Welcome to Chartwell Terrace on the Square
Choose trusted retirement living in the heart of Uptown Waterloo.
Chartwell Terrace on the Square is an independent living retirement residence in Uptown Waterloo, known for its trusted reputation and welcoming atmosphere. Our conveniently located retirement community provides a comforting atmosphere where you’ll feel at home, thanks to bright, easy-to-navigate spaces and warm, tenured staff who know you by name. Just look at our famous great room, which overlooks beautiful views of our greenspaces and gardens!
We offer flexible care options, allowing you to age in place in the community you know. With freshly prepared meals by our Red Seal chef and personalized services tailored to your needs, comfort and peace of mind come standard.
In Waterloo’s heritage epicentre
Located in Waterloo’s vibrant and charming Uptown neighbourhood, Chartwell Terrace on the Square is surrounded by parks, cafés, and familiar local favourites—just a short stroll from the town’s historic core. Whether you're expanding your culinary experience at local restaurants, enjoying a coffee at your favourite café, or spending time with family in nearby parks like Waterloo Park or Victoria Park, convenience is always close by. We’re also just a few minutes away from Grand River Hospital. Public transit is accessible from the front of our building, and we offer transport services to take you to and from the city too. It’s a location where everything feels familiar—and everything you need is within reach.
Bright amenities, lively activities, and warm social experiences
With an impressive choice of amenities and activities, including a lovely dining room overlooking greenery, a fitness room that hosts our popular Rhythm ’n’ Moves exercise classes, and many more, it’s easy to make new friends—and connect with old ones—and Chartwell Terrace on the Square.
Our culinary program features fresh, flavourful meals prepared by our Red Seal chef, complemented by food-focused activities for those who love to cook, taste, or learn something new. Whether you're enjoying quiet time in the solarium or joining a lively game in the activity room, there’s always something meaningful to take part in. And thanks to our long-standing staff and close-knit community culture, you'll always feel welcomed, supported, and right at home.
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 $3,185/month
Modern and bright, our comfortable pet-friendly suites are perfect for independent seniors. Choose from both studio and one-bedroom suites, with different configurations and a range of square footage to suit your needs. All suites include a kitchenette, and some also have a patio or balcony.
Care Assist in Waterloo at Chartwell Terrace On The Square
Wondering what types of care services are available at Chartwell Terrace On The Square? 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
Healthy, flavourful meals are always on the menu at Chartwell Terrace on the Square. Our food service team prepares a range of dishes to suit your tastes and dietary requirements, so you can enjoy classic entrées, freshly-prepared snacks and tasty soups, salads, and desserts. We even have an ice cream parlour! We offer flexible dining times and open seating, and if you would like to host your friends and family for a meal, you can book our private dining room.
Take a closer look at the lifestyle at Chartwell Terrace on the Square.
Activities and amenities
Recreational, social, and educational programs that fit your interests and take place right at our residence are a definite advantage to independent living at Chartwell Terrace on the Square. If you wish, you can take an exercise class or do your own workout in our fitness centre. Try a craft workshop, do some light gardening on our lovely grounds, or check out one of our popular culinary programs in our country kitchen. You’ll find some quiet time on our outdoor walking paths and in the chapel or library. Meet your neighbours for casual socializing in the bistro or TV room, or host your grandchildren in the kids zone.
Retirement living in Waterloo
Chartwell Terrace on the Square is in a prime location on Caroline Street in uptown Waterloo, just steps from a variety of convenient services and urban amenities, including upscale shops, restaurants, spas, public transit, and health care. Grand River Hospital and St. Mary’s Hospital are only a few minutes away from our neighbourhood by car, and the attractions and easy walking trails of Waterloo Park are just to the northeast of the residence.
Things to do in Waterloo
A wonderful blend of historic charm and modern conveniences, Waterloo offers many attractions and venues for seniors and families to explore. Enjoy live musical events at Centre in the Square or the Waterloo Jazz Festival, or discover a new exhibit at The Museum, Kitchener-Waterloo Art Gallery, or the Canadian Clay and Glass Gallery. Theatre lovers have lots of performances to choose from at venues such as the St. Jacobs Country Playhouse or Hamilton Family Theatre. Meet a friend to walk the changing landscape of the Spur Line Trail (a former railway route that winds through the city). Head to the charming villages of St. Jacobs or Elora to shop at the unique independent boutiques, or stop by farm stands or local farmers’ markets for fresh local fare. Eateries like The Bauer Kitchen, Charcoal Steakhouse, and Vincenzo’s are all popular local options as well. You can be at the Stratford Festival in about 45 minutes, or in wine country or Toronto’s destinations in less than two hours.
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 Terrace on the Square?
Chartwell Terrace on the Square offers trusted senior living in one of Waterloo’s most walkable, desirable neighbourhoods. Here’s what makes us stand out:
- Familiar Uptown location – Parks, cafés, shops, and services are just steps away in a neighbourhood you already know and love.
- Bright, navigable spaces – Our residence is designed for comfort, confidence, and ease of movement throughout your day.
- Red Seal chef–prepared meals – Enjoy delicious, fresh meals in a social dining environment that brings people together.
- Tenured, caring staff – Many of our team members have been here for years, creating a warm and trustworthy environment residents can rely on.
- Flexible lifestyle and services – Choose from personalized support options and a variety of enriching programs tailored to your preferences.
At Chartwell Terrace on the Square, you’ll feel right at home—from your very first visit. [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 Terrace on the Square?
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 Terrace on the Square?
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.