Toronto’s real estate market is challenging, with high prices making affordability seem out of reach for many families. But there’s one area that stands out as a hidden gem: York. Historically overshadowed by better-known neighbourhoods, York is becoming Toronto’s Brooklyn—a vibrant, culturally rich, and evolving part of the city with incredible potential.
In this post, we’re diving into three under-the-radar neighbourhoods in York that are perfect for families in 2025. Plus, we’ll share a bonus area for those planning beyond the next few years.
What is York?
Before we explore these Top 3 Family-Friendly Neighbourhoods, let’s talk about York. Torontonians know East York and North York, but why is there no West York? The answer: it already exists as the historic neighbourhood of York.
Located west of downtown, York is brimming with culture and opportunity, much like Brooklyn in its early transformation. With exciting developments and expanding transit, York is fast becoming the go-to area for families looking for value and vibrancy.
1. Oakwood Village: Toronto’s Williamsburg
Why Oakwood Village Stands Out
If Toronto has a version of Williamsburg, it’s Oakwood Village. Known for its vibrant community, Oakwood offers great schools like Rawlinson Community School, family-friendly spaces like Walter Saunders Memorial Park, and cultural hubs like the Nia Centre for the Performing Arts.
Real Estate Snapshot:
- Average Sold Price: $1,125,000
- Neighbouring Comparisons:
- Forest Hill South: $3.3 million
- Cedarvale: $1.47 million
- Wychwood: $1.64 million
- Days on Market: 12 (Toronto average: 27)
What’s Next?
The Crosstown LRT will enhance connectivity, making Oakwood even more desirable. This mix of artsy energy and urban accessibility positions it as one of Toronto’s most exciting neighbourhoods.
2. Fairbank: Toronto’s Dumbo
Why Families Love Fairbank
Fairbank is the perfect balance of charm and functionality. Known for its rolling hills, Fairbank Memorial Park, and multicultural food scene, it offers families a thriving yet peaceful community.
Real Estate Snapshot:
- Average Sold Price: $1,060,851
- Days on Market: 10
What’s Next?
Direct access to the Crosstown LRT and growing demand make Fairbank a top choice for families who value urban convenience with neighbuorhood charm.
3. Keelesdale: Toronto’s Bushwick
Why Keelesdale is a Game-Changer
Keelesdale offers affordability and future growth. It already boasts parks, recreation centers, and schools, but major developments like the Kodak Lands (2,000+ homes) and Westside Mall redevelopment (4,000+ units) make this neighbourhood a standout.
Real Estate Snapshot:
- Average Sold Price: $888,480
- Days on Market: 15
What’s Next?
With the Crosstown LRT and these transformative developments, Keelesdale is primed for significant growth.
Bonus Neighbourhood: Weston-Mount Dennis
Why It’s a Hidden Gem
For those looking beyond 2025, Weston-Mount Dennis is Toronto’s answer to Crown Heights. This neighbourhood offers history, character, and affordability, along with exceptional transit options like the UP Express and Crosstown LRT.
Real Estate Snapshot:
- Average Sold Price: $795,434
- Days on Market: 20
Why Now is the Time to Buy in York
York is evolving rapidly, much like Brooklyn in the early 2000s. With ongoing developments, improved transit, and relatively affordable prices, these neighbourhoods offer incredible value for families looking to plant roots in Toronto.
Explore These Neighbourhoods on YouTube
Take a closer look at York’s best neighbourhoods with our in-depth video tours:
Thinking of making a move to one of these Top 3 Family-Friendly Neighbourhoods? Reach out today to find your hidden gem in one of York’s under-the-radar neighborhoods. Let’s uncover your future together
