One of Toronto’s Most Iconic and Culturally Rich Neighbourhoods
The Ultimate Guide to Kensington Market Toronto
Kensington Market is celebrated for its vibrant street life, independent shops, and historic architecture. Located just west of Spadina Avenue, this downtown enclave offers a one-of-a-kind urban lifestyle. While it may not be the first place families think of when upsizing, Kensington’s charm, walkability, and sense of community continue to attract a diverse mix of homeowners—including creative professionals, multigenerational households, and families who prioritize cultural vibrancy and central access.
Why Families Love Kensington Market
Neighbourhood Overview
Walkable
Urban Living
Kensington Market offers an incredibly walkable lifestyle, with everything from schools and grocery stores to cafés, clinics, and playgrounds just steps away.
Creative and Inclusive Atmosphere
A hub of creativity and cultural fusion, Kensington celebrates diversity in every form - from its people to its murals and music.
Parks &
Green Spaces
While the market is densely built, green spaces provide ample opportunities for outdoor play, farmers markets, and seasonal events.
Community
Connection
With community gardens, free libraries, and active neighbourhood groups, the area maintains a strong sense of belonging for residents of all backgrounds.
Homes & Real Estate in Kensington Market
While known for its bohemian edge, Kensington Market also has a variety of real estate options that appeal to families wanting something truly different. Homes here are full of character, often featuring original Victorian facades, colourful detailing, and unique layouts.
Current Market Trends
- Continued demand for character homes in centrally located, culturally rich areas.
- Steady appreciation due to low turnover and heritage zoning limiting overdevelopment.
- Laneway housing increasing as families look for creative ways to expand living space.
- Investors targeting multi-unit homes for rental and Airbnb income, raising competition
Homes & Real Estate in Kensington Market
While known for its bohemian edge, Kensington Market also has a variety of real estate options that appeal to families wanting something truly different. Homes here are full of character, often featuring original Victorian facades, colourful detailing, and unique layouts.
Victorian & Edwardian
Row Houses
These charming 2- to 3-storey homes are the backbone of the neighbourhood. Many have been updated with modern interiors while preserving exterior historical charm.
Duplexes & Triplexes
Multi-unit homes are common, especially for multigenerational families or buyers looking for income potential. Some properties have been fully renovated to include luxury finishes across all units.
Laneway & Coach Houses
With Toronto’s laneway housing policies, Kensington has seen a rise in innovative homes tucked behind main residences—ideal for extended family or studio space.
Condos & Lofts
While Kensington itself has minimal condo development due to preservation restrictions, nearby areas like Spadina, College Street, and Dundas offer modern lofts and boutique condos.
Live, Work & Explore
Community & Lifestyle in Kensington Market
With a mix of historic charm, green spaces, and a vibrant local culture, Riverdale offers a welcoming and dynamic lifestyle for families, professionals, and students alike. Whether you’re looking for top-rated schools, great dining, or easy transit access, this neighbourhood provides the perfect blend of city convenience and community charm.
Schools & Education
While Kensington Market doesn’t have a large number of schools within its immediate borders, several reputable options lie nearby, making it viable for families with school-aged children.
- Kensington Community School (JK–Grade 6): An inclusive public school known for small class sizes and a strong arts focus.
- Alexandra Park Community Centre: Offers after-school programs, tutoring, and family resources.
- Harbord Collegiate Institute: A historic high school just a 10-minute walk away, offering strong academics and arts programs.
- St. Francis of Assisi Catholic School: A local Catholic elementary school within walking distance.
Looking for a neighbourhood with more robust school options?
The Annex offers a wider selection of top-rated public and private schools, including access to gifted programs and Montessori options—all while maintaining a lively, family-friendly atmosphere close to downtown.
Things to Do in Kensington Market
Bursting with culture, colour, and creativity, Kensington Market invites families to explore its lively streets.
- Street Fairs & Pedestrian Sundays:
Enjoy the car-free festivities that take over the Market one Sunday a month, with live music, street performances, and vendors spilling onto the sidewalks. - Global Cuisine: From Venezuelan arepas and Jamaican patties to plant-based ice cream and vegan tacos, the food scene is unmatched. You’ll never run out of flavours to explore.
- Art & Murals: The area is a canvas in itself. Families can enjoy mural walks, visit local galleries, or join free art workshops hosted by community groups.
- Vintage & Indie Shopping: Thrift stores, bookstores, artisan jewelry, and sustainable boutiques make every trip to Kensington a treasure hunt.
Local Businesses & Shopping Highlights
Kensington Market thrives on small business. Here are just a few favourites:
- Sanagan’s Meat Locker – Ethical, locally-sourced butcher.
- Global Cheese – A legendary cheese and deli counter.
- Seven Lives Tacos – Famous for their Baja-style tacos.
- Moonbeam Coffee – Cozy café with patio and strong local following.
Fitness & Recreational Facilities
Kensington Market may be compact, but it offers a surprising range of recreational options—from vibrant local parks to full-service community centres—making it easy for families to stay active and connected year-round.
- Bellevue Square Park – A central gathering space with a playground, splash pad, and frequent community events.
- Alexandra Park – Large green space with a pool, playgrounds, and tennis courts.
- University Settlement Recreation Centre – Offers fitness programs, swimming, and family activities.
- Local Yoga Studios – Multiple options for adults and kids alike, often with community pricing.
Getting Around – Transit & Accessibility
Kensington Market is among Toronto’s most accessible neighbourhoods:
- TTC: Accessible via College, Dundas, Spadina, and Bathurst streetcars.
- Cycling: Protected bike lanes on major surrounding roads and great walkability inside the Market.
- Walk Score: A near-perfect 98 – everything is truly at your doorstep.
Parking: Limited, but residents have access to permit street parking and nearby Green P lots.
Featured Listings in [Neighbourhood Name]
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Frequently Asked Questions About Living in Kensington Market
Is Kensington Market suitable for families?
Yes! While it’s known for its urban vibe, Kensington’s walkability, cultural diversity, and community spaces make it appealing for progressive families.
What types of homes are in Kensington Market?
You’ll find historic Victorian row homes, duplexes, laneway suites, and some modern infill—offering plenty of character and layout options for families.
Are there schools nearby?
Kensington Community School and Harbord Collegiate are within walking distance, along with other public, Catholic, and private schools nearby.
Is Kensington safe?
Like most downtown areas, it’s lively and busy, but residents report a strong sense of safety due to constant foot traffic and tight-knit community oversight.
What’s the real estate market like?
Homes are in high demand and rarely stay on the market long. Prices reflect the area’s central location and cultural cachet, with high competition for multi-unit properties.
What kind of community vibe can I expect in Kensington Market?
Kensington is known for its warm, inclusive, and community-driven spirit. Neighbours often know each other by name, and local events like Pedestrian Sundays and community gardens foster a strong sense of belonging.
Are there grocery stores and everyday essentials in the area?
Absolutely. Kensington Market is packed with independent grocers, fresh produce shops, bakeries, and specialty food stores—perfect for families who love quality ingredients and want to shop local.
Is there parking in Kensington Market?
Street parking is limited, but residents can apply for permit parking. There are also several Green P lots nearby, and the area’s excellent walkability and transit access often make a car unnecessary.
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
Ready to Find Your Home in Kensington Market?
Let us guide you through the colourful, creative, and tightly knit community of Kensington Market. Whether you’re looking for a heritage home with character or a modern family-friendly property near downtown, The Halyard Group is here to help you make the right move.