Exterior of Chartwell Oak Park Terrace Retirement Residence

Visit us today and see why now is the right time to embrace senior living.

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Welcome to Chartwell Oak Park Terrace

Worry-free services and support

Retirement living should be easy—and at Chartwell Oak Park Terrace, it is. You’ll enjoy three delicious, nutritious meals each day in our dining room, along with housekeeping, laundry, and linen services that let you relax and enjoy your time. Our all-inclusive services are designed for simplicity, comfort, and freedom. As your needs evolve, our personalized support adapts with you, so you can focus on what truly matters. Here, trusted care is delivered by familiar faces, as many of our team members have been part of the community for years, forming meaningful bonds with residents and families alike.

Chartwell Housekeeping Lady making bed and chatting with the Chartwell Senior residence

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.

Support & Care
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A selection of inviting suites

Ask about our limited-time suite rate promotions!

A unique senior living residence in South Windsor, Chartwell Oak Park Terrace offers bungalow-style suites, all at garden level. You’ll find an independent living lifestyle in a selection of charming and well-priced studio, one-bedroom, and two-bedroom suites with kitchenettes. You’ll feel immediately at home in our residence with its seasonal décor, bright, open-concept spaces, and personalized mailboxes outside each resident’s door.

Explore our suite plans

Care Assist in Windsor at Chartwell Oak Park Terrace

Wondering what types of care services are available at Chartwell Oak Park Terrace? 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.

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The dining experience

There is no need to sacrifice quality, taste, or nutrition in your dining experience just because you are living in a retirement residence. Three delicious daily meals are part of our independent living lifestyle, helping you to enjoy your retirement focusing on the things you want to do. Both our featured and à la carte menus are chock-full of fresh, wholesome ingredients, carefully prepared, presented, and served. Enjoy your meal restaurant-style in our warm and traditional dining room next to the fireplace, or host family and friends in our private dining space.

Menus & Dining Services
Senior couple are having fresh salads, olives and whole wheat bread as a meal / Le couple de seniors prend comme repas des salades fraîches, des olives et du pain de blé entier

Take a closer look at the lifestyle at Chartwell Oak Park Terrace.

Download our brochure
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 How to Find the Right Retirement Community 

Choosing a retirement community can feel overwhelming—but the right information makes it easier. This guide walks you through what to look for during tours, the questions that matter most, and how to evaluate if a residence aligns with your or your loved one’s needs and preferences.

Download the Guide
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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.

View Our Facebook Page
Seniors are playing card with happy smile / Les seniors jouent aux cartes avec un sourire joyeux

Things to do in Windsor

Located on the banks of the Detroit River, Windsor is Canada’s southernmost city, a bustling urban hive with a five-kilometre-long waterfront park beginning at the historic Ambassador suspension bridge and continuing past the lovely Windsor Sculpture Park. While you’re there, you can also visit Dieppe Gardens, dedicated to Canadian veterans. What other activities, amenities, and events are on offer? Try your luck: Caesars Windsor Casino is also on the riverfront, and there are three other casinos in the region. Experience history: visit Willistead Manor, a Tudor-Jacobean-style manor with 36 rooms, set in a beautiful park. Commune with nature: the Ojibway Prairie Conservation Area is the place to walk, learn, and enjoy encounters with wildlife. Bird watchers in particular will love it. Attend a festival: the Windsor-Detroit International Freedom Festival offers exciting performances and huge fireworks displays. There’s more great music at the Bluesfest International Windsor too. Dine deliciously: for an excellent meal, head to Erie Street, known as Windsor’s “Little Italy.” And be artistic: visit the Art Gallery of Windsor with its collection of 4,000 pieces, or attend a show at the Windsor Symphony Orchestra or the Capitol Theatre.

Frequently Asked Questions

  • What are the benefits of senior living at Chartwell Oak Park Terrace?

    Chartwell Oak Park Terrace offers relaxed, one-level retirement living in a setting that’s both beautiful and culturally vibrant. Here’s what makes us different:

    • Bungalow-style suites – Our single-level design provides easy, accessible living without stairs or elevators.
    • Scenic, park-like grounds – Enjoy leafy courtyards, walking paths, and outdoor spaces that invite connection and calm.
    • Warm, Italian cultural influence – Experience a strong sense of tradition, family, and community spirit.
    • Convenient Windsor location – Near major highways, shopping, and amenities, our location offers peace and practicality.
    • Proudly Canadian: Trust in a Canadian-owned company known for its commitment to exceptional service and resident well-being. 

    At Chartwell Oak Park Terrace, you’ll find comfort, connection, and a truly easygoing lifestyle that feels like home. [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 Oak Park Terrace?

    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 Oak Park Terrace?

    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.