Leaside is one of Midtown Toronto's most consistently in-demand neighbourhoods — and for good reason. With top-ranked schools, generous lot sizes, a strong sense of community, and easy access to downtown, it's the neighbourhood families move to and rarely want to leave.Situated east of Yonge Street and north of Pottery Road, Leaside is a self-contained community with its own village feel, anchored by the shops and restaurants along Bayview Avenue.

LIVING IN LEASIDE

Leaside's housing stock is predominantly detached and semi-detached homes built largely in the 1930s through 1950s — solid, well-proportioned houses on generous lots with mature trees and wide, quiet streets. Many homes have been extensively renovated or rebuilt, offering buyers a wide spectrum from original character homes to modern custom builds. Bayview Avenue serves as the neighbourhood's main street, offering everyday conveniences from grocery stores and independent cafés to acclaimed restaurants and boutique shops. The Leaside Arena and extensive park system — including Trace Manes Park and Leaside Memorial Gardens — make it exceptionally family-friendly.

WHO BUYS AND SELLS IN LEASIDE

Leaside is a natural destination for families upsizing from a condo or smaller semi-detached in the Annex, Davisville, or Mount Pleasant corridor — drawn by the school catchments, the space, and the neighbourhood's long-term stability and value appreciation. On the seller side, many long-time Leaside homeowners eventually look to downsize — either within the neighbourhood to a smaller detached or semi, or to a premium condo in Midtown. Navigating this transition well requires both market knowledge and a clear strategy for what comes next.

THE LEASIDE MARKET

Leaside has demonstrated remarkable price resilience over the years. Detached homes typically range from $1.6M to over $3.5M depending on size, lot, and finishes. The neighbourhood's limited inventory and strong buyer demand mean that well-presented, properly priced homes routinely generate significant interest and competitive offers.

THINKING OF BUYING OR SELLING IN LEASIDE?

Whether you're ready to upsize into a Leaside family home or thinking about what downsizing looks like for your next chapter, I'm here to guide you through every step. My approach is straightforward — I'll tell you exactly what I'd do if it were my own home, and I'll work tirelessly to get you the best possible outcome.

REQUEST A HOME EVALUATION

BOOK A BUYER CONSULTATION