Leaside Real Estate

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160 Vanderhoof Avenue #1009 - Central Toronto - Leaside

160 Vanderhoof Avenue #1009
Central Toronto - Leaside


Perfect for 1st Timers or Pied à Terre! Live in Leaside for $449k! 4 Year old Gorgeous Building! Upgraded 1 Bedroom with Balcony & views of the CN Tower!

11 Kenrae Road - Central Toronto - Leaside

11 Kenrae Road
Central Toronto - Leaside


Prime Leaside! Gorgeous & bright topped up bungalow “new build style” with spectacular Kitchen/Main Floor Family Room!

124 Leacrest Road - Central Toronto - Leaside

124 Leacrest Road
Central Toronto - Leaside


South Leaside! Stylish Open Concept Custom Build with POOL!

356 McRae #408 - Central Toronto - Leaside

356 McRae #408
Central Toronto - Leaside


They just don’t build condos like this anymore! This super spacious 1 bedroom plus den offers plenty of space, well designed floor plan and great flow for entertaining at a fraction of the price.

291 Bessborough Drive - Central Toronto - Leaside

291 Bessborough Drive
Central Toronto - Leaside


Desirable, detached 2 storey home set on a sunny, quiet corner lot on a beautiful tree-lined street in established Leaside neighbourhood.

Classic centre hall plan with large principal rooms, 3 bedrooms and 3 baths! Finished lower level incorporates a renovated family recreation room with high ceilings, play room and excellent storage space throughout!

182 McRae Drive - Central Toronto - Leaside

182 McRae Drive
Central Toronto - Leaside

A renovated city gem - extensively upgraded home with many expensive and thoughtful updates. Loads of original character and charm throughout!

Great opportunity to add on or build in the future! This detached 1.5 storey home boasts a great floor plan for family living and entertaining!

Extra long, private drive with parking for 3-4 cars is a rare find! Well maintained and landscaped yards and garden!

Recently Bought:

35 Brian Peck Cres Ph16 - Leaside
35 Brian Peck Cres Ph16 - Leaside
160 Vanderhoof #1009
160 Vanderhoof #1009
25 Malcolm Rd 103
25 Malcolm Rd 103

Some of the Leaside Happy Clients - this could be you!

Scroll and click on any of the photos to watch the video testimonials ↓

Tip: How to spend a day in Leaside

The name LEASIDE came from the Lea family, who arrived from Lancashire, England 1819. John Lea later built what was claimed to be the first brick house built in York township.

Leaside Street
Leaside Street
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Leaside Street

When John Lea Sr. died in 1854, his son William built an octagonal home on the acreage which he named Leaside. It was located close to the present site of the Leaside Memorial Gardens.

The Ontario and Quebec Railway, later taken over by Canadian Pacific, purchased a few acres from William Lea for the line to Peterborough and Ottawa. The Leaside Junction Station was built in 1894. This is when Leaside became a name and a location on the map. The Leaside Station was one of Toronto's busiest stations for 75 years.

Leaside Homes 1
Leaside Homes
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Leaside Homes
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Leaside Homes

In 1927 a high level bridge, the Leaside viaduct, was built across the Don Valley and an underpass was built below the railway line. Residential construction began in the 1930's and continued to the 1950's.

In 1967 The Town of Leaside was amalgamated with East York to become THE BOROUGH OF EAST YORK and in 1997 was amalgamated into the new megacity of TORONTO.

Leaside has retained its sense of community and its real estate is highly valued particularly amongst young families who appreciate its schools and recreational facilities.

Popular local public schools include:

  • Bessborough Drive School
  • Rolph Road School
  • Northlea Elementary and Middle School
  • Leaside High School
  • Northern Secondary School
  • North Toronto CI
  • Don Mills CI

Leaside is one of the most popular (and more expensive real estate) districts in Toronto.


Today it is in especially high demand with upper middle income families who regard this neighbourhood as an ideal place to raise children, attracted by the quiet streets, the fine selection of schools already mentioned, one of Toronto's best shopping districts on Bayview Avenue, and excellent access to public transit and the city centre.

Abundant parkland in the neighbourhood includes:

  • Serena Gundy Park (a local favourite)
  • David A. Balfour Park
  • Moore Park Ravine
  • Flemingdon Park
  • Sunnybrook Park
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Leaside Homes

The typical Leaside house is situated on a generous lot with a private drive and a garage. Many of the houses contain beautiful wood trim, hardwood floors and a working fireplace.

Leaside's Tudor-style houses were built largely in the 1930's and 1940's. There is a good mix of two-storey detached homes, bungalows, semi-detached houses, and new custom designed homes.

Leaside Park
Leaside Park
Leaside Park
Leaside Street

During the 1990's a handful of exclusive condominium and townhouse projects were built on the periphery of the neighbourhood. Bayview Avenue features a wonderful collection of shops and restaurants, many of which are geared towards children (reflecting the demographics of this neighbourhood). Bayview Avenue is also known for its antique shops, specialty stores, and local pubs that attract a clientele from all over the city. Residents also shop at the local stores along Eglinton Avenue. This shopping district is anchored by the Sunnybrook Plaza located at the north-east corner of Bayview and Eglinton. There are also some small shops and services located in the interior of the Leaside neighbourhood on both McRae Drive and Millwood Road.

The Leaside Centre is a collection of large national retailers located at the south-east corner of Laird Drive and Eglinton Avenue. Next to this Centre is the Leaside Business Park which combines light industrial businesses mixed with specialty retail stores.

The Leaside Branch of the Toronto Public Library at 165 McRae Drive, as well as the Mount Pleasant Branch at 599 Mount Pleasant Road, serve resident bibliophiles. 

Much of the recreation in Leaside is suited to children and physical activity. The Leaside Memorial Community Gardens at Millwood Road and Laird Drive is a multi-recreational complex that includes an indoor ice arena, an indoor swimming pool, a curling rink and an auditorium.

The Leaside Skating Club is dedicated to teaching the joys and skills of skating to people of all ages. It is sanctioned by Skate Canada and is a non profit organization operated by a volunteer Board of Directors. The Club employs a staff of thirty professional skating coaches who are responsible for all on ice instruction, and an administrator who is responsible for the day to day running of the organization. LSC has operated at the Leaside Arena since 1952 and this season will mark our 60th anniversary. Throughout this time LSC has been and continues to be an integral part of community life.

The Leaside Tennis Club is a very active community tennis club operating in the popular Leaside area of Toronto. Trace Manes Park, between Rumsey Road and McRae Drive. Our members enjoy many well organised activities including Round Robins, (there are four per week), House League and for the more advanced players, Tournaments, Ladies and Intercounty Teams.

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Leaside Homes

Leaside residents can enjoy nature and fitness activities in Serena Gundy Park and Sunnybrook Park. In addition to offering great picnic spots, Sunnybrook Park features top notch sports fields, an exercise trail, horseback riding stables and a licensed snack bar.

Trace Manes Park, located in south Leaside off McRae Drive is the home of the Leaside Tennis Club which has six tennis courts. Trace Manes Park also has a tots' playground, a baseball diamond and an outdoor natural ice rink which is in use from late December until the end of February. The Leaside Public Library is situated adjacent to this park off McRae Drive.

Howard Talbot Park, situated in a picturesque valley at the south-east corner of Bayview and Eglinton Avenues features two baseball diamonds that are popular with local baseball leagues.

Bus service winds through the interior of the Leaside neighbourhood, south of Eglinton Avenue and connects to the St. Clair subway station on the Yonge-University-Spadina subway line. Bus routes on Bayview and Eglinton Avenues connect to the Davisville and Eglinton stations on the Yonge-University-Spadina subway line.

Motorists can be downtown in ten minutes via the Bayview extension which also links up with the Don Valley Parkway and a myriad of commuter highways.