Oakwood Village Homes For Sale | Toronto Real Estate Listings

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.

Want to learn more about Oakwood Village? Let’s talk.

open_with Borders:

East: Winnett Avenue and Arlington Road

West: Dufferin Street

North: Eglinton Avenue West

South: St. Clair Avenue West

school Schools:

Public Schools

Humewood Community School
15 Cherrywood Avenue
416.394.2383

Rawlinson Community School
231 Glenholme Avenue
416.394.3080

J.R. Wilcox Community School
231 Ava Road
416.394.2388

Vaughan Road Collegiate Institute
(Closed June 2017)
529 Vaughan Road
416.394.3222

Oakwood Collegiate Institute
991 St. Clair Avenue West
416.393.1780

St. Alphonsus Catholic School
60 Atlas Avenue
416.393.5326

St. Clare Catholic School
124 Northcliffe Boulevard
416.393.5214

Private Schools

Hudson College
21 Ascot Avenue
416.631.0082

Leo Baeck Day School
501 Arlington Avenue
416.787.9899

Robbins Hebrew Academy
1700 Bathurst Street
416.224.8737

St. Michael’s College School
1515 Bathurst Street
416.653.3180

free_breakfast Coffee Shops:
  • Krave Coffee
  • Kurtis Coffee
  • Oakwood Espresso
  • Zaza Espresso Bar
directions_bus Transportation:

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.

Neighbourhood Listings

353 Winona Dr Toronto M6C 3T2
$1,999,000
  • Detached
  • 4 Bedroom
  • 25.00x140.00
  • Asset 1 5 Bathroom
View Property
108 Gloucester Grve Toronto M6C 2A8
$1,499,999
  • Detached
  • 4 Bedroom
  • 24.50x98.00
  • Asset 1 4 Bathroom
View Property
517 Northcliffe Blvd Toronto M6E 3L4
$1,399,900
  • Detached
  • 3 Bedroom
  • 23.46x122.00
  • Asset 1 3 Bathroom
View Property
View More Listings
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Coffee In The Hood

Oakwood Espresso

09.05.2017

After a busy week, I set aside some father-daughter time on the long weekend.  Our first stop, Oakwood Espresso, a local favourite of the Oakwood Village and Humewood neighbourhood residents.  This small, unassuming café is just off the main Oakwood Village retail strip, fronting on Holland Park Ave on the west side of Oakwood Avenue.  During the week, there’s usually a morning rush of neighbourhood residents who are heading to work looking to get their caffeine fix before starting their commute.  On the weekends, patrons congregate just outside the cafe with their kids and four legged friends and chat with other residents about the happenings in the area.  You’ll often hear chatter about the latest pending real estate development or rumours about new restaurants coming to the hood. My daughter loves visiting Oakwood Espresso as she knows she will always see a “doggy” waiting patiently for its owner out front. Oh, and she loves the sweet scones supplied by Baker & Scone, another local favourite located on St Clair. Avenue W. at Christie St.  At Oakwood Espresso, you can’t go wrong with their killer lattés – my usual when visiting the café. Oakwood Village has seen an influx of young families purchasing homes on the side streets east and west of Oakwood Avenue. It continues to be one of the most sought-after neighbourhoods in midtown Toronto by first time home buyers. It is one of my top neighbourhoods to watch in central Toronto as the retail strip evolves and the neighbourhood gentrifies. Be sure to visit Oakwood Espresso - enjoy the friendly company and fall in love with this local gem. Next stop, we are off to have fun in Cedarvale Park. -torontoyourway Oakwood Espresso - 342 Oakwood Avenue

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Coffee In The Hood

Krave Coffee

08.14.2017

What are you ‘Kraving’ this week? For those who know me well, my diet doesn’t consist of too much dairy, but from time to time I do like to indulge and enjoy an awesome latte. And that’s just how I decided to start out my week at Krave Coffee on St. Clair Avenue West. Krave has become one of the go-to indie coffee shops for residents living in the Humewood, Wychwood and Oakwood Village neighbourhoods in midtown Toronto. It is housed in a historic building that features large arched windows that allow the light to flood in. This is a great feature, and likely one of the reasons why so many young professionals flock here with their Macs in tow to bang out some work at 8:30AM on a Monday morning. Weekends at Krave attract many young families to the shop for a morning muffin, scone or big cookie (in the jars) and of course, a coffee fix for parents looking to get a pick-me-up This summer, the Krave Coffee owners will be opening their juice shop right next door and true to its roots, it will be called Krave Juice. Their patio will surely be buzzing having both Krave Coffee and Krave Juice attracting locals that wish to soak up the sun or do some work while sipping a tasty summer drink. If you haven’t had the chance to indulge in a Krave latte, I suggest popping in if you live in the hood. If you are passing through St Clair West, parking is super easy as Krave is lucky to have a Green P parking lot right next door. It is abundantly clear that the locals crave what the owners of Krave have to offer. It will surely continue to be one of my regular spots. See you soon @Kravecoffee. -torontoyourway Krave Coffee - 781 St Clair Avenue West

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