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By Irina Marchenkova, Sales Representative, RE/MAX Realtron Realty · Senior Real Estate Specialist (SRES®) · Last updated September 2026

Leaside is one of Toronto’s most sought-after family neighbourhoods, a planned community from the early 20th century between the Don Valley and Bayview Avenue. It’s known for tree-lined streets of brick homes, well-regarded schools, the shops on Bayview and Laird, and a strong village feel, now with Line 5 Eglinton running along its northern edge.

This guide covers Leaside’s streets, homes and prices, transit, schools, lifestyle and the honest pros and cons.

Bayview Avenue at Eglinton, on the edge of Leaside
Photo: Geo Swan via Wikimedia Commons, CC0

Neighbourhoods Prices Market Costs Transit Schools Checklist FAQ

Leaside at a glance

  • Where: Central Toronto, east of Bayview Avenue and north of the Don Valley’s Crothers Woods
  • Homes: Detached and semi-detached brick homes, many renovated or rebuilt
  • Transit: Line 5 Eglinton (Laird, Leslie and Bayview-area stops), buses to Line 1 and Line 2
  • Best for: Families focused on schools and community
  • Big draws: Schools, Bayview Avenue shops, parks and a village atmosphere

Why people choose Leaside

Schools families seek out. Leaside’s public schools are among the most sought-after in Toronto.

A village in the city. Bayview Avenue and Laird Drive offer shops, cafés, grocers and services within walking distance.

Transit on the doorstep. Line 5 Eglinton opened in February 2026, with stops along Leaside’s northern edge.

Parks and ravines. Trace Manes Park, Serena Gundy Park, Sunnybrook Park and the Don Valley trails are close by.

Leaside buyers are usually thinking long-term about schools and community. I help them weigh a renovated home against a lot with rebuild potential, because both are common here.

— Irina Marchenkova

Leaside areas

Leaside is often described in two parts:

North Leaside

North of Millwood Road toward Eglinton, with larger lots, newer rebuilds and quick access to Line 5.

South Leaside

South of Millwood, with charming brick homes, semis and walkable access to Bayview Avenue.

Bennington Heights (nearby)

A small, leafy enclave west of Bayview, surrounded by ravines.

Homes and prices in Leaside

Leaside’s housing includes:

Leaside benchmark prices (August 2026)

Leaside is part of TRREB district C11, which also includes the more affordable condo communities of Thorncliffe Park and Flemingdon Park:

AreaAll homesDetachedSemi/attachedTownhouseCondo apt.
C11 (Leaside, Thorncliffe Park, Flemingdon Park)$1,167,400$2,227,300$1,348,400$547,800$428,300
City of Toronto$918,400$1,437,900$1,127,200$717,200$547,400
MLS® Home Price Index benchmark prices, August 2026. Source: TRREB Market Watch.

Because C11 blends Leaside’s houses with nearby condo communities, the detached and semi figures are the best guide for Leaside itself: a typical detached home was benchmarked at $2,227,300 and a semi at $1,348,400 in August 2026. Ask me for recent Leaside sold prices on any street.

Thinking of selling? Get a free home evaluation and I’ll show you what comparable homes near you have actually sold for.

Market snapshot

Here’s how many homes sold and at what prices in August 2026, for all home types combined:

AreaHomes soldAverage priceMedian price
Toronto Central882$1,051,186$690,000
City of Toronto1,767$979,684$770,000
All TRREB (GTA)5,057$993,410$850,000
All home types, August 2026. Source: TRREB Market Watch.

Across the whole GTA in August 2026, homes sold for about 97% of their final list price on average and spent an average of 35 days on the market. GTA sales were down 2.1% from a year earlier and the average price was down 2.7%. For the latest numbers on a specific street, ask me for a free market report, or read my August 2026 market update.

What it costs to buy in Leaside

Land transfer tax

Leaside is in the City of Toronto, so buyers pay two land transfer taxes: Ontario’s and Toronto’s municipal land transfer tax. Here’s what that looks like at typical prices:

Example purchaseOntario LTTToronto LTTTotalFirst-time buyer pays
Detached home at $2,230,000$42,225$42,225$84,450$75,975
Semi-detached home at $1,350,000$23,475$23,475$46,950$38,475
Calculated using 2026 Ontario and City of Toronto land transfer tax rates. Example prices are in line with local benchmark prices. Your lawyer will confirm the exact amount.

First-time buyers can get a refund of up to $4,000 on the Ontario land transfer tax and a rebate of up to $4,475 on the Toronto tax (together up to $8,475). You (and your spouse) must never have owned a home anywhere in the world. Land transfer tax is paid on closing, on top of your down payment.

Property taxes

Toronto’s residential property tax rate is 0.767311% (2026 final rate, City of Toronto), or about $767 a year for every $100,000 of assessed value. In Ontario, property tax is based on your home’s MPAC assessed value, which is still based on January 1, 2016 values and is usually well below today’s market price.

MPAC assessed valueApproximate yearly property tax
$400,000$3,069
$600,000$4,604
$800,000$6,138
$1,000,000$7,673
Based on the Toronto residential rate; excludes any separate water, garbage or local charges.

Getting around

Schools and family life

Leaside is served by the Toronto District School Board and Toronto Catholic District School Board, including well-known schools such as Leaside High School, with French-language options through Viamonde and MonAvenir. School boundaries can matter a lot here, so check the TDSB school locator for any address.

Sunnybrook Health Sciences Centre and Michael Garron Hospital are nearby.

Child care

At licensed centres enrolled in the Canada-wide Early Learning and Child Care program, fees for children under 6 are capped at $22 a day in 2026, and families with lower incomes can apply for a fee subsidy. (The $10-a-day average has not yet been reached in Ontario.)

In Toronto, the City’s online child care system lets you search licensed centres, see their quality ratings and join waitlists, and you can apply for a fee subsidy through Toronto Children’s Services.

My tip: get on waitlists as early as possible, ideally several months before you move or before parental leave ends.

Parks, shopping and things to do

Pros and cons of living in Leaside

Pros

  • Sought-after schools
  • Village feel with walkable shops
  • Line 5 Eglinton access
  • Parks and ravines
  • Strong long-term demand

Cons

  • Among Toronto’s higher prices
  • Many homes need updating or rebuilding
  • Limited condo options
  • Laird and Bayview traffic
  • Two land transfer taxes

Before you buy in Leaside: local checklist

Here’s what I check with buyers in Leaside:

Buying or selling in Leaside with Irina

I’m a RE/MAX Realtron Realty Sales Representative and Senior Real Estate Specialist (SRES®). Whether you’re buying a family home near a top school, planning a rebuild or selling a renovated home, I’ll give you honest, local advice about Leaside, in English or Russian.

Call or text 416-846-8064 or email irina@loveurlife.ca, or send me a message below.

I only use your details to reply to you. No spam, ever.

Leaside real estate FAQ

How much does a house cost in Leaside?

Leaside is in TRREB district C11. In August 2026, the benchmark price for a typical detached home in C11 was $2,227,300 and for a semi-detached home $1,348,400.

Is Leaside good for families?

Yes. Sought-after schools, parks, walkable shops and a strong community make Leaside one of Toronto’s most popular family neighbourhoods.

Does Leaside have a subway?

Line 5 Eglinton opened in February 2026 along Leaside’s northern edge, connecting to Line 1 at Eglinton station.

What is Bennington Heights?

A small, leafy enclave west of Bayview Avenue, surrounded by ravines, often considered part of the greater Leaside area.

Do you pay two land transfer taxes in Leaside?

Yes. Leaside is in the City of Toronto, so buyers pay both the Ontario and Toronto land transfer taxes.

Official sources and local resources I recommend (links open in a new tab):

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