The Ultimate Neighbourhood Guide to
Henry Farm, Toronto
Tucked just off the DVP and nestled between Sheppard Avenue and the Don River ravine system, Henry Farm is a hidden gem in North York – a rare mix of spacious homes, excellent schools, and quiet, family-friendly streets. For families looking to upsize without sacrificing convenience, Henry Farm is a top contender.
This guide will help you explore everything Henry Farm has to offer – from real estate insights to local parks, schools, and lifestyle perks.
Who Should Consider Living in Henry Farm?
Neighbourhood Overview
Henry Farm is one of North York’s most underrated areas for upsizing families, offering a rare combination of large mid-century homes, lush ravines, transit access, and a strong sense of community.
Growing
Families
Seeking more space and proximity
to schools and parks.
Multigenerational
Families
Needing separate spaces under one roof.
Professionals
with Kids
Who want an easy downtown commute without sacrificing backyard space.
Newcomer
Families
Looking for an established, welcoming community with cultural diversity.
Housing Options
in Henry Farm
What makes Henry Farm so attractive to upsizing families is its generous lot sizes, diverse housing options, and the peaceful, suburban feel – right in the heart of the city.
Detached & Semi-Detached Homes
- Traditional 3–5 bedroom homes, many from the 1950s–70s with solid construction.
- Large lots with private driveways and landscaped yards.
- Ideal for growing families or multigenerational households.
Renovated homes often include modern kitchens, finished basements, and family-friendly layouts.
Real Estate Snapshot
Townhomes & New Builds
- Smaller townhome communities tucked into quiet corners.
- Increasing number of modern infill homes and rebuilds for families seeking luxury upgrades.
- A great fit for couples planning to grow their family.
Price Range:
Detached homes typically range from $1.6M to $2.5M+, depending on size, condition, and location within the neighbourhood.
Live, Work & Explore
Community & Lifestyle in Henry Farm
Once a rural farmland estate, Henry Farm has evolved into a tranquil, close-knit neighbourhood that still retains its peaceful charm – even as it sits just minutes from downtown Toronto.
Schools in Henry Farm
Henry Farm is popular with families who value education. With a mix of strong public schools and nearby private options, it checks every box for school-age kids.
Public Schools:
- Shaughnessy Public School (Elementary)
- Donview Middle Health & Wellness Academy
- George S. Henry Academy (Secondary)
Nearby Private & Enriched Options:
- Crestwood School (Private, JK–8)
- Bayview Glen
- Toronto French School – A short drive away
Community & Lifestyle in Henry Farm
Henry Farm offers more than just great houses – it’s the lifestyle that seals the deal for many upsizing families.
Top Features:
- Close to nature: Surrounded by ravines, parks, and quiet, tree-lined streets perfect for stroller walks or bike rides.
- Transit-friendly: Steps to Don Mills Subway Station and Oriole GO Station for downtown commutes.
- Family-centric atmosphere: Low-traffic roads and an active neighbourhood association that runs seasonal events.
Local Amenities:
- Fairview Mall – Just minutes away with everything from shopping to dining and Cineplex theatres.
- North York General Hospital – A trusted institution right in the community.
- Community Centres – Includes Oriole Community Centre and local libraries offering family programming.
Location & Commuting
Despite its quiet atmosphere, Henry Farm offers incredibly convenient commuting options.
- By Transit: Walkable to Don Mills Subway Station on the Sheppard line and near Oriole GO Station
- By Car: Immediate access to Highways 401, 404, and DVP
By Foot or Bike: The neighbourhood is very walkable, with trail access and pedestrian-friendly streets.
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
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Frequently Asked Questions About Henry Farm, Toronto
Where is Henry Farm located?
North York, bordered by Sheppard Avenue East (south), Leslie Street (west), and the Don River ravine (north and east).
Is Henry Farm a good neighbourhood for families?
Absolutely. Quiet streets, great schools, big backyards, and a strong community vibe make it ideal for upsizing families.
What types of homes are in Henry Farm?
Primarily detached homes from the 50s–70s, many renovated. Some townhomes and newer infill properties are also available.
What’s the community like?
Friendly, family-oriented, and diverse. Many long-term residents and new families settling in for the long haul.
Is there good access to transit?
Yes. Walk to Don Mills Subway Station, Oriole GO Station, and enjoy quick access to Hwy 401, 404, and the DVP.
What’s the real estate market like in Henry Farm?
Henry Farm offers great value for upsizing families, with larger lots and solidly built homes. Prices have grown steadily, and renovated properties or custom builds are especially in demand. It’s a smart pick for families looking for space and long-term stability.
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
Why You’ll Love Living in Henry Farm
Henry Farm is peaceful yet connected, established yet evolving. It’s where families find the room they need – without giving up convenience. With lush ravines, spacious homes, and top-tier transit access, it’s a quiet powerhouse of a neighbourhood – and one of the GTA’s best-kept secrets for upsizing families.