Chartwell Oakville

Enjoy a social lifestyle and personalized support for your best retirement years yet. 

Chartwell Oakville is an established retirement community with a strong local reputation and long-standing staff. We offer an independent living lifestyle that is personalized to your unique needs and preferences, giving you the freedom to choose what you would like support with each day. With the flexibility to add or remove services, our dedicated staff are here to ensure you comfortably age in place with the confidence and peace of mind you deserve. 

Location, location, location 

Our residents benefit from an attractive neighbourhood in Uptown Oakville that boasts the best of both worlds: a bustling residential feel with an array of nearby shopping. Just a short walk across the street are grocery stores, coffee shops, restaurants, banks, and retailers like Walmart. If you prefer to drive, we offer heated underground parking and transportation services for your convenience. 

Social living 

When you walk through our doors, you’ll be struck by our vibrant atmosphere and the palpable sense of community shared by everyone living and working in our home. Our residents love to socialize during meals and leisure experiences, and often remark on how the open-concept design of our home is easy to navigate and adds to our lively ambiance. Our spacious lobby is always abuzz with activity, as is our modern bistro, where residents stop to chat over a cup of coffee or freshly baked snack. 

Chartwell House Plant
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Chartwell Oakville Retirement Residence country kitchen with seating
Chartwell Oakville Retirement Residence fitness room
Chartwell Oakville Retirement Residence theatre with comfortable seas with side tables for snacks.
Chartwell Oakville Retirement Residence bistro with seating for coffee, tea and snacks
Chartwell Oakville Retirement Residence bar with seating
Chartwell Oakville Retirement Residence suite living room with large windows
Chartwell Oakville Retirement Residence suite kitchenette
Chartwell Oakville Retirement Residence outdoor greenspace with seating
Chartwell Oakville Retirement Residence outdoor patio with umbrella and walking space.
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  • Chartwell Oakville Retirement Residence country kitchen with seating
  • Chartwell Oakville Retirement Residence fitness room
  • Chartwell Oakville Retirement Residence theatre with comfortable seas with side tables for snacks.
  • Chartwell Oakville Retirement Residence bistro with seating for coffee, tea and snacks
  • Chartwell Oakville Retirement Residence bar with seating
  • Chartwell Oakville Retirement Residence suite living room with large windows
  • Chartwell Oakville Retirement Residence suite kitchenette
  • Chartwell Oakville Retirement Residence outdoor greenspace with seating
  • Chartwell Oakville Retirement Residence outdoor patio with umbrella and walking space.

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. 

The dining experience

At Chartwell Oakville, we offer three tempting, varied daily meals as part of your independent living lifestyle, helping you to enjoy your retirement focusing less on making meals and more on the things you want to do. Both our featured and à la carte menus are chock-full of fresh, wholesome, and seasonal ingredients, created with our residents’ palates in mind. Enjoy your meal restaurant-style in our warmly decorated dining room surrounded by friends. 

Discover our menus and dining services Discover our menus and dining services 
Carrot soup in a bowl with carrot, crouton and basil garnish

Take a closer look at the lifestyle at Chartwell Oakville. 

Download our brochure Download our brochure 
Senior couple holding each other close smiling

Activities and amenities

Come on in—the living is fine at Chartwell Oakville, where you can feel the vibrant, upbeat atmosphere the minute you step into our spacious, renovated lobby. You’ll see residents and staff in our soaring, light-filled lounge, chatting around the fireplace, perhaps discussing which activities are on offer for the day, or if there is an afternoon shopping outing. What looks interesting to you? Consider joining us for an art class or morning meditation, or a pizza-making demonstration. The walking club is off on a stroll, and the book club is discussing a classic spy thriller. The options are many and varied, and the choice is yours to do as much—or as little—as you please.  

  • Chartwell Residence Ladies enjoying cup of Coffee in dinning room
  • Chartwell Residents enjoying the game of Billiards
  • Senior ladies chatting and enjoying painting

A selection of inviting suites

Starting from $4,159/month

At Chartwell Oakville, you’ll find some of the largest senior living suites in the region. Select from two different floor plans in our studios, all with kitchenettes, and from five floor plans in our one-bedroom suites, also with kitchenettes. Our two-bedroom suites are well-suited to couples or individuals in need of more space for furniture and belongings, with walk-in closet, storage space, and balcony. If you have a vehicle, we also offer optional underground parking. 

Senior living in Oakville   

Our unique blend of walkable residential neighbourhood and steps-away access to a large variety of major stores, restaurants, and almost any service you might need (including medical and dental clinics), is one reason residents are drawn to Chartwell Oakville. An established presence in the heart of family-friendly uptown Oakville, our residence is just down the street from Memorial Park, a beautiful slice of country in the city. Residents enjoy its butterfly garden, duck ponds, walking trails, foot bridge, and community garden. We are also minutes away from all major highways and state-of-the-art Oakville Trafalgar Memorial Hospital. The town’s historic and picturesque waterfront, with its boutiques, restaurants, galleries and festivals, is an easy bus or car ride to the south. 

Things to do in Oakville   

With its beautiful, vibrant lakefront, historic downtown, wealth of parks and walking trails, and a lively arts and cultural scene, Oakville offers many attractions and amenities perfect for a senior lifestyle. If you are a history buff, visit the beautiful Erchless Estate, home of Oakville’s  founders, and now a fascinating museum. If you enjoy history and golfing, check out the Canadian Golf Hall of Fame, and consider making a reservation for brunch at the iconic Glen Abbey Golf Course. If you are a history lover and a walker, the Oakville Heritage Trail network has almost 60 km of walking paths dotted with information about the town’s past. If you are an arts lover, check the calendar at the Oakville Centre for the Performing Arts, home to the Oakville Ballet Company and Oakville Symphony Orchestra. If you are passionate about music, the Downtown Oakville Jazz Festival that runs every summer is definitely the place to be, where you can sit on a restaurant patio and take in free concerts too. If you love to eat, the Oakville Family Ribfest is a must-do, or in early spring, the Bronte Creek Maple Syrup Festival offers a sweet treat for everyone! If you enjoy a relaxing day out with endless possibilities, stroll the Bronte Harbour neighbourhood for its award-winning restaurants, sailing-off-into-the-sunset boat charters, and quaint boutiques, antique shops, and galleries.  

Chartwell Residence Map

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..

Download our guideDownload our guide
Senior couple in the background holding tiny home in the foreground