229 Winona Drive

Oakwood Village, Toronto, Ontario M6C 3S4

Overview

At a glance

Days on market49 days
ListedSep 8, 2026
UpdatedOct 26, 2026
Size2000-2500 sq ft
Lot33 x 100 Feet
Property taxes$6,637 (2026)
Parking2 spaces
BasementFinished with Walk-Out
MLS® numberC13757114
Data sourcePropTx MLS® System
Listing brokerageROYAL LEPAGE SUPREME REALTY

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

Property

Style
2-Storey
Fronting on
East
Cross street
St.Clair and Winona
Community
Oakwood Village
Municipality
Toronto C03

Inside

Bedrooms above grade
6
Bedrooms below grade
1
Bathrooms
3
Kitchens
3
Basement
Finished with Walk-Out
Family room
No
Fireplace
No
Interior features
None

Utilities

Heating
Radiant
Heating fuel
Gas
Cooling
Wall Unit(s)
Sewer
Sewer

Building

Construction
Brick
Foundation
Unknown
Roof
Shingles
Pool
None

Parking

Garage
Detached
Parking spaces
1
Total parking
2

Land

Frontage
33
Depth
100
Lot size units
Feet
Waterfront
No
Rooms (19)
RoomLevelSizeFeatures
Living RoomMain4.12 x 3.69 MetersWindow, West View, Overlooks Dining
Dining RoomMain3.96 x 3.26 MetersWindow, Linen Closet, Overlooks Living
KitchenMain5.67 x 2.87 MetersWindow, East View, Tile Floor
BathroomMain1.98 x 1.25 MetersGlass Block Window
Primary BedroomMain3.35 x 2.99 MetersWindow, Closet
Bedroom 2Main3.02 x 2.74 MetersWindow, Laminate
KitchenSecond3.84 x 3.69 MetersWindow, Tile Floor
Primary BedroomSecond4.82 x 3.05 MetersWindow, Laminate
Bedroom 2Second3.63 x 2.77 MetersWindow, Laminate
Bedroom 3Second4.39 x 2.68 MetersWindow, Laminate
Bedroom 4Second4.39 x 3.26 MetersWindow, Laminate
BathroomSecond2.35 x 2.32 MetersWindow, Tile Floor
KitchenBasement4.08 x 3.08 MetersW/O To Yard, Tile Floor
BedroomBasement4.02 x 2.29 MetersWindow, Tile Floor
BathroomBasement2.17 x 0.95 MetersWindow, Tile Floor
RecreationBasement5.67 x 4.27 MetersLaminate, Window
Furnace RoomBasement2.68 x 1.25 MetersConcrete Floor
LaundryBasement2.44 x 2.23 MetersConcrete Floor
RoomBasement
Value

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Market read

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History

Listing history

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Compare

How it compares

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Neighbourhood

Around Oakwood Village

What’s nearby

On a busier streetBackyard faces east

  • Elementary schoolSt. Alphonsus Catholic Schoolabout 3 min walk
  • High schoolOakwood Collegiate Instituteabout 6 min walk
  • ParkRoseneath Parkabout 1 min walk
  • Playground about 2 min walk
  • TrailRawlinson Laneabout 8 min walk
  • River or lakeWychwood Creekabout 17 min walk
  • Grocery storeNo Frillsabout 1 min walk
  • DowntownTorontoabout 5 km
  • LibraryToronto Public Library - Oakwood Villageabout 10 min walk
  • Rec centre or arenaAnanta Yoga Centreabout 10 min walk
  • Golf courseDogleg Leftabout 3.4 km
  • HospitalHillcrest Groundsabout 21 min walk
  • Highway on-ramp about 3.6 km
  • GO or train stationBloorabout 3 km

Approximate: straight-line distances, and the backyard and street worked out from the map pin and map data © OpenStreetMap contributors. Check school boundaries with the school board.

On the map

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Community

The Oakwood Village market

Oakwood Village sale prices

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Costs

What it would cost

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An example rate. Use the one your lender quotes.
Every monthEstimate
Mortgage payment$0
Property tax$0
Monthly total$0
At closing
Ontario land transfer tax$0

Estimates only, not financial advice. Uses Canadian semi-annual compounding, the minimum down payment and mortgage insurance rules, and Ontario’s land transfer tax brackets. Your lender and lawyer confirm the real numbers. Legal fees, title insurance and moving costs aren’t included.

Listing courtesy of ROYAL LEPAGE SUPREME REALTY. Listing information from the PropTx MLS® System. Each listing shows the brokerage that represents it. The information provided herein must only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate and may not be used for any commercial purpose or any other purpose. Information is deemed reliable but is not guaranteed accurate by PropTx. Last updated October 27, 2026 at 4:41 p.m.

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