Welcome to Chartwell Pickering City Centre
Your lifestyle, your community—experience vibrant retirement living in the heart of Pickering.
Chartwell Pickering City Centre is an established retirement residence offering a range of independent living options for individuals and couples seeking an active, fulfilling lifestyle. Our residence is known for its walkable downtown location, spacious suites, and warm, social energy—where residents feel supported, included, and connected from day one. Many residents choose to live here thanks to our proximity to family and familiarity within the Pickering community.
We offer large and bright one- and two-bedroom suites with nine-foot ceilings, as well as Juliette balconies with views of the city skyline or surrounding green space. Our caring and dedicated staff provide personalized service and a welcoming presence, so you can enjoy the comfort and security of home—with the peace of mind that comes from having support available when you need it.
A hidden gem at the heart of Pickering
Located in Pickering’s vibrant city centre, a growing community with historic charm and small-town friendliness, you’ll find our energetic and welcoming home. Our residence is just steps from Pickering Town Centre, Esplanade Park, and countless local amenities, including restaurants, liquor stores, banks, cafés, retail shops, and cultural landmarks. Here, you can enjoy the best of both worlds—urban convenience paired with access to nature—as we’re also just a block away from lush greenspaces like Diana Princess of Wales Park. If you drive or have guests visiting, our residence is easily accessible via Highway 401, 407, and Pickering GO Station.
Modern amenities and enriching experiences
One of the most appreciated aspects of life at Chartwell Pickering City Centre is the balance of everyday ease and vibrant lifestyle opportunities. In addition to three delicious and nutritious meals daily, weekly housekeeping, and personalized support that evolves with your needs, we offer a wide range of recreational, cultural, and fitness programming. Our bright, open-concept amenities provide the perfect backdrop for connection and enjoyment—whether you’re relaxing in a sunny common area, catching up with neighbours, or joining in on something new. Here, you’ll find residents leading workshops, enjoying musical performances, picking up a new hobby, or engaging in lively discussions over a favourite book. You choose how each day unfolds here—because this is your retirement, your way.
Flexible care and support
To ensure personalized support, our Care Assist program—an offering of à la carte wellness services and all-inclusive care packages—further provides you with the flexibility to add or remove services. This empowers you to create a customized care plan that meets your unique needs, preferences, and abilities so you can feel your best each day.
Care Assist in Pickering at Chartwell Pickering City Centre
Wondering what types of care services are available at Chartwell Pickering City Centre? Chartwell’s Care Assist Program is designed to help you or a loved one achieve the comfort and quality of life you desire in your retirement residence. We collaborate with you or your loved one to provide a customized care experience that reflects your unique healthcare needs, from light to moderate to heavy care. Visit our Care Assist page to explore our various à la carte services and care options.
The dining experience
When was the last time you had a meal with friends? At Chartwell Pickering City Centre, every day means a delicious dinner, lunch, and breakfast with friendly fellow residents in our inviting dining room. Three daily meals are an important inclusion in the independent lifestyle you’ll enjoy here, where you’re free to focus on the pursuits that inspire and fulfill you. Our dining room is bright, comfortable, and classic, just like the residence itself. Our daily menu is diversified, featuring freshly prepared, nutritious dishes that reflect both residents’ favourites, as well as enticing new options. If you need a pick-me-up between meals, stop by our bistro, where a selection of beverages and freshly prepared snacks are waiting. We are happy to accommodate special dietary needs.
Take a closer look at the lifestyle at Chartwell Pickering City Centre.
Activities and amenities
Step through the doors of Chartwell Pickering City Centre and you’ll be struck by the relaxed but energetic ambience. Talk to residents and you’ll discover they are proud to call our residence home, enjoying a social and supportive independent living lifestyle. We are down to earth and welcoming, using our robust lifestyle programming to connect and form meaningful friendships.
Our mix of couples and individual residents follow many pursuits and passions. You’ll find them keeping fit and having fun in our Rhythm ‘N’ Moves sessions, or exercising their brains in a FitMinds class. They are creative and curious, enjoying arts classes and sing-alongs, as well as our guest speaker series. They take an active part in planning activities, leading classes, and clubs. You’ll find them dancing up a storm at our seniors’ prom, and competing in a Bridge tournament or friendly game of Scrabble. Regular outings are an important part of our lifestyle, and you’ll see residents on our bus enjoying picnics, drives in the country, festivals, and shopping trips.
Stay Connected With Our Community
Catch a glimpse of our vibrant community in action. From celebrations and outings to everyday smiles, our social feed highlights the friendships and experiences that make Chartwell feel like home.
A selection of inviting suites
PROMO starting from $3,999/month
At Chartwell Pickering City Centre, our one- and two-bedroom suites are some of the largest in the area, with well-appointed kitchenettes and picture windows featuring Juliette balconies.
Some suites overlook pretty Esplanade Park. These are perfect homes for couples or individuals downsizing from larger houses, condos, or apartments, still with enough room to display treasured belongings and furnishings.
Senior living in Pickering
Set within a leafy and peaceful residential neighbourhood, yet steps away from Pickering Town Centre and the Chestnut Hill Developments Recreation Complex, Chartwell Pickering City Centre is perfectly located for residents and their families. Pickering is a dynamic, growing city that enjoys a blend of urban amenities, including a transformational upcoming City Centre Project, which will include a performing arts centre, senior and youth hubs, and public square. At the same time, residents are connected to the city’s lakefront with its charming Nautical Village, and its many parks and natural spaces.
Chartwell Pickering City Centre residents can stroll to almost any amenity, whether they want to shop, eat, bank, play, learn, or simply relax. The residence is also convenient to transit, the Pickering GO Station, and Highway 401 and 407. Lakeridge Health Ajax Pickering Hospital is just 15 minutes away.
Things to do in Pickering
The big-city attractions of Toronto may be right next door, but Pickering has its own small-city charms conducive to an active, but relaxed lifestyle, where it’s easy to stay engaged both indoors and out. While the Pickering waterfront is only a few minutes south of Canada’s busiest highway, it is a completely different world. Discover quaint boutiques, eateries, bakeries, coffee shops, and pubs in Nautical Village while strolling the Waterfront Trail or Beachpoint Promenade. Both border beautiful Frenchman’s Bay, with its beach, two lighthouses, restaurant, and marina. During the summer, Millennium Square, on the shores of Lake Ontario, is home to free concerts and other festivals and events.
The Rouge National Urban Park, which borders Pickering and Scarborough, is another natural treasure. The park is home to rare birds, deer, and other wildlife, and has beautiful trails for walking. Petticoat Creek Conservation Area is another protected natural park. Walk the trails to discover 69 species of trees, or take a dip in the pool or lake.
A visit to the Pickering Museum Village is a must if you enjoy experiencing what town life was like in the 1800s. Beyond the restored historic buildings, the Collins House Medicinal Garden is a fascinating part of the experience. Fast forward a few centuries, and the Pickering Casino offers a completely different experience, complete with a new hotel-resort with nine restaurants and a theatre.
If you are a foodie, Pickering’s August Food Truck Festival is more than a slice of heaven, held in Esplanade Park. Arts lovers also enjoy May’s Artfest, a showcase for local makers and their handcrafted wares.
Shopping for retirement homes?
There are many important factors to consider when trying to find the best retirement community for yourself or a loved one. Practical considerations like location, cost and the right support or care services for your unique needs, emotional considerations like how the residence made you feel and your interactions with staff, and so much more. Read our helpful guide today for questions to ask during a tour, topics to discuss with family, and how to make a decision you can feel confident in.
Frequently Asked Questions
What are the benefits of senior living at Chartwell Pickering City Centre?
Chartwell Pickering City Centre offers vibrant independent living in one of the city’s most desirable and convenient locations. Here’s what sets us apart:
- Spacious suites with large windows – Bright, well-designed layouts that make you feel right at home.
- Beautifully designed, accessible amenities – Enjoy social spaces that are easy to navigate and full of natural light.
- Steps from Pickering Town Centre and Esplanade Park – Shops, restaurants, healthcare, and greenspace are all right outside your door.
- Warm, welcoming atmosphere – A close-knit community with engaging programs and friendly, supportive staff.
- Carefree lifestyle with flexible support – Live independently with the peace of mind that help is available if needed.
- Proudly Canadian: Trust in a Canadian-owned company known for its commitment to exceptional service and resident well-being.
At Chartwell Pickering City Centre, you or your loved one can enjoy independence, connection, and convenience—every day. [Book a Tour]
Will I lose my independence when I move to a retirement residence?
Not at all! Retirement living is designed to enhance your independence and freedom by relieving you of household maintenance and responsibilities. You’ll enjoy a variety of meal options and meal plans, life-enrichment activities, as well as the freedom and choice to come and go as you please. With retirement living, you are empowered to focus on the people and pursuits that matter most to you.
How much does it cost to live in Chartwell Pickering City Centre?
Pricing details can be found in the 'suite plans' section of our website. It is essential to note that costs can vary depending on several factors, including the residence's location, the type of suite you choose, and the level of care services required. Given these variables, we believe it's crucial to offer personalized guidance to help you understand the pricing for residences in your desired area.
To ensure you have a clear understanding and to guide you through the pricing of our residence, our dedicated representatives are at your service. We strongly encourage you to give us a call at 1-855-461-0685, fill out our contact form, or book a tour for a more personalized discussion.
What types of suites are available in Chartwell Pickering City Centre?
You can explore our suite layouts by navigating to the "Suite Plans & Pricing" section of our website. To see a suite you're interested in for yourself, we invite you to book a tour.
Can my family come and visit me?
At Chartwell, we understand the value of staying connected to family and friends. Your loved ones are always welcome to drop by at our residences! We also host events throughout the year to help you stay connected with them.
For more specific inquiries, including overnight stay policies, please reach out to your specific residence of interest.
Are pets allowed?
Yes! Our retirement residence is pet-friendly, and residents are responsible for the care of their loyal companions. We strongly encourage you to book a tour to ask about pet-specific restrictions.
Can I decorate my suite?
Yes! We want you to feel comfortable and at home in your new space. Feel free to personalize your suite with your favourite furniture, artwork, and cherished belongings that reflect your personality and style.