If you’re searching for the perfect residential neighbourhood, look no further than the Annex. Located in the heart of the city, this vibrant area is known for its picturesque streets, lively local businesses, and strong sense of community. The neighbourhood’s diversity is reflected in its housing stock, which includes everything from mid-rise apartment buildings to some of the grandest (and most distinctive) older houses in the city.

Learn what makes the Annex so special here in our neighbourhood guide…

The History

The Annex remains an incredibly popular neighbourhood, though its character has shifted over the years. Subdivided in the 1870s, the area was long known as one of the city’s most fashionable. Timothy Eaton (founder of the Eaton’s department store) was one of its most notable residents.

Following the 1920s, many of the Annex’s elite residents left for upscale suburbs like Forest Hill. Fortunately, the neighbourhood’s appeal has endured—due in large part to the beauty of its residential architecture and the strength of the Annex Residents Association.

Your Neighbours

Part of what makes the Annex special is the mix of people who call the area home. Academics and creative types are drawn to the neighbourhood for its authentic feel and proximity to the University of Toronto. Affluent buyers adore its gorgeous older homes, mature trees, and picturesque streets.

Put simply, the Annex is far from a cookie-cutter community—and its residents reflect that. If you decide to live here, one thing you can count on is neighbours who take pride in where they live (and care for their homes accordingly).

Where to Shop and Dine

In the Annex, you’ll find eclectic restaurants, nightlife, and shops. While many of these businesses cater to students, there’s no shortage of places where you can have a truly inspired meal or incredible shopping experience.

Fans of modern French cuisine will want to try Nord Bistro. This Dupont Street favourite is the ideal place to enjoy duck confit with a cocktail! If Japanese is more your thing, Kinka Izakaya brings something different to the table with its inventive small plates. Pisac serves up flavourful Peruvian (including pitch-perfect ceviche), while Opus is known for its impressive fusion menu and wine list.

When you’re ready to explore the local boutiques, you won’t be disappointed. The local stretch of Bloor Street West is bustling with shops that sell designer clothing, unique home decor, high-end kitchenware, charming greeting cards, and everything in between.

Literature aficionados won’t want to miss BMV Books (one of the city’s most beloved independent chains) and Contact Editions (one of the best rare book stores in the city).

Places to Explore

When you’re looking for something different, check out the Bloor Hot Docs Cinema. This renovated old theatre, which is over 100 years old, is now used to showcase documentaries.

The Miles Nadal Jewish Community Centre (MNJCC) offers a state-of-art fitness centre, saltwater pool, and local theatre, along with a wealth of arts, cultural, and recreational programs. While it’s committed to values grounded in the Jewish faith, the MNJCC is welcoming to the community at large.

When you need some outdoor time, head to Jean Sibelius Square (a pretty, well-treed green space in the heart of the neighbourhood) or Vermont Square Park (a Seaton Village staple with an off-leash area and bocce ball courts).

Real Estate

Along its wide, tree-lined streets, the Annex boasts gorgeous Victorian-era homes—including some prime examples of Queen Anne architecture. Sandstone and brick exteriors combine with refined period details in some of the area’s most stunning residences.

The neighbourhood is also known for its own distinctive “Annex-style” architecture. Features include Romanesque arches and decorative turrets.

Home pricing in the Annex runs the gamut. For just over a million dollars, you can purchase a smaller semi-detached property (so long as you’re okay without dedicated parking and are willing to do some renovations). Some of the grandest homes can eclipse $10 million, and they’re worth the price tag.

When it comes to the Annex, one thing is certain. No matter which pocket you decide to call home, you’ll enjoy the beauty, convenience, and sense of community that comes with living in one of Toronto’s most wonderful neighbourhoods.

When you’re ready to find and secure the perfect home in the Annex, we’re ready to guide you in your search. Reach out to benefit from our local expertise!

For more Toronto neighbourhood information see our guides on Lawrence Park, Yorkville, Moore Park & Rosedale