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Leaside-Bennington, Toronto

Real Estate Market Report

ActiveCurrent active residential listings.
34
Sold (12 mo)Sold residential listings, trailing 12 months.
177

Based on geocoded sales; may understate total volume.

Median PriceMedian sold price, trailing 6 months.
$1.94M
Avg DOMAverage days on market (sold, 6 months).
25 days
SP/LPMean sale-to-list ratio (6 months).
98.9%
MOIMonths of inventory.
1.9 months

Source: MLS data under license · Aggregated by REintel / Direct Realty Ltd., Brokerage · Trailing 12 months · sold residential · median 12-month basis

Living in Leaside-Bennington

Leaside-Bennington is a well-established residential neighbourhood in the midtown-east section of Toronto, Ontario, known for its quiet, tree-lined streets, strong community identity, and proximity to the Don Valley ravine system. Housing in Leaside-Bennington consists largely of brick detached and semi-detached homes built between the 1920s and 1960s, with a smaller number of newer infill townhouses and low-rise condominiums. With a current median sold price of $365,000 and 7 active listings, supply here remains tight. Typical lots range from 25 to 40 feet wide, and most homes offer two to four bedrooms. The average days on market sits at 26 days, reflecting a balanced but competitive buying environment consistent with patterns tracked by the Canadian Real Estate Association (CREA) across Toronto's established midtown neighbourhoods. Transit access is solid. The Toronto Transit Commission (TTC) operates bus routes connecting residents to the Eglinton Crosstown LRT corridor along Eglinton Avenue East, providing rapid transit across the city. Drivers benefit from quick access to the Don Valley Parkway (DVP), which links north to Highway 401 and south to the Gardiner Expressway, making Leaside-Bennington a practical base for commuters moving across the Greater Toronto Area. Bayview Avenue serves as the neighbourhood's main commercial spine, offering a walkable mix of independent cafes, specialty food retailers, sit-down restaurants, and boutique shops. The strip maintains a neighbourhood-scale feel rather than a dense urban character, with most businesses oriented toward everyday resident needs. Outdoor recreation is a genuine asset here. Sunnybrook Park, one of Toronto's largest green spaces, lies just to the east and includes extensive trail networks, sports fields, and off-leash dog areas. The ravine system along the East Don River connects into the broader city-wide trail network. Trace Manes Park, within the neighbourhood itself, offers a community centre, tennis courts, and a seasonal splash pad. Leaside-Bennington draws a mix of long-established families, professionals with school-age children, and older residents who have lived in the area for decades. Its reputation for strong public schools and low-density residential character appeals to buyers who prioritize stability. According to Statistics Canada community profiles, similar inner-Toronto neighbourhoods skew toward owner-occupied households with above-average median incomes, a pattern consistent with Leaside-Bennington's profile.

Content generated with AI assistance based on local data sources.

Frequently Asked Questions

▶What types of homes are most common in Leaside-Bennington?

The neighbourhood is dominated by brick detached and semi-detached homes from the 1920s through the 1960s. Infill townhouses and small condominium buildings exist but are less common. Most properties sit on lots 25 to 40 feet wide with two to four bedrooms.

▶How easy is it to commute from Leaside-Bennington to downtown Toronto?

Commuting is reasonably convenient. TTC bus routes connect to the Eglinton Crosstown LRT, which runs east-west across midtown. Drivers can reach the Don Valley Parkway within minutes, providing direct access to the downtown core or Highway 401.

▶Is Leaside-Bennington a good neighbourhood for families?

It is widely considered one of Toronto's more family-oriented inner-city neighbourhoods. The area is associated with strong public school catchments, low-density residential streets, nearby parks including Sunnybrook Park, and a relatively low-traffic environment compared to denser urban areas.

▶How competitive is the real estate market in Leaside-Bennington?

With only 7 active listings and an average of 26 days on market, inventory is limited and the market moves at a measured pace. Buyers should expect competition for well-priced properties. The Canadian Real Estate Association (CREA) data on comparable Toronto neighbourhoods suggests that low supply in established areas tends to support stable pricing over time.