Leaside Real Estate


Recently Listed:

291 Bessborough Drive - Sold


182 McRae Drive - Sold


134 Leacrest Road - Sold


356 McRae Drive #401 - Sold


356 McRae Drive #307 - Sold


356 McRae #202 - Sold


Recently Bought:

35 Brian Peck Cres Ph16 - Leaside
35 Brian Peck Cres Ph16 - Leaside
160 Vanderhoof #1009
160 Vanderhoof #1009

Allan, a long term client, finds a new home in Leaside with the JKT's help


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
Leaside Street 2
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
Leaside Homes 2
Leaside Homes
Leaside Homes 3
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
Leaside Homes 4
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.

Leaside Homes 5
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.

Map of Leaside

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5 comments on “Leaside Real Estate

  1. Julie, you might be more credible if you showed a map of the entire Leaside Area. Like many realtors, you are fixated on South Leaside, and give no credence to North Leaside. In fact, North Leaside is not even on your map. Why? We just had a 2.5 million built on our street. Please get a map on your site that shows all the streets North of Eglinton and East of Bayview–such as Bessborough, Broadway, Annesley, Glenvale, Hanna, Roehampton, Donlea, Dividale, Rumsey, Parkhurst, Rykert, Laird for a start….Pat Phenix

  2. Hi Julie,
    we have a semi in Leside with one bathroom on the second floor , we want to renovate the bathroom and would like your professional opinion, In terms of resale value would it be acceptable to switch the bath tub to shower? And have the bathtub in the basement bathroom Thank you very much

    1. HI Saba,
      I find that young families like to have a tub in the house for giving their children baths. If there is a tub in the basement that is nice and usable, then I would say switching the bath to shower upstairs should be fine. We hope this helps you!

      The Julie Kinnear Team

  3. Hi Julie,
    I live on Heather Road (28). The house will be available for a one month short term rental Feb 23. If you know anyone who’s interested I would appreciate you hooking us up.

    1. Hi John,
      Thank you for your information but we don’t handle rentals. Our advice for rentals is that Craigslist and Kijiji are always amazing websites for that. Good Luck!

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