diff --git a/backend/api/child_api.py b/backend/api/child_api.py
index dd89141..715e578 100644
--- a/backend/api/child_api.py
+++ b/backend/api/child_api.py
@@ -1,5 +1,5 @@
 from time import sleep
-from datetime import date as date_type, datetime, timezone
+from datetime import datetime, timezone
 
 from flask import Blueprint, request, jsonify
 from tinydb import Query
@@ -31,7 +31,7 @@ from models.tracking_event import TrackingEvent
 from utils.tracking_logger import log_tracking_event
 from collections import defaultdict
 from db.chore_schedules import get_schedule
-from db.task_extensions import get_extension
+from db.task_extensions import get_extension_for_child_task
 import logging
 
 child_api = Blueprint('child_api', __name__)
@@ -288,8 +288,7 @@ def list_child_tasks(id):
         if task_obj.type == 'chore':
             schedule = get_schedule(id, tid)
             ct_dict['schedule'] = schedule.to_dict() if schedule else None
-            today_str = date_type.today().isoformat()
-            ext = get_extension(id, tid, today_str)
+            ext = get_extension_for_child_task(id, tid)
             ct_dict['extension_date'] = ext.date if ext else None
             
             # Attach pending confirmation status for chores
diff --git a/backend/api/chore_schedule_api.py b/backend/api/chore_schedule_api.py
index 26949ff..398b8a9 100644
--- a/backend/api/chore_schedule_api.py
+++ b/backend/api/chore_schedule_api.py
@@ -160,11 +160,14 @@ def extend_chore_time(child_id, task_id):
     if not date or not isinstance(date, str):
         return jsonify({'error': 'date is required (ISO date string)', 'code': ErrorCodes.MISSING_FIELD}), 400
 
-    # 409 if already extended for this date
+    # 409 if already extended for this exact date
     existing = get_extension(child_id, task_id, date)
     if existing:
         return jsonify({'error': 'Chore already extended for this date', 'code': 'ALREADY_EXTENDED'}), 409
 
+    # Clear any prior extension for this child+task before inserting the new one
+    # so stale records from previous dates do not accumulate.
+    delete_extension_for_child_task(child_id, task_id)
     extension = TaskExtension(child_id=child_id, task_id=task_id, date=date)
     add_extension(extension)
 
diff --git a/backend/db/task_extensions.py b/backend/db/task_extensions.py
index 745b3a3..d2ef770 100644
--- a/backend/db/task_extensions.py
+++ b/backend/db/task_extensions.py
@@ -30,3 +30,20 @@ def delete_extensions_for_task(task_id: str) -> None:
 def delete_extension_for_child_task(child_id: str, task_id: str) -> None:
     q = Query()
     task_extensions_db.remove((q.child_id == child_id) & (q.task_id == task_id))
+
+
+def get_extension_for_child_task(child_id: str, task_id: str) -> TaskExtension | None:
+    """Return the extension for a child+task without filtering by date.
+
+    Avoids timezone mismatches between the server (UTC) and the client's local
+    date. The caller (or the frontend) is responsible for deciding whether the
+    returned extension_date is still applicable.
+    """
+    q = Query()
+    results = task_extensions_db.search(
+        (q.child_id == child_id) & (q.task_id == task_id)
+    )
+    if not results:
+        return None
+    latest = max(results, key=lambda r: r.get('date', ''))
+    return TaskExtension.from_dict(latest)
diff --git a/backend/tests/test_child_api.py b/backend/tests/test_child_api.py
index ce2286f..a73a769 100644
--- a/backend/tests/test_child_api.py
+++ b/backend/tests/test_child_api.py
@@ -439,6 +439,29 @@ def test_list_child_tasks_returns_extension_date_when_set(client):
     assert tasks[TASK_GOOD_ID]['extension_date'] == today
 
 
+def test_list_child_tasks_returns_extension_date_for_yesterday(client):
+    """Regression: extension inserted for yesterday's date must still be returned.
+
+    Previously, list-tasks used date_type.today() on the server to look up
+    extensions, causing a timezone mismatch when the client's local date
+    differed from the server's UTC date.  The fix removes the date filter so
+    any stored extension is returned regardless of which date it was created
+    for.
+    """
+    _setup_sched_child_and_tasks(task_db, child_db)
+    from datetime import date as date_type_local, timedelta
+    yesterday = (date_type_local.today() - timedelta(days=1)).isoformat()
+    task_extensions_db.insert({
+        'id': 'ext-yesterday',
+        'child_id': CHILD_SCHED_ID,
+        'task_id': TASK_GOOD_ID,
+        'date': yesterday,
+    })
+    resp = client.get(f'/child/{CHILD_SCHED_ID}/list-tasks')
+    tasks = {t['id']: t for t in resp.get_json()['tasks']}
+    assert tasks[TASK_GOOD_ID]['extension_date'] == yesterday
+
+
 def test_list_child_tasks_extension_date_null_when_not_set(client):
     """Good chore with no extension returns extension_date=null."""
     _setup_sched_child_and_tasks(task_db, child_db)