Discover Cliffside - A Scenic, Family-Friendly Neighbourhood Along Toronto’s Bluffs
An affordable east-end community offering lake views, spacious homes, and a relaxed lifestyle perfect for families ready to upsize.
Why Families Love Cliffside
Neighbourhood Overview
Cliffside is one of those neighbourhoods that still feels undiscovered – but locals know it has everything you need to put down roots. From its post-war bungalows and growing infill developments to its walkable main street, family parks, and lakefront trails, Cliffside is a well-rounded community on the rise.
Proximity
to the Beach
Enjoy scenic walks, bike rides, and beach access just minutes from your front door.
Affordable
Detached Homes
Compared to other parts of Toronto, Cliffside offers excellent value - perfect for upsizers.
Calm,
Tree-Lined Streets
Quiet residential roads and large lots create a peaceful, family-friendly environment.
Transit &
Highways
Close to TTC bus routes, Scarborough GO Station, and major roadways for stress-free commutes.
Walkable
Main Street
Cafés, local businesses, bakeries, and services line this friendly commercial strip.
Homes in
Cliffside
Cliffside features a wide range of affordable family homes, many with large yards, separate entrances, and potential for rental income or in-law suites. While most homes were built in the 1950s and 60s, renovations and custom builds are increasingly common – making it a great place for upsizers who want flexibility.
Cliffside homes often include private driveways, garages, and basements – rare features that upsizing families are actively seeking.
Housing Breakdown:
- Detached Bungalows & Side-Splits: $950K–$1.4M
Spacious lots with great renovation or rebuild potential. - Modern Infill Homes: $1.5M+
Newer two-storey builds with upgraded finishes and family-friendly layouts. - Semi-Detached Homes & Townhouses: $800K–$1.2M
Excellent entry points for younger families or downsizers.
Live, Work & Explore
Community & Lifestyle in Cliffside
Notable Schools In Cliffside
- Cliffside Public School: A welcoming elementary school with a strong community focus.
- St. Agatha Catholic School: Known for its supportive environment and extracurriculars.
- R.H. King Academy: A popular high school with specialized arts and leadership programs.
- Nearby Daycares & Early Learning Centres: Available throughout the area, many within walking distance.
Community & Lifestyle in Cliffside
Cliffside has a low-key, welcoming atmosphere that blends nature with day-to-day convenience. It’s ideal for families looking to slow down just a little – without giving up access to what matters.
Local Highlights:
- Scarborough Bluffs & Rosetta McClain Gardens: Incredible views, walking trails, and picnic spots.
- Bluffers Park & Beach: One of Toronto’s most underrated waterfront escapes.
- Kingston Road Village: Home to cafés, salons, bakeries, and family-run restaurants.
Community events, outdoor activities, and small business support help make this area feel neighbourly, grounded, and growing.
Getting Around Cliffside
Cliffside offers convenient access to both public transit and major commuter routes, making it easy for working parents to get downtown or around the GTA.
Transportation Overview:
- Scarborough GO Station: Quick train access to Union Station in under 25 minutes.
- TTC Buses: Run along Kingston Road, Midland Ave, and Brimley Rd.
- Driving: Minutes to Kingston Road, Hwy 401, and the DVP.
- Cycling: Ravine and waterfront trails connect you to the Bluffs and beyond.
Featured Listings in [Neighbourhood Name]
“We moved to [Neighbourhood Name] last year, and it was the best decision for our family. The parks, great schools, and friendly neighbours make it feel like home!” – The Patel Family
123 Address St.
$999,999
Quick overview.
456 Address St.
$999,999
Quick overview.
789 Address St.
$999,999
Quick overview.
Frequently Asked Questions About Living in Cliffside
Is Cliffside a good neighbourhood for families?
Yes – it’s quiet, scenic, and full of green space, with affordable housing options and nearby schools.
What types of homes are in Cliffside?
Primarily detached bungalows and side-splits, with a growing number of modern custom homes and townhomes.
How much do homes cost in Cliffside?
Detached homes typically range from $950K to $1.5M, while newer builds can reach $1.6M+. Townhomes and semis start around $800K.
Is Cliffside walkable?
Yes — especially along Kingston Road where many daily needs are accessible by foot. Parks and schools are also walkable in many pockets.
Is it a good area for investment?
Absolutely. With access to the Bluffs, growing local amenities, and development interest, Cliffside offers strong long-term potential.
What’s the community vibe like?
Relaxed, friendly, and quietly up-and-coming. Cliffside attracts families who value space, nature, and a down-to-earth neighbourhood feel.
Meet Chris & David – Your Toronto Upsizing Experts
With decades of experience in Toronto’s real estate market, Chris and David have helped countless families find their dream homes while navigating the complexities of upsizing.
Chris Cook
Sales Representative & Team Lead
Chris is the driving force behind The Halyard Group, helping families navigate the complex process of selling their current home and finding a larger one that truly fits their needs. As a long-time resident of Toronto’s east end, Chris has a deep understanding of the best family-friendly neighbourhoods, school districts, and hidden gems perfect for growing families.
Before his career in real estate, Chris competed at the highest levels of sailing, representing Canada in the 2008 Beijing Olympics. That same strategic mindset, discipline, and drive for excellence now help his clients win in Toronto’s competitive real estate market.
Chris ensures that every client has a clear, step-by-step plan for upsizing - whether that means selling first, buying first, or managing both at the same time. His goal is to make sure families move seamlessly into a home with more space, in a neighbourhood that supports their lifestyle.
David Ferris
Sales Representative
Born and raised in Toronto’s east end, David has firsthand knowledge of the city’s most sought-after neighbourhoods for families looking to upsize. As a parent himself, he understands how important it is to find a home with the right space, the right schools, and the right community feel.
Before real estate, David built a successful career in the music industry, where he honed his negotiation skills, creative problem-solving, and ability to work under pressure - all of which he now applies to helping families transition into a larger home smoothly and successfully.
David takes a highly personalised approach, ensuring that each client’s next home matches their long-term goals. Whether it's finding a bigger backyard, a better school district, or a quieter street for a growing family, he helps clients make informed decisions with confidence.
What Other Families Say
The Halyard Group was the best. They created a structured sales process using dedicated professionals - from decluttering, repairs, cleaning, staging and marketing. Everything was done as per schedule and on time. When our home was listed, it sold on first day - before the sales sign was put in ground and for 25% over asking. I would gladly recommend Chris and his team to anyone.
Chris and his team, particularly David was incredibly responsive throughout the buying process. They promptly answered my husband and I's inquiries and kept us informed about every development. David's efficiency was remarkable. They expedited the paperwork and coordinated viewings effectively, leading to a quick sale. We were impressed that he managed to lower the asking price significantly, saving us thousands. We didn't have any hiccups and it was indeed a smooth process. We wouldn’t hesitate to recommend Re/Max Hallmark - the Halyard Group. Their dedication to our satisfaction was evident in how they went out of their way to meet our expectations. Thank you team!
Selling our house was easy because Chris and his group, are professional, knowledgable, excellent quality, and great value. Providing a crew to clean our house inside and out, our windows have never been so clean. The Staging was fabulous. I couldn't believe I was walking into my own hose after staging, and all to no cost to us. All you associates are profesional, polite, excellent service. Thank you very much.
I very highly recommend Chris and team. My personal situation selling my Toronto condo was very challenging, many factor were beyond the control of Chris. His level of professionalism in the face of obstacles was greatly appreciated, I knew I was in good hands from the beginning and he did not disappoint! David's efficiency was remarkable. They expedited the paperwork and coordinated viewings effectively, leading to a quick sale. We were impressed that he managed to lower the asking price significantly, saving us thousands. We didn't have any hiccups and it was indeed a smooth process. We wouldn’t hesitate to recommend Re/Max Hallmark - the Halyard Group. Their dedication to our satisfaction was evident in how they went out of their way to meet our expectations. Thank you team!
We could not have asked for a better team to work with on the sale of our home. From getting everything ready seamlessly, quickly and efficiently to advising on timing, Chris and his team were the best. He’s solid, professional and approachable. Questions were answered quickly and we felt well support every step of the way. And most importantly, we are thrilled with the results. I would recommend Chris if you’re looking for an honest hard working agent who will go the extra mile for you.
Working with Chris was great. From day one, he was extremely helpful and took our needs into careful consideration to help us narrow our search, coaching us along the way to help us better understand the market, our capabilities and our best chance of success which is critical in the current market in the GTA. Every step of the way, he went out of his way to make sure we were happy. Chris continually maintained contact throughout the search and regularly checked in. We're relatively picky so it was a long search with many showings, all of which were smooth and effortless thanks to Chris' excellent planning. When it came time to make an offer, Chris' industry knowledge helped us achieve victory to win the bid and the home of our dreams. Thanks Chris, we couldn't be happier.
Why Cliffside Might Be the
Right Move for You
Cliffside is the kind of neighbourhood where you can enjoy quiet mornings, scenic walks, and a little extra breathing room – all within reach of the city. For upsizing families who want space, affordability, and access to nature, this east-end gem is worth discovering.