Leaside Toronto Real Estate
Historic, family focused living with Bayview Avenue shopping, top schools and ravine trails, all minutes to midtown transit.
Bayview Avenue to the west, Eglinton Avenue East to the north, ravines and the Don Valley toward Leslie to the east, and Bennington Heights and Moore Avenue to the south.
Recent detached sales across Leaside, subject to change with the market.
Custom two storey homes and larger lots often trade in this range.
From railway town to ravine side living
Leaside began as farmland and a rail hub named for the Lea family. Today it is a leafy, upscale midtown neighbourhood with a strong community feel.
Heritage and architecture
- Tudor, Cape Cod and Revival style homes on mature, tree lined streets
- Original bungalows and semis that have been thoughtfully renovated
- Custom rebuilds that keep Leaside character while adding modern comfort
Modern transformation
- North Eglinton mid rise and condo projects add convenience and housing choice
- Bayview Avenue keeps its independent shop and cafe character
- The Crosstown LRT improves east west access across midtown
Detached homes, semis, bungalows and new builds
Leaside offers a mix of classic homes and modern builds on generous lots. Parking, ravine proximity and redevelopment potential vary by street.
- Classic bungalows and semis on mature blocks with family sized yards
- Renovation friendly footprints with potential for open concept layouts
- Custom two storey homes with high ceilings and modern finishes
- Townhomes and mid rise options near Eglinton and Bayview
- Ravine side properties with scenic views
We review lot widths, parking, table land and nearby rail or ravine influences before you offer.
Detached homes, semis and bungalows give buyers a range of footprints and budgets.
Parks, programs and Bayview shopping
Leaside balances quiet residential streets with busy community spaces, sports facilities and a walkable main street.
Parks and recreation
- Trace Manes Park for playgrounds and splash pads
- Leaside Memorial Gardens for arenas and community programs
- Serena Gundy Park and ravine trails for walking and running
You are always close to green space.
Bayview Avenue and nearby services
- Independent cafes and bakeries
- Quick access to groceries and larger retailers
- Nearby Sunnybrook Hospital and specialty clinics
- Crosstown LRT stops for faster midtown travel
Schools in and around Leaside
Leaside families have access to respected public, Catholic and private schools. Each option offers different academic strengths, programs and community environments.
Public and Catholic schools
Rolph Road Elementary School, JK to 6, is a central Leaside school known for strong academics and close community ties.
Bessborough Drive Elementary and Middle School, JK to 8, offers balanced academics and long standing neighbourhood involvement.
Northlea Elementary and Middle School, JK to 8, provides English and French Immersion programs and a broad mix of student activities.
Leaside High School, Grades 9 to 12, is known for academic strength and strong athletics with midtown transit access.
St. Anselm Catholic School, JK to 8, is Leaside’s Catholic elementary school with strong parish and community roots.
St. Monica Catholic School, JK to 8, is close to Leaside and serves families in nearby neighbourhoods.
Marshall McLuhan Catholic Secondary School, Grades 9 to 12, offers academic and arts programs and is the closest Catholic high school option.
St. Patrick Catholic Secondary School, Grades 9 to 12, provides strong arts programming and diverse academic pathways.
Private and independent schools
Sunnybrook School, in Leaside, JK to 6, offers the IB Primary Years Programme with a strong academic environment.
TFS Canada’s International School, nearby, JK to 12, offers IB and French language programs and is known for academic depth.
Havergal College, nearby, JK to 12 girls school, provides strong academics and structured leadership programs.
Crescent School, nearby, Grades 3 to 12 boys school, focuses on STEM, athletics and character development.
The Bishop Strachan School, nearby, JK to 12 girls school, offers advanced academic programming and arts.
Use the TDSB school finder and TCDSB school finder to confirm boundaries for any address.
Ready to call Leaside home
Leaside offers historic charm, a close community and convenient midtown access.
We help you understand streets, schools and recent sales.
For buyers
- Review detached, semi and condo options
- Compare streets by noise, traffic and school access
- Check lot sizes, parking and renovation potential
- Coordinate showings around your schedule
For sellers and investors
- Pricing based on recent Leaside sales
- Plans that address curb appeal, repairs and staging
- Marketing that highlights street and school advantages
- Support when buying and selling in the same market
Leaside real estate questions
What makes Leaside desirable
Tree lined streets, strong schools and a walkable main street.
What home types are common
Detached homes, semis, bungalows and custom two storey rebuilds.
Is Leaside good for families
Parks, rinks and school options make it a strong family area.
What should I know about ravine lots
Table land, grading and drainage vary by block.
How competitive are Leaside homes
Detached and renovated semis often draw strong interest.
What are typical lot sizes in Leaside
Most lots range from twenty five to thirty feet wide.
How does the Crosstown LRT impact Leaside
The LRT improves travel times across midtown.
Are there renovation considerations
Many homes need electrical, plumbing or insulation updates.
Talk to the Othen Group about Leaside real estate
Get a clear view of prices, streets and schools in this midtown community.
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MARKET SNAPSHOT
(DEC 07, 2025 - JAN 06, 2026)
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