Best 55+ Retirement Communities in Oakville, ON

If you’re considering moving to Oakville, Ontario, for your retirement, you’re in good company. I’ve spent a lot of time exploring this beautiful lakeside town, and I can tell you—there’s something truly special about the blend of urban convenience and natural charm here. Oakville’s vibrant community, scenic waterfront, and top-notch amenities make it a popular spot for retirees who want to stay active, relaxed, and well-connected.

At Vieira Real Estate Associates, I understand how important it is to find the right 55+ community that fits your lifestyle and future plans. With Oakville’s welcoming atmosphere and abundance of retirement options, choosing where to settle can feel overwhelming. I’m here to help guide you through the process, offering my local expertise and commitment to finding you the perfect home. Together, we’ll explore Oakville’s best 55+ communities so you can look forward to enjoying your golden years in a place that truly feels like home.

WHAT MAKES OAKVILLE A GREAT PLACE TO RETIRE?

Oakville isn’t just pretty to look at—though, let’s be honest, the waterfront views are hard to beat. Retirees love Oakville for its high-quality healthcare options, its wide range of recreational activities, and its friendly, close-knit community vibe. Whether you’re into strolling through parks, checking out museums and galleries, or just relaxing by Lake Ontario, Oakville has you covered.

And hey, you’re never far from great shopping, dining, or cultural events. It’s the kind of place where you can enjoy a peaceful afternoon reading by the water and then meet friends for dinner at a local restaurant. There’s a reason so many seniors choose to call Oakville home.

On this Page:
Palermo Village | Chartwell Waterford | Amica | Sunrise of Erin Mills

PALERMO VILLAGE

If you want a retirement community that feels active and hassle-free, check out Palermo Village. It’s tucked right into the heart of Oakville’s Palermo neighborhood, providing a peaceful setting with easy access to everything you need.

Homes here often feature modern layouts designed with seniors in mind—think open-concept kitchens, plenty of natural light, and private balconies or patios where you can sip your morning coffee.

Residents can choose from studio, one-bedroom, one-bedroom plus den, and two-bedroom suites, with sizes ranging from approximately 415 to 929 square feet. Many suites feature kitchenettes, accessible showers, and private balconies or terraces, providing a comfortable and convenient living environment. The residence emphasizes safety and accessibility, with 24/7 emergency response systems and pet-friendly accommodations, ensuring peace of mind for all residents.

Explore more living options at Palermo Village.

Amenities at Palermo Village include:

• Fitness and wellness programs (great for staying healthy and social)
• Organized social events and group outings (never a dull moment!)
• On-site dining options (no need to cook if you don’t feel like it)
• Beautifully landscaped walking paths (enjoy a stroll any time you like)

Plus, you’re close to shopping centers, healthcare facilities, and parks. Whether you’re joining a fitness class, heading out for a social gathering, or just enjoying the neighborhood’s tranquility, Palermo Village makes it easy to love where you live.

CHARTWELL WATERFORD

For those who prefer a more upscale retirement experience, Chartwell Waterford might be just the spot. Located in a quiet residential area, this community is all about elegance, comfort, and top-notch services. It’s perfect if you’re considering independent living, assisted living, or memory care options.

Chartwell Waterford Retirement Residence in Oakville offers a variety of thoughtfully designed suites to accommodate diverse preferences and needs. Residents can choose from studio, one-bedroom, one-bedroom plus den, and two-bedroom suites, each featuring high ceilings, large windows, and Juliette balconies that enhance the spacious and airy ambiance. Suites are equipped with kitchenettes, including full-size refrigerators and microwaves, and some layouts offer in-suite laundry facilities for added convenience. The residence emphasizes accessibility with features like lower countertops and wide doorways, ensuring a comfortable living environment for all residents.

What you’ll find at Chartwell Waterford:

• A full-service dining room with chef-prepared meals (treat your taste buds!)
• Fitness facilities and wellness programs (stay active and strong)
• Social and recreational activities (meet new friends and have fun)
• Private courtyards and gardens (enjoy some fresh air and nature)

The residences feature spacious layouts, lots of natural light, and built-in safety features for extra peace of mind. Being close to Oakville’s best healthcare providers and attractions means you can enjoy life without worry.

AMICA BRONTE HARBOUR

If you’re looking for something luxurious but still warm and welcoming, Amica could be the perfect fit. It’s located near Oakville’s charming downtown, so you can easily pop out for boutique shopping, waterfront walks, or a fancy dinner.

Amica Bronte Harbour in Oakville offers a variety of private suites thoughtfully designed to suit different needs and preferences. Each suite includes large windows for ample natural light, accessible layouts for ease of movement, and modern kitchenettes equipped with essential appliances. Many also feature private balconies or terraces, allowing residents to enjoy the scenic Oakville surroundings.

Suite options range from compact studios (385–400 sq. ft.) perfect for a cozy space, to alcove suites (426–529 sq. ft.) that provide a bit more room. One-bedroom suites (422–784 sq. ft.) add extra privacy with a separate sleeping area, while one-bedroom plus den layouts (658–691 sq. ft.) introduce flexibility for work or guests. For those who prefer more space, two-bedroom suites (806–1,126 sq. ft.) offer additional living areas and a second bedroom.

Highlights of Amica Bronte Harbour:

• State-of-the-art wellness and fitness center (take a yoga class or try a new workout)
• On-site bistro and fine dining options (treat yourself to something special)
• Daily recreational activities and special events (there’s always something going on)
• Personalized care plans (get the support you need, when you need it)

Amica’s strong sense of community means you’ll quickly feel at home. It’s a place where neighbors become friends, whether you’re chatting over coffee or joining a group outing.

SUNRISE OF ERIN MILLS

Sunrise is just a short drive from Oakville and offers a cozy, supportive environment. Known for their personalized approach to care, they specialize in assisted living and memory care, making it a great choice if you or your loved one need a bit more support.

Suites feel homelike and comfortable, and the staff is there 24/7 to lend a hand. Learn more about living options here.

What to expect at Sunrise of Erin Mills:

• 24/7 on-site staff and personalized care plans (peace of mind for you and your family)
• Nutritious, chef-prepared meals (healthy, tasty dining)
• Daily physical, mental, and social activities (stay engaged and happy)
• Well-maintained outdoor spaces (get some fresh air whenever you like)

You’ll feel like part of a caring community here, thanks to a team that truly values each resident’s well-being. With easy access to shopping, medical services, and recreation, it’s a stress-free environment where you can relax and enjoy life.

WANT TO EXPLORE YOUR OPTIONS?

Oakville offers some of the best retirement communities in Ontario, each with its own unique vibe and advantages. Whether you’re drawn to the active, independent feel of Palermo Village or the luxury and care offered at Amica, you’ll find a spot that fits your lifestyle perfectly.

I know that choosing a retirement community is a big decision. That’s why I’m here to help you navigate the process, from checking out different communities to finalizing your dream home. If you’re ready to start your next chapter in Oakville, let's chat. I’m committed to finding you a community that’ll make your golden years truly shine.

Reach out today to schedule a consultation, and let’s find the perfect 55+ community in Oakville for you. After all, retirement is all about enjoying life—so why not enjoy it in a place you’ll love calling home?

If you’re planning to downsize or sell your current home to move into one of these beautiful retirement communities in Oakville, click here. There you can download our Complete Home Sellers Guide for FREE!