
Visit us today and see why now is the right time to embrace senior living.
Welcome to Chartwell Whispering Pines
Lead an empowering lifestyle in a close-knit, trusted community surrounded by nature in Barrie.
Chartwell Whispering Pines is a well-established independent living retirement residence with a trusted 20-year reputation for service and warmth in the picturesque city of Barrie. Tucked among mature trees in a peaceful, residential neighbourhood, our residence offers a serene, natural setting that fosters both relaxation and connection. We invite you to experience our vibrant atmosphere, where you'll find bright and spacious studio and one-bedroom suites—many located on the main floor with private patios overlooking our beautifully landscaped courtyard.
Here, we offer three delicious and nutritious meals per day, housekeeping, medication management, optional social and leisure experiences, as well as a variety of personal care services, empowering you to enjoy the active, fulfilling, and flexible retirement lifestyle you deserve.
A peaceful setting with city convenience
Conveniently located near Highway 400 and on the way to cottage country, Chartwell Whispering Pines offers the perfect blend of tranquil surroundings and urban convenience. Within walking or short driving distance, you’ll find shopping centres, restaurants, grocery and liquor stores, banks, coffee shops, and even a nearby golf course. Just minutes away lies downtown Barrie, a vibrant hub known for its boutique shopping, exceptional dining, and local festivals, including the Barrie Jazz and Film Festivals. For nature lovers, Kempenfelt Bay’s scenic waterfront trails offer the perfect place to enjoy fresh air and panoramic views of Lake Simcoe.
Newly-renovated amenities for comfort and connection
We’ve recently refreshed several of our most popular on-site amenities—including our dining room, country kitchen, spa, and reception—ensuring modern comfort and welcoming style. All our spaces are thoughtfully designed to support accessibility and ease of movement, making it simple to participate in the many experiences we offer. Whether enjoying a fitness class, reading in the library, relaxing in the spa, or connecting with friends over a drink in the pub, you’ll feel right at home.
One of our standout features is our stunning outdoor courtyard surrounded by mature trees. With comfortable seating and quiet walking paths, it’s an ideal space to enjoy a morning coffee, chat with neighbours, or simply take in the calming sounds of nature from your private patio or the garden.











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
Starting from $3,888/month
To meet your needs and finances, we offer two types of suites at Chartwell Whispering Pines: spacious studios and well-appointed one-bedroom suites. Both suite options come in a range of sizes and include a kitchenette, accessible bathroom features, and a patio or balcony.
Care Assist in Barrie at Chartwell Whispering Pines
Wondering what types of care services are available at Chartwell Whispering Pines? 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
Our bright, airy dining room is the hub of our residence and the perfect spot to share a meal with friends. Our offerings demonstrate our chef’s collaboration with registered dietitians to ensure that every meal we serve delivers great taste and nutrition. You can expect variety through diverse menus, meals for your guests, and fun themed dinners. We also have a bistro providing treats and beverages, and a private dining room for hosting special occasions for family and friends.

Take a closer look at the lifestyle at Chartwell Whispering Pines.

Activities and amenities
Our residence programs have been designed with connection and engagement in mind. Whether you’re seeking fun and new friendships, ways to stay mentally and physically fit, or connecting to your spiritual side, we have a full roster of groups to join, speakers to learn from, and activities to try. It’s also the perfect place to enjoy your downtime too, whether that’s on a gorgeous, contemplative morning stroll on our landscaped paths, or relaxing on a comfy sofa in our library with a bestselling mystery. No matter what your interests, we expect you’ll find people who share your passions and appetite for socializing at Chartwell Whispering Pines.
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.

Retirement living in Barrie
Our established retirement residence in the Letitia Heights neighbourhood is surrounded by lush greenery, yet we’re also minutes from downtown Barrie. Our location on Letitia between Anne St. North and Leacock Drive means you’ll have the best of all worlds at Chartwell Whispering Pines: a natural setting that’s also conveniently close to essential amenities and services, including grocery stores, pharmacies, hospitals, clinics, restaurants, coffee shops, libraries, and banks.
Things to do in Barrie
Close to Highway 400 for easy access to cottage country or Toronto, Barrie is an active senior’s dream community, with a perfect blend of beautiful landscapes, outdoor living, must-have amenities, and many activities geared towards retirees. Being perched on the shore of gorgeous Lake Simcoe offers miles of walking paths, trails, parks, beaches, and lake views. Check out a walking tour through historic downtown Barrie, try the waterfront trails around Kempenfelt Bay, or head for the boardwalk for a picnic at Centennial Park and Beach.
Summer brings a bounty of gorgeous park space, festivals, and our popular farmers’ market. If you’re a fan of the arts, why not take in a concert by Huronia Symphony Orchestra or a live performance at Georgian Theatre or Five Points Theatre? Craft brew fans will love getting a pint at the Flying Monkeys tap room.
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 Whispering Pines?
Chartwell Whispering Pines offers an empowering retirement lifestyle in the heart of Barrie, where nature, community, and peace of mind come together in a trusted and welcoming setting.
Here’s what sets us apart:
- Private Patios and Serene Natural Surroundings: Many of our bright main-floor suites feature private patios overlooking mature trees and beautifully landscaped grounds—perfect for enjoying quiet moments outdoors.
- Vibrant Community Spirit: Our close-knit, inclusive setting makes it easy to form friendships, participate in meaningful programs, and feel a strong sense of belonging.
- Trusted 20-Year Reputation: With two decades of dedicated service, we’re proud to be a reliable choice for seniors and families in the Barrie area.
- Flexible Independent Living Services: Enjoy daily nutritious meals, weekly housekeeping, transportation, and personalized care options that support your independence and well-being.
- Newly Renovated Amenities: Relax and connect in refreshed spaces like our dining room, spa, library, and country kitchen, all designed with your comfort in mind.
- Nature-Rich Outdoor Courtyard: Our quiet courtyard with walking paths and mature greenery offers a peaceful retreat just steps from your suite.
- Convenient Barrie Location: Nestled in a residential neighbourhood near Highway 400, we’re close to shopping, restaurants, golf, and waterfront trails along Kempenfelt Bay.
- Proudly Canadian: Trust in a Canadian-owned company known for its commitment to exceptional service and resident well-being.
At Chartwell Whispering Pines, you’ll find the perfect balance of tranquility, connection, and carefree living. [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 Whispering Pines?
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 Whispering Pines?
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.