Welcome to Chartwell Wynfield
Experience a warm, connected lifestyle with flexible support in a trusted North Oshawa residence.
Chartwell Wynfield is an established retirement residence offering a continuum of care thanks to multiple lifestyle options in desirable North Oshawa. With a strong local reputation for personalized care, exceptional service, and long-tenured staff, our retirement community provides both independent living and assisted living lifestyles, along with spacious studio, one-bedroom, one-bedroom-plus-den, and two-bedroom suites.
For couples with differing care needs, our close proximity to an adjacent long term care residence can help you to stay close while receiving the right level of individual support. Whether you’re active and independent or need daily assistance, you’ll find the right fit here—both today and tomorrow.
Great services and amenities—both inside and in the community
Tucked into Oshawa’s north end within a family neighbourhood marked by parks and open spaces, Chartwell Wynfield is conveniently located near transit, shopping, banks, restaurants, and essential services. For visiting family and friends, we are also easily accessible via Highway 407 and major Oshawa arteries. Indoors, you’ll find our residence has a warm, family-friendly atmosphere, elevated by comfortable, modern décor that blends elegance and familiarity. Our seniors’ home features bright, welcoming spaces and excellent amenities, including a lively bistro for coffee, tea, and snacks; a covered outdoor patio and peaceful walking path; a library, tuck shop, chapel, and more. Our culinary experience includes wholesome daily meals and a delicious à la carte menu, while our calendar of events features engaging activities, entertainment, clubs, and scenic outings to help residents stay active and connected.
Personalized support that evolves with you
At Chartwell Wynfield, you can rest easy knowing our breadth of services and support empower you to comfortably age in place. Whether you're fully independent or would benefit from extra daily care, our Care Assist program gives you the freedom and flexibility to personalize your care as your needs change—without having to move. Furthermore, we have staff on-site 24/7 for your safety and peace of mind—including a Registered Practical Nurse and access to a visiting doctor and Nurse Practitioner weekly. It’s retirement living built around your lifestyle—with trusted care and supportive staff.
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.
A selection of inviting suites
PROMO starting from $3,990/month
Take your pick of suites from a wide array of sizes and floor plans at Chartwell Wynfield. We offer independent living suites ranging from studios and one-bedrooms to one-bedroom-plus-den options. Assisted living residents have all of the above choices along with companion suites.
Care Assist in Oshawa at Chartwell Wynfield
Wondering what types of care services are available at Chartwell Wynfield? 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
Welcome to our cheery, bright, and open dining room. It’s where wholesome meals prepared by our food services team are delivered to your table by our friendly servers. It’s also where you’ll enjoy sharing a meal with a new group of friends, or hosting your friends and family in our private dining room. We think you’ll be pleased by the menu selections you’ll have—from traditional classics to exciting internationally inspired dishes, all delicious and nutritionally balanced.
Take a closer look at the lifestyle at Chartwell Wynfield.
Activities and amenities
Chartwell Wynfield has a warm, family-home feel you’ll notice right away, which is one reason our activities are so popular. Whether you like to stay active, get crafty, discuss spirituality, learn something new, or volunteer, you’ll find many recreational programs inviting you to connect with peers who share your priorities. Our amenities make it easy to enjoy life: our spacious residence has plenty of outdoor space for gathering and lounging, including a charming, roofed patio offering shade. The bistro is a lively hub and the perfect spot to help yourself to tea, coffee, and snacks. You’ll love our stocked library and classic billiards table ready for a game.
Senior living in Oshawa
Welcome to Oshawa’s north end, an established, family friendly neighbourhood easily accessed via Highway 407, making visiting easy for you and your loved ones at Chartwell Wynfield. You’re just minutes away from a wide selection of restaurant options, from classic diners to crowd-pleasing favourites. You have plenty of grocery store options within a five-minute drive, as well as banks, pharmacies, and places of worship. We’re also conveniently close to medical clinics, hospitals, and seniors’ centres, offering an array of programming and fun activities.
Things to do in Oshawa
Oshawa is a vibrant community with so much to see and do. History buffs can check out the Oshawa Museum in beautiful Lakeview Park, open year-round for tours, or visit the Canadian Automotive Museum and its fantastic collection of cars. If you love shopping, try the Oshawa Centre or browse the Oshawa Markets to find 250+ vendors selling merchandise, crafts, food, and collectibles in a massive indoor marketplace.
Linton’s Farm Market sells everything from produce to preserves and has a fun U-Pick option the grandkids will love— or check out Oshawa Centre Farmers’ Market for local produce, flowers, and baked goods. The Oshawa Valley Botanical Gardens is a beautiful place to visit, set among creek banks and old-growth trees. Visit in June to catch the award-winning Peony Festival. Arts enthusiasts will appreciate the variety of shows offered at the Regent Theatre, from musicians and live theatre performances to classic movies, plus concerts and comedy at the Biltmore Theatre.
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 Wynfield?
Chartwell Wynfield combines modern living with compassionate, personalized care in a peaceful North Oshawa neighbourhood. Here’s what sets us apart:
- Independent and assisted living options – Age in place with the right level of support in one location.
- Spacious, updated suites and shared spaces – Designed with comfort, accessibility, and peace of mind in mind.
- Quiet, residential setting with green space – Enjoy the serenity of walking path, gardens, and outdoor gathering areas.
- Personalized care and wellness support – Tailored to your needs and delivered by trusted, compassionate staff.
- Community feel for individuals and couples – Whether you're new to retirement living or moving with a partner, you’ll find connection, support, and comfort.
At Chartwell Wynfield, retirement living is built around your needs—so you can enjoy each day with confidence and connection. [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 Wynfield?
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 Wynfield?
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.