
Oakwood Village

About The Neighbourhood
To the west of popular Humewood and Wychwood is Oakwood Village, a new destination for first-time homebuyers thanks to the relative affordability of its detached and semi-detached homes. Some of the houses in this neighbourhood have been converted into duplexes and triplexes, easing the financial burden of young owners by enabling them to generate income through apartment rentals. There’s also still a nice mix of older Italian and Portuguese multigenerational families living in the neighbourhood, especially between Oakwood Avenue and Dufferin Street.
In the past, there was always a bit of a stigma around Oakwood Village but that’s definitely changing – and quickly! In fact, investors are prowling the area for opportunities as they see the value of homes rising and the retail stretch evolving.
Over the past few years, independent coffee shops, gastropubs and family-oriented businesses like dance schools and child-oriented martial arts studios have set up home in the Oakwood Village neighbourhood. Over the next few years, we’ll undoubtedly watch its gentrification unfold and prices rise.

- East:Winnett Avenue and Arlington Road
- West:Dufferin Street
- North:Eglinton Avenue West
- South:St. Clair Avenue West
Public Schools
- Humewood Community School15 Cherrywood Avenue416.394.2383
- Rawlinson Community School231 Glenholme Avenue416.394.3080
- J.R. Wilcox Community School231 Ava Road416.394.2388
- Vaughan Road Collegiate Institute (Closed June 2017)529 Vaughan Road416.394.3222
- Oakwood Collegiate Institute991 St. Clair Avenue West416.393.1780
- St. Alphonsus Catholic School60 Atlas Avenue416.393.5326
- St. Clare Catholic School124 Northcliffe Boulevard416.393.5214
Private Schools
- Hudson College21 Ascot Avenue416.631.0082
- Leo Baeck Day School501 Arlington Avenue416.787.9899
- Robbins Hebrew Academy1700 Bathurst Street416.224.8737
- St. Michael’s College School1515 Bathurst Street416.653.3180
Oakwood Village is well served by buses within walking distance of every home. Service can be accessed on Vaughan Road, Eglinton Avenue West and Oakwood Avenue. The bus that runs on Oakwood Avenue and currently travels to the Eglinton West subway station will eventually take residents to the Crosstown LRT, which promises to ease east-west movement across Eglinton. There’s also the St. Clair streetcar, which takes residents to the St. Clair West subway station in just 10 minutes.
The west side of downtown can be reached by car in 10 to 15 minutes via Dufferin Street, Ossington Avenue, or Christie Street. Highway 401 can also be reached in 15 to 20 minutes via the Allen Road expressway.