St.Andrew-Windfields
North Toronto's elite enclave of estates and equestrian roots
About St.Andrew-Windfields
St. Andrew-Windfields is one of Toronto's most exclusive residential neighbourhoods, a district of expansive estate homes set on oversized lots in the heart of North York. The Windfields area takes its name from the famous Windfields Farm, once the breeding ground for Northern Dancer and other champion thoroughbreds. That equestrian heritage lingers in the neighbourhood's generous setbacks, paddock-sized lawns, and winding roads that feel more country lane than city street. The homes here are among the most valuable in the city, ranging from mid-century estates to custom-built modern mansions, many hidden behind hedges and wrought-iron gates. The neighbourhood is served by some of Toronto's most prestigious private schools, including the Toronto French School and Crestwood Preparatory College. The Bridle Path, which runs through the area, is legendary for its mega-mansions. Despite the exclusivity, residents are well-served by transit on Bayview Avenue and Sheppard Avenue, and the area offers easy access to the Sunnybrook Park trail system.
Key Highlights
Walkability
40/100 — Large-lot estate neighbourhood designed around car use
Transit
TTC bus 11 Bayview, bus 85 Sheppard East; Bayview station (Line 4 Sheppard) to the south
Vibe
Elite, estate-living, equestrian-rooted
What Makes St.Andrew-Windfields Special
Liveability Scores
Walk Score
Car-Dependent
Transit Score
Minimal Transit
Bike Score
Minimal Infrastructure
Local Favourites in St.Andrew-Windfields
The best-rated spots right in the neighbourhood, from cosy cafes to beautiful parks.
Parks & Green Spaces
Dunlace Park
4.428 Dunlace Dr, Toronto, ON M2L 2S1, Canada
Talara Park
4.3Talara Park, 35 Talara Dr, North York, ON M2K 1A3, Canada
Rean Park
4.27 Rean Dr, Toronto, ON M2K 1A5, Canada
Harrison Park
3.941 Wimpole Dr, North York, ON M2L 2L2, Canada
York Mills Gardens
3.82639 Bayview Ave, North York, ON M2L 1B8, Canada
Happening in Toronto
Upcoming events, festivals, and community gatherings across the city.
Hamilton at the Princess of Wales Theatre
Princess of Wales Theatre
St. Lawrence Market Saturday Artisan Market
St. Lawrence Market
AGO Exhibit: Canadian Modernism Reimagined
Art Gallery of Ontario (AGO)
Toronto Tech Meetup: AI & the Future of Work
MaRS Discovery District
Jazz Nights at The Rex Hotel
The Rex Hotel Jazz & Blues Bar
Improv Comedy Night at Second City Toronto
The Second City Toronto
Nearby Neighborhoods
Explore the communities surrounding St.Andrew-Windfields.
Guides & Articles
Helpful resources for anyone exploring Toronto neighbourhoods.
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