diff --git a/lib/ansible/playbook/block.py b/lib/ansible/playbook/block.py
index 85c5f8b96ea..a97e7f8fbfe 100644
--- a/lib/ansible/playbook/block.py
+++ b/lib/ansible/playbook/block.py
@@ -294,11 +294,12 @@ class Block(Base, Become, Conditional, Taggable):
 
             if self._parent and (value is None or extend):
                 try:
-                    parent_value = getattr(self._parent, attr, None)
-                    if extend:
-                        value = self._extend_value(value, parent_value, prepend)
-                    else:
-                        value = parent_value
+                    if attr != 'when' or getattr(self._parent, 'statically_loaded', True):
+                        parent_value = getattr(self._parent, attr, None)
+                        if extend:
+                            value = self._extend_value(value, parent_value, prepend)
+                        else:
+                            value = parent_value
                 except AttributeError:
                     pass
             if self._role and (value is None or extend):
@@ -386,3 +387,11 @@ class Block(Base, Become, Conditional, Taggable):
             return self._parent.all_parents_static()
 
         return True
+
+    def get_first_parent_include(self):
+        from ansible.playbook.task_include import TaskInclude
+        if self._parent:
+            if isinstance(self._parent, TaskInclude):
+                return self._parent
+            return self._parent.get_first_parent_include()
+        return None
diff --git a/lib/ansible/playbook/helpers.py b/lib/ansible/playbook/helpers.py
index 44f12eecef3..bb84d2cb77a 100644
--- a/lib/ansible/playbook/helpers.py
+++ b/lib/ansible/playbook/helpers.py
@@ -279,6 +279,7 @@ def load_list_of_tasks(ds, play, block=None, role=None, task_include=None, use_h
                     else:
                         task_list.extend(included_blocks)
                 else:
+                    t.is_static = False
                     task_list.append(t)
 
             elif 'include_role' in task_ds or 'import_role' in task_ds:
@@ -319,6 +320,9 @@ def load_list_of_tasks(ds, play, block=None, role=None, task_include=None, use_h
                     display.debug('Determined that if include_role static is %s' % str(is_static))
 
                 if is_static:
+                    # we set a flag to indicate this include was static
+                    ir.statically_loaded = True
+
                     # uses compiled list from object
                     blocks, _ = ir.get_block_list(variable_manager=variable_manager, loader=loader)
                     t = task_list.extend(blocks)
diff --git a/lib/ansible/playbook/task.py b/lib/ansible/playbook/task.py
index d9253ab9c0f..34de600de9f 100644
--- a/lib/ansible/playbook/task.py
+++ b/lib/ansible/playbook/task.py
@@ -411,11 +411,12 @@ class Task(Base, Conditional, Taggable, Become):
         try:
             value = self._attributes[attr]
             if self._parent and (value is None or extend):
-                parent_value = getattr(self._parent, attr, None)
-                if extend:
-                    value = self._extend_value(value, parent_value, prepend)
-                else:
-                    value = parent_value
+                if attr != 'when' or getattr(self._parent, 'statically_loaded', True):
+                    parent_value = getattr(self._parent, attr, None)
+                    if extend:
+                        value = self._extend_value(value, parent_value, prepend)
+                    else:
+                        value = parent_value
         except KeyError:
             pass
 
@@ -456,3 +457,11 @@ class Task(Base, Conditional, Taggable, Become):
         if self._parent:
             return self._parent.all_parents_static()
         return True
+
+    def get_first_parent_include(self):
+        from ansible.playbook.task_include import TaskInclude
+        if self._parent:
+            if isinstance(self._parent, TaskInclude):
+                return self._parent
+            return self._parent.get_first_parent_include()
+        return None