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The Kingsway offers an elevated, suburban lifestyle - right in the city.

The Ultimate Neighbourhood Guide to The Kingsway, Toronto

With its stately homes, tree-lined streets, and village charm, The Kingsway is one of Toronto’s most prestigious — yet family-friendly — neighbourhoods. Originally designed in the 1920s to emulate English garden suburbs, The Kingsway blends timeless architecture with modern convenience, making it an ideal destination for families ready to upsize into a forever home.
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Neighbourhood Overview

This highly walkable neighbourhood is known for its tudor-style architecture, family-friendly feel, and its proximity to both nature and transit — making it a rare combination of elegance, functionality, and access.

Who Should Consider Living Here?

Established
Families

The Kingsway is ideal for families looking to put down roots in a timeless, architecturally rich neighbourhood with room to grow.

Education-focused
Parents

With access to some of Toronto’s best public and Catholic schools, plus nearby private options, it's a smart move for school-aged families.

Lifestyle-driven
Buyers

From boutique shopping to riverside trails, The Kingsway offers a rare blend of elegance, convenience, and village-like vibrancy.

Professionals
and executives

Live in a peaceful, high-end enclave while enjoying a quick commute downtown via subway or highway.

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Housing in The Kingsway: Elegant and Expansive

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The Kingsway is known for its grand detached homes and architectural heritage, making it one of Toronto’s most desirable neighbourhoods for established or growing families.

This is truly a legacy neighbourhood – homes here are designed for generations to grow in.

Home Types

  • Tudor and Georgian-Style Homes: Large, detached homes with 3–5+ bedrooms
  • Updated 1930s–50s Builds: Many fully renovated for modern living
  • Luxury Custom Builds: Newer homes that blend seamlessly with the classic streetscape
  •  

What Makes The Kingsway Unique?

Timeless Architecture & Curb Appeal

Homes in The Kingsway offer a level of craftsmanship rarely found in newer builds. You’ll see tudor-style facades, stonework, wood accents, and beautifully landscaped gardens throughout the neighbourhood.

Bloor Street West Village Feel

Along Bloor Street, you’ll find independent shops, cafés, restaurants, and boutiques that give The Kingsway its signature village vibe.

A+ Schools and Community-Focused Living

The Kingsway is known for its high-performing public and Catholic schools, as well as private school options nearby.

Walkable Green Spaces & River Trails

Families here enjoy daily access to nature, with multiple parks, playgrounds, and walking trails just minutes from home.

Live, Work & Explore

Community & Lifestyle in The Kingsway

Korean food on a dining table

Shopping, Dining & Daily Convenience

In The Kingsway, everything feels curated and close – you won’t need to leave the neighbourhood to live well.

  • Bloor Street West Village: Local bakeries, butchers, boutiques, salons
  • Grocery options: Bruno’s Fine Foods, Loblaws, and gourmet markets nearby
  • Kingsway Theatre: A charming, independent cinema that anchors the local culture

Toronto red TTC bus in stop

Getting Around: Quiet Living, City Access

Despite its peaceful feel, The Kingsway is incredibly well-connected to the rest of the city.

  • Royal York Subway Station (Line 2): Direct access to downtown
  • 15–25 min drive to the Financial District via Gardiner Expressway
  • TTC buses and bike-friendly streets throughout the area
Community celebration in Alexandra Park Toronto.

Culture & Community

The Kingsway is more than just beautiful homes – it’s a true community.

  • Kingsway BIA events: Summer festivals, holiday markets, and community walks
  • Active residents’ associations keep the neighbourhood clean, safe, and engaged
  • Faith-based communities and cultural centres provide connection and support
Talk to a Local Expert

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

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small family home

123 Address St.

$999,999

Quick overview.

small family home

456 Address St.

$999,999

Quick overview.

small family home

789 Address St.

$999,999

Quick overview.

Frequently Asked Questions About Living in The Kingsway

 Absolutely — it’s known for its safety, schools, and large homes perfect for growing families.

 Primarily detached, character-filled homes — many lovingly restored or custom rebuilt.

Excellent. Royal York subway is walkable for most residents, and the Gardiner is just minutes away.

Yes — Lambton-Kingsway JMS and Our Lady of Sorrows are two of the most respected in the city.

Definitely. Locals take pride in maintaining both their homes and their neighbourhood.

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.

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Chris Cook Realtor

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

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

Mike P.

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.

Khristel L.

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!

Connie H.

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.

Gina S.

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!

Monique G.

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.

Joanna K.

Knowledgeable and a pleasure to work with. Chris and his team had made selling our condo a very smooth process.

Chris J.

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 You’ll Love Living in The Kingsway

If you’re dreaming of upgrading your family’s space, lifestyle, and surroundings, The Kingsway is a rare find. It offers the best of both worlds: gracious living in a quiet, tree-lined setting, with everything Toronto has to offer just a subway ride away.

Let’s Find Your Next Home

Outgrowing your home? Download our free upsizing guide made for GTA families.

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