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SOME OF TORONTO'S TOP NEIGHBOURHOODS FOR THE AFFLUENT

Toronto, a city steeped in history, boasts many top neighbourhoods for the affluent that tell stories from the past. These areas may seem familiar, but did you know they’re also home to some of Toronto’s most prestigious and culturally significant districts? Let’s explore these unique neighbourhoods, which have preserved their charm and historical value for future generations.

1. THE ANNEX

The Annex is one of Toronto’s earliest districts, dating back to the mid-1900s. Construction began in 1886, and the area quickly became a hotspot for the city’s elite. Renowned architects designed grand homes here, many of which still stand today. Following World War II, some of these homes were converted into tenant-occupied houses.

In 1994, the East Annex officially became a Heritage Conservation District, one of the city’s first. Consequently, this district stands as a living testament to Toronto’s architectural and cultural evolution. The buildings reflect the city’s rich historical fabric. Today, the Annex remains one of Toronto’s top neighbourhoods for the affluent, blending history with luxury.

2. HARBORD VILLAGE

Harbord Village, located between the Annex and Little Italy, is rich in cultural history. Developed in the 1880s and 1890s, it originally formed part of the Baldwin family’s 1870s College Street Edition. Over time, Harbord Village transformed from a working-class area into a vibrant, multicultural community.

In the late 19th and early 20th centuries, Harbord Village saw an influx of Jewish and Italian families. Although the area faced urban decline after World War II, it was revitalized in the 1970s by community-driven efforts. Today, Harbord Village reflects its multicultural roots while embracing modern urban development. It’s now considered one of Toronto’s top neighbourhoods for the affluent, offering a unique mix of cultural heritage and upscale living.

3. ROSEDALE

Rosedale is one of Toronto’s most prestigious and historically rich neighbourhoods, known for its grand homes and expansive green spaces. North Rosedale boasts Victorian, Georgian, and Edwardian homes—each a masterpiece of design. As such, the Rosedale Residents Association ensures that any new development or renovation aligns with the original aesthetic of the neighbourhood.

North Rosedale

Additionally, North Rosedale’s charm is complemented by its proximity to downtown, top-rated schools, lush parks, and unique shopping and dining options. South Rosedale, on the other hand, features an eclectic mix of Georgian Revival and English cottage styles, offering a tranquil yet urban atmosphere.

South Rosedale

South Rosedale was established through the estates of early settlers, including Captain George Plater and William Botsford Jarvis. After a 2002 Heritage study, the area officially became a Heritage Conservation District. As a result, its curvilinear streets and picturesque garden designs continue to attract those seeking an architectural haven.

4. HAZELTON AVENUE

Hazelton Avenue, located in Yorkville, mixes residential charm with commercial appeal. This area traces its roots back to the early 19th century when it was initially settled around Davenport Road. By the mid-20th century, it had become a working-class streetcar suburb, with many 19th-century homes still standing.

In the 1950s, Hazelton Avenue transformed into a creative hub for artists, musicians, and actors. The Yorkville Triangle Land Use Planning Study and a 1999 Heritage Conservation District study helped preserve the street’s historical integrity. Today, Hazelton Avenue features mature trees, cohesive architectural styles, and high-quality new constructions, all contributing to its affluent character and historical significance. It remains one of Toronto’s top neighbourhoods for the affluent, combining art, history, and luxury living.

 

Toronto’s top neighbourhoods for the affluent offer more than just visually stunning surroundings. Indeed, they are living testaments to the city’s rich history and cultural evolution. These districts showcase architectural styles that have stood the test of time and provide insight into the diverse communities that have shaped Toronto’s character.

From the grand homes of the Annex to the vibrant streets of Harbord Village, and the prestigious properties of Rosedale to the artistic charm of Hazelton Avenue, each neighbourhood tells a unique story. Ongoing preservation efforts ensure these areas remain cherished parts of Toronto’s urban landscape for generations to come.

Curious to live in one of these Toronto neighbourhoods? Reach out to our team for guidance. 

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