February 7th, 2025 | Leaside

Who Lives in Leaside, Toronto?

Who Lives in Leaside, Toronto?

Nothing short of exceptional, Leaside continuously ranks as one of Toronto’s most charming and sought-after neighbourhoods. Consciously developed to emulate the sophistication and opulence of Rosedale, Leaside attracts homebuyers who are distinguished and discerning.

While Leaside residents share a penchant for affluence, upscale amenities, and their neighbourhood’s secluded ambiance, local demographics are not entirely unvaried. Today, the community presents a diverse tapestry of residents and incoming homebuyers each compelled by a unique selection of Leaside’s attributes.

In this article, we will explore who lives in Toronto’s Leaside community. Continue reading for further insights.

Curious about life in one of midtown Toronto’s most sought-after neighbourhoods? Read our in-depth Leaside community guide here.

First-time Homebuyers

First-time homebuyers, positioned at the initial rung of the property ladder, have played an increasingly prominent role in Leaside’s evolving demographics. These are young, high-income professionals who are eager to buy an idyllic property in a vibrant neighbourhood serving as both a functional living space and a high-value asset for nurturing personal equity.

While they seldom have children already, first-time buyers are drawn to the neighbourhood’s family-friendly profile, recognizing Leaside’s secluded atmosphere, close-knit dynamic, and top-ranked schools as touchstones for future family planning.

First-time buyers have found greater opportunities in Leaside in recent years as a result of emerging residential developments – which have been numerous. Most of these modern properties are upscale condominiums thoughtfully designed to harmonize with Leaside’s distinguished profile.


Seeking more insights about Leaside’s dynamic real estate landscape? Consider these other resources from our blog.


Families

Leaside was developed with refined family living in mind. The neighbourhood’s close-knit environment, spacious homes, and proximity to essential amenities grant families an elevated lifestyle.

Along Leaside’s safe, quiet streets, large homes in various architectural styles, including Tudor Revival and Georgian, serve as comfortable abodes for family living. Like other upscale communities, most properties in Leaside feature a multitude of bedrooms and dedicated spaces for relaxation or connection – ensuring ultimate comfort and functionality.

When families arrive in Leaside, they lay down roots – often expressing a lifelong commitment to the community. This shared value of longevity limits mobility within the neighbourhood and contributes to the preservation of Leaside’s close-knit, family-oriented feel. This low degree of transience allows residents to share close bonds with their neighbours and foster meaningful, lasting relationships.

Schools in Leaside

Leaside is further appealing to selective families for the community’s remarkable schools. Maintaining a long history of academic excellence, Leaside offers an array of public, private, and faith-based learning options for students of all ages.

Leaside’s top public learning institutions (secular) include Rolph Road Elementary School, Bessborough Elementary & Middle School and Leaside High School. St. Anselm Catholic School and the francophone Holy Rosary Catholic School are esteemed options for public, faith-based education.

In addition to public education, Leaside is proximal to several elite private schools, including Upper Canada College, Branksome Hall, Bishop Strachan School, Toronto French School, Havergal College and Greenwood College School.


Eager to discover your ideal family home? Explore these related articles for further insights.


Retirees & Downsizers

When Leaside’s children grow and eventually move away from home, many parents, now empty nesters, wish to remain in their neighbourhood. However, Leaside did not always provide ample housing stock suitable to older homeowners in search of a smaller, more manageable space. This occasionally created conflict or kept empty nesters in their homes longer than they would prefer.

Today, as a result of the community’s evolving real estate profile, homeowners who have lived in Leaside for several years (in many cases decades) now have greater opportunities to downsize their homes without leaving the neighbourhood.

Armin Yousefi is honoured to be named Scott McGillivray’s Trusted Agent in Leaside, Toronto. Click here to learn more about this distinguished partnership.

Discover Your Future in Leaside

As esteemed leaders in the realm of luxury Toronto real estate, Armin Group are distinguished veterans of Leaside’s vibrant micro-market. In our years of experience buying and selling homes in Leaside, we have developed unmatched market familiarity. Leveraging this knowledge, we offer discerning buyers a strategic market entry founded on world-class service and an uncompromising work ethic.

With our extensive professional network, specialized expertise, and exclusive insights into Leaside’s historic homes and exceptional pre-construction properties, we can help streamline your home search and unveil the perfect home for your next chapter.

Distinguished experts of Leaside’s unique micro-market, Armin Group can provide an impeccable end-to-end buying experience. Send us an email at ar********@************ty.ca or call 416.960.9995 to get started.

Access Exclusive Content

Join our newsletter to receive the latest market insights, community updates, and more.