path(["condition", str(index)]):
-                    if not check(hass, variables):
+                    if check(hass, variables) is False:
                         return False
             except ConditionError as ex:
                 errors.append(
diff --git a/homeassistant/helpers/condition.py b/homeassistant/helpers/condition.py
index d07ddcb42a9..56930a4784e 100644
--- a/homeassistant/helpers/condition.py
+++ b/homeassistant/helpers/condition.py
@@ -10,7 +10,7 @@ import functools as ft
 import logging
 import re
 import sys
-from typing import Any, cast
+from typing import Any, Optional, cast
 
 from homeassistant.components import zone as zone_cmp
 from homeassistant.components.device_automation import condition as device_condition
@@ -80,7 +80,7 @@ INPUT_ENTITY_ID = re.compile(
     r"^input_(?:select|text|number|boolean|datetime)\.(?!.+__)(?!_)[\da-z_]+(?<!_)$"
 )
 
-ConditionCheckerType = Callable[[HomeAssistant, TemplateVarsType], bool]
+ConditionCheckerType = Callable[[HomeAssistant, TemplateVarsType], Optional[bool]]
 
 
 def condition_trace_append(variables: TemplateVarsType, path: str) -> TraceElement:
@@ -139,7 +139,7 @@ def trace_condition_function(condition: ConditionCheckerType) -> ConditionChecke
     """Wrap a condition function to enable basic tracing."""
 
     @ft.wraps(condition)
-    def wrapper(hass: HomeAssistant, variables: TemplateVarsType = None) -> bool:
+    def wrapper(hass: HomeAssistant, variables: TemplateVarsType = None) -> bool | None:
         """Trace condition."""
         with trace_condition(variables):
             result = condition(hass, variables)
@@ -173,9 +173,9 @@ async def async_from_config(
         @trace_condition_function
         def disabled_condition(
             hass: HomeAssistant, variables: TemplateVarsType = None
-        ) -> bool:
-            """Condition not enabled, will always pass."""
-            return True
+        ) -> bool | None:
+            """Condition not enabled, will act as if it didn't exist."""
+            return None
 
         return disabled_condition
 
@@ -204,7 +204,7 @@ async def async_and_from_config(
         for index, check in enumerate(checks):
             try:
                 with trace_path(["conditions", str(index)]):
-                    if not check(hass, variables):
+                    if check(hass, variables) is False:
                         return False
             except ConditionError as ex:
                 errors.append(
@@ -235,7 +235,7 @@ async def async_or_from_config(
         for index, check in enumerate(checks):
             try:
                 with trace_path(["conditions", str(index)]):
-                    if check(hass, variables):
+                    if check(hass, variables) is True:
                         return True
             except ConditionError as ex:
                 errors.append(
diff --git a/tests/helpers/test_condition.py b/tests/helpers/test_condition.py
index 65db1291f9d..4d779a1a4d2 100644
--- a/tests/helpers/test_condition.py
+++ b/tests/helpers/test_condition.py
@@ -3291,7 +3291,7 @@ async def test_platform_async_validate_condition_config(hass):
 
 
 async def test_disabled_condition(hass: HomeAssistant) -> None:
-    """Test a disabled condition always passes."""
+    """Test a disabled condition returns none."""
     config = {
         "enabled": False,
         "condition": "state",
@@ -3303,8 +3303,138 @@ async def test_disabled_condition(hass: HomeAssistant) -> None:
     test = await condition.async_from_config(hass, config)
 
     hass.states.async_set("binary_sensor.test", "on")
-    assert test(hass)
+    assert test(hass) is None
 
     # Still passses, condition is not enabled
     hass.states.async_set("binary_sensor.test", "off")
+    assert test(hass) is None
+
+
+async def test_and_condition_with_disabled_condition(hass):
+    """Test the 'and' condition with one of the conditions disabled."""
+    config = {
+        "alias": "And Condition",
+        "condition": "and",
+        "conditions": [
+            {
+                "enabled": False,
+                "condition": "state",
+                "entity_id": "sensor.temperature",
+                "state": "100",
+            },
+            {
+                "condition": "numeric_state",
+                "entity_id": "sensor.temperature",
+                "below": 110,
+            },
+        ],
+    }
+    config = cv.CONDITION_SCHEMA(config)
+    config = await condition.async_validate_condition_config(hass, config)
+    test = await condition.async_from_config(hass, config)
+
+    hass.states.async_set("sensor.temperature", 120)
+    assert not test(hass)
+    assert_condition_trace(
+        {
+            "": [{"result": {"result": False}}],
+            "conditions/0": [{"result": {"result": None}}],
+            "conditions/1": [{"result": {"result": False}}],
+            "conditions/1/entity_id/0": [
+                {
+                    "result": {
+                        "result": False,
+                        "wanted_state_below": 110.0,
+                        "state": 120.0,
+                    }
+                }
+            ],
+        }
+    )
+
+    hass.states.async_set("sensor.temperature", 105)
     assert test(hass)
+    assert_condition_trace(
+        {
+            "": [{"result": {"result": True}}],
+            "conditions/0": [{"result": {"result": None}}],
+            "conditions/1": [{"result": {"result": True}}],
+            "conditions/1/entity_id/0": [{"result": {"result": True, "state": 105.0}}],
+        }
+    )
+
+    hass.states.async_set("sensor.temperature", 100)
+    assert test(hass)
+    assert_condition_trace(
+        {
+            "": [{"result": {"result": True}}],
+            "conditions/0": [{"result": {"result": None}}],
+            "conditions/1": [{"result": {"result": True}}],
+            "conditions/1/entity_id/0": [{"result": {"result": True, "state": 100.0}}],
+        }
+    )
+
+
+async def test_or_condition_with_disabled_condition(hass):
+    """Test the 'or' condition with one of the conditions disabled."""
+    config = {
+        "alias": "Or Condition",
+        "condition": "or",
+        "conditions": [
+            {
+                "enabled": False,
+                "condition": "state",
+                "entity_id": "sensor.temperature",
+                "state": "100",
+            },
+            {
+                "condition": "numeric_state",
+                "entity_id": "sensor.temperature",
+                "below": 110,
+            },
+        ],
+    }
+    config = cv.CONDITION_SCHEMA(config)
+    config = await condition.async_validate_condition_config(hass, config)
+    test = await condition.async_from_config(hass, config)
+
+    hass.states.async_set("sensor.temperature", 120)
+    assert not test(hass)
+    assert_condition_trace(
+        {
+            "": [{"result": {"result": False}}],
+            "conditions/0": [{"result": {"result": None}}],
+            "conditions/1": [{"result": {"result": False}}],
+            "conditions/1/entity_id/0": [
+                {
+                    "result": {
+                        "result": False,
+                        "state": 120.0,
+                        "wanted_state_below": 110.0,
+                    }
+                }
+            ],
+        }
+    )
+
+    hass.states.async_set("sensor.temperature", 105)
+    assert test(hass)
+    assert_condition_trace(
+        {
+            "": [{"result": {"result": True}}],
+            "conditions/0": [{"result": {"result": None}}],
+            "conditions/1": [{"result": {"result": True}}],
+            "conditions/1/entity_id/0": [{"result": {"result": True, "state": 105.0}}],
+        }
+    )
+
+    hass.states.async_set("sensor.temperature", 100)
+    assert test(hass)
+    assert_condition_trace(
+        {
+            "": [{"result": {"result": True}}],
+            "conditions/0": [{"result": {"result": None}}],
+            "conditions/1": [{"result": {"result": True}}],
+            "conditions/1/entity_id/0": [{"result": {"result": True, "state": 100.0}}],
+        }
+    )