229 Winona Drive

Oakwood Village, Toronto, M6C 3S4

$1,569,000

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  • 6+1 bedrooms
  • 3 bathrooms
  • 2 parking
  • 2000-2500 sq ft

Listed 41 days ago · MLS® C13757114

About this home

Attention Investors and End-Users! A high-potential property has arrived just north of the vibrant crossroads of St. Clair Avenue West and Winona Drive. Nestled in a quiet, coveted, and family-friendly neighbourhood where Humewood, Hillcrest, Oakwood Village, and Wychwood meet, this versatile detached home offers an amazing opportunity to make it your own, providing the ultimate canvas for a spectacular single-family home transformation.This bright, spacious, and updated home features 6 bedrooms, 3 bathrooms, and 3 kitchens. Complete with on site parking for two vehicles total and a garage for parking for one of those 2 vehicles and\or extra storage, the property is exceptionally accessible with the TTC just steps away. Enjoy a quick commute to both St. Clair subway stations via the streetcar, with cafes, bars, restaurants, and vibrant city life all within walking distance. With a Walk Score of 95, you do not want to miss this opportunity-act now!

Details

Type
Detached
Style
2-Storey
Size
2000-2500 sq ft
Lot
33 × 100 ft
Basement
Finished with Walk-Out
Garage
Detached
Kitchens
3
Property tax
$6,637 (2026)
Neighbourhood
Oakwood Village
Municipality
Toronto C03
Price per sq ft
$697 (29% below detached houses in Oakwood Village, $977)

Interior

Bedrooms
6 above ground + 1 below
Bathrooms
1 × 4-piece (second), 1 × 4-piece (main), 1 × 3-piece (lower)
Kitchens
3 (1 below ground)
Rooms
10 above ground + 3 below
Family room or den
No
Fireplace
No

Heating, cooling and services

Heating
Radiant, Gas
Air conditioning
Wall Unit(s)
Water and sewer
Sewer

Building and exterior

Style
2-Storey
Exterior
Brick
Roof
Shingles
Faces
East

Parking

Garage spaces
1
Total parking
2

Lot

Size
33 × 100 ft

More

Possession
Flexible
Cross street
St.Clair and Winona

Rooms

RoomLevelSizeFeatures
Living RoomMain4.12 × 3.69 m (13'6" × 12'1")Window, West View, Overlooks Dining
Dining RoomMain3.96 × 3.26 m (13' × 10'8")Window, Linen Closet, Overlooks Living
KitchenMain5.67 × 2.87 m (18'7" × 9'5")Window, East View, Tile Floor
BathroomMain1.98 × 1.25 m (6'6" × 4'1")Glass Block Window
Primary BedroomMain3.35 × 2.99 m (11' × 9'10")Window, Closet
Bedroom 2Main3.02 × 2.74 m (9'11" × 9')Window, Laminate
KitchenSecond3.84 × 3.69 m (12'7" × 12'1")Window, Tile Floor
Primary BedroomSecond4.82 × 3.05 m (15'10" × 10')Window, Laminate
Bedroom 2Second3.63 × 2.77 m (11'11" × 9'1")Window, Laminate
Bedroom 3Second4.39 × 2.68 m (14'5" × 8'10")Window, Laminate
Bedroom 4Second4.39 × 3.26 m (14'5" × 10'8")Window, Laminate
BathroomSecond2.35 × 2.32 m (7'9" × 7'7")Window, Tile Floor
KitchenBasement4.08 × 3.08 m (13'5" × 10'1")W/O To Yard, Tile Floor
BedroomBasement4.02 × 2.29 m (13'2" × 7'6")Window, Tile Floor
BathroomBasement2.17 × 0.95 m (7'1" × 3'1")Window, Tile Floor
RecreationBasement5.67 × 4.27 m (18'7" × 14')Laminate, Window
Furnace RoomBasement2.68 × 1.25 m (8'10" × 4'1")Concrete Floor
LaundryBasement2.44 × 2.23 m (8' × 7'4")Concrete Floor

History of this address

1 earlier listing at this address, with sold and leased prices. Create a free account or sign in to see them.

Location

Location is approximate. See nearby homes on the map

Recent sales nearby

See what similar homes within 1 km sold for in the last year. Create a free account or sign in to see them.

The neighbourhood

Getting around Very walkable

  • 🚇 St. Clair West Subway1.5 km
  • 🚇 Oakwood LRT1.9 km
  • 🚆 Mount Dennis GO4.5 km

Within a 10-minute walk: 6 grocery stores, 86 cafés and restaurants, 10 parks, 10 pharmacies. Nearest grocery: No Frills (50 m). Nearest park: Roseneath Park (150 m).

Schools nearby

Elementary

  • St. Alphonsus Catholic School Catholic
    EQAO: Gr 6 reading 96%, math 50%
    3 min walk
  • McMurrich Junior Public School
    EQAO: Gr 6 reading 96%, math 75%
    7 min walk
  • Rawlinson Community School
    EQAO: Gr 6 reading 82%, math 39%
    9 min walk
  • Humewood Community School
    EQAO: Gr 6 reading 87%, math 60%
    11 min walk

Secondary

  • Oakwood Collegiate Institute
    EQAO: Gr 9 math 44%, literacy test 88%
    7 min walk
  • Winona Drive Senior Public School8 min walk

EQAO: share of students meeting the provincial standard (2024–25). Ontario average: Gr 6 reading 86%, math 51%; Gr 9 math 55%; literacy test 83%.

Closest schools, not school zones. Check which school serves this address with the school board before relying on it.

Who lives here postal area M6C

Owners / renters
50% / 50%
Median household income
$91,000
Average age
41
Children under 15
16%
Homes
35% detached, 23% high-rise
Commute by transit
33%
Population
23,997

Languages spoken most at home besides English: Spanish 2%, Tagalog (Pilipino, Filipino) 2%, Portuguese 1.7%, Italian 1.3%.

Flood and conservation No mapped hazard

Not inside a mapped flood plain or regulated area.

Screening maps only. Ask the conservation authority for a property inquiry before relying on this.

Safety

Major crime per resident in Oakwood Village (2025): 26% below the Toronto average, down 10% from the year before.

  • Assaultabout average
  • Break and enter44% below average
  • Auto theftabout average
  • Robbery84% below average
  • Theft from vehicles34% below average
  • Shootings48% below average

Crime Severity Index for Toronto police: 60 vs 57 for Ontario (2025).

Police-reported figures for the whole neighbourhood, not this street. Rates use the area’s resident population.

Development nearby 1 active

  • 908 ST CLAIR AVE W · 150 m
    Plan of Condominium · Draft Plan Approved · applied 2021
    Draft Plan of Standard Condominium for 173 units.
    Application details
  • 861 ST CLAIR AVE W · 200 m
    Plan of Condominium · Closed · applied 2024
    Draft Plan of Condominium for a 10-storey mixed-use building containing 78 residential condominium units.
    Application details
  • 900 ST CLAIR AVE W · 150 m
    Plan of Condominium · Closed · applied 2022
    Draft Plan of Standard Condominium for a 12 storey mixed-use building with 118 residential units.
    Application details
  • 836 ST CLAIR AVE W · 150 m
    Plan of Condominium · Closed · applied 2022
    Draft Plan of Condominium application for 116 residential dwelling units and 3 retail units within a 8-storey mixed use building, with 2 levels of underground…
    Application details

Rezoning, site plan, subdivision and condominium applications filed with the city.

Distances are approximate. Places © OpenStreetMap contributors. Neighbourhood figures: Statistics Canada, 2021 Census. School results: EQAO via Ontario Data Catalogue (Open Government Licence – Ontario). Neighbourhood crime: Toronto Police Service Public Safety Data Portal (Open Government Licence – Toronto Police Service). Crime Severity Index: Statistics Canada. Planning applications: City of Toronto open data.

Living here

Commute

To Union Station (downtown Toronto): 6 km. Transit times · Driving times

Noise Nothing major nearby

No highway within 500 m, rail line within 300 m, or airport flight path nearby.

Distances from the map, not noise measurements. Visit at rush hour to judge for yourself.

What can be built RM

Residential Multiple Dwelling (with a site-specific exception).

  • ✅ Up to 6 homes on the lot (multiplex): a sixplex ward
  • ✅ Garden suite in the backyard
  • ✅ Laneway suite, if the lot backs onto a lane

From Toronto’s Zoning By-law 569-2013 map. Lot size, setbacks and trees decide what actually fits; check with a planner before you buy.

Full lot check · Run the numbers

Building permits

No building permits at this address since 2014.

1 permit on this block of the street in the last 2 years.

Permits filed with the City of Toronto. A permit doesn’t mean the work passed final inspection.

Trees

79 City street trees within 100 m, mostly maples. That’s more than the Toronto average of 42.

Trees on City boulevards only, not private yards or parks.

Internet High-speed

50/10 Mbps or faster available here by cable, fibre or DSL (the federal high-speed target).

From the federal broadband map. Check exact speeds and providers for the address.

Short-term rentals

Only in your principal residence (where you live). The entire home can be rented up to 180 nights a year; renting up to 3 bedrooms while you live there has no limit. Hosts register with the City and collect the 6% accommodation tax.

City rules

Zoning, heritage, building permits and street trees: City of Toronto open data (Open Government Licence – Toronto). Roads, rail, airports and planned stations © OpenStreetMap contributors. Internet: Innovation, Science and Economic Development Canada, National Broadband Data.

Listed by ROYAL LEPAGE SUPREME REALTY.

Listing information provided by PropTx Innovations Inc. and TRREB; deemed reliable but not guaranteed accurate by PropTx.

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