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Murat Sahiner, Broker | Home6 Team at RE/MAX Realtron Realty Inc., Brokerage | 88 Konrad Crescent, Markham, ON L3R 8T7

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229 Winona Drive Toronto C03
For SalePrice DropOakwood Village

229 Winona Drive Toronto C03, Detached for Sale

MLS® C13757114

Oakwood Village, Toronto, ON

60 days on market
$1,499,000
Previously $1,569,000
Show on Map
Show on Map
7Beds
3Baths
2,250Sqft
2Parking
Detached

Overview· 229 Winona Drive Toronto

MLS® #C13757114

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!

Broker

ROYAL LEPAGE SUPREME REALTY

Neighbourhood

Oakwood Village

Walk 93Avg $1.3MArea guide

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Walk Score®97Walker's ParadiseWalker's Paradise
Transit Score®80Excellent TransitExcellent Transit
Bike Score®77Very BikeableVery Bikeable
Schools9621 schools within 1.5 km · nearest 228 m21 schools within 1.5 km · nearest 228 m
Parks706 parks within 1 km · nearest 278 m6 parks within 1 km · nearest 278 m
Convenience9359 groceries, cafes and pharmacies within 1 km · nearest 56 m59 groceries, cafes and pharmacies within 1 km · nearest 56 m
Safety66Safer than 66% of Toronto neighbourhoods (2025)Oakwood Village: 1,174 incidents per 100,000 residents in 2025, across all crime types, ranked against 158 Toronto neighbourhoods. Toronto counts resident population only, so business and entertainment districts rank worse than residents experience. Source: Toronto Police Services.

Highlights & Amenities· 229 Winona Drive Toronto

Source: MLS® listing data
229 Winona Drive Toronto

Detached

229 Winona Drive Toronto

Oakwood Village

Type

Detached

Basement

Finished with Walk-Out

Parking

Detached (2)

Property Tax

~$6,637/yr

Heating

Radiant

Buying Essentials

Square Feet

2250 sqft

Facing Direction

East

Parking

Detached (2)

Finances

List Price

$1,499,000

Price per SQFT

$666/sqft

Property Tax

~$6,637/yr

Property Specs

Property Type

Detached

MLS Size

2250 sqft

Basement

Finished with Walk-Out

Living & Amenities

Heating Type

Radiant

Features

None

Policies & Utilities

Neighbourhood

Oakwood Village

Listed On

Sep 8, 2026

Price & Listing History

Days on Market

Current: 60 days

0306090120+

Rooms

Living Room(Main)

Window, West View, Overlooks Dining

13.5 x 12.1

164 sqft

Dining Room(Main)

Window, Linen Closet, Overlooks Living

13.0 x 10.7

139 sqft

Kitchen(Main)

Window, East View, Tile Floor

18.6 x 9.4

175 sqft

Bathroom(Main)

Glass Block Window

6.5 x 4.1

27 sqft

Primary Bedroom(Main)

Window, Closet

11.0 x 9.8

108 sqft

Bedroom 2(Main)

Window, Laminate

9.9 x 9.0

89 sqft

Kitchen(Second)

Window, Tile Floor

12.6 x 12.1

153 sqft

Primary Bedroom(Second)

Window, Laminate

15.8 x 10.0

158 sqft

Bedroom 2(Second)

Window, Laminate

11.9 x 9.1

108 sqft

Bedroom 3(Second)

Window, Laminate

14.4 x 8.8

127 sqft

Bedroom 4(Second)

Window, Laminate

14.4 x 10.7

154 sqft

Bathroom(Second)

Window, Tile Floor

7.7 x 7.6

59 sqft

Kitchen(Basement)

W/O To Yard, Tile Floor

13.4 x 10.1

135 sqft

Bedroom(Basement)

Window, Tile Floor

13.2 x 7.5

99 sqft

Bathroom(Basement)

Window, Tile Floor

7.1 x 3.1

22 sqft

Recreation(Basement)

Laminate, Window

18.6 x 14.0

261 sqft

Furnace Room(Basement)

Concrete Floor

8.8 x 4.1

36 sqft

Laundry(Basement)

Concrete Floor

8.0 x 7.3

59 sqft

RoomsDimensionsFeaturesSqft
Living Room(Main)13.5 x 12.1Window, West View, Overlooks Dining164
Dining Room(Main)13.0 x 10.7Window, Linen Closet, Overlooks Living139
Kitchen(Main)18.6 x 9.4Window, East View, Tile Floor175
Bathroom(Main)6.5 x 4.1Glass Block Window27
Primary Bedroom(Main)11.0 x 9.8Window, Closet108
Bedroom 2(Main)9.9 x 9.0Window, Laminate89
Kitchen(Second)12.6 x 12.1Window, Tile Floor153
Primary Bedroom(Second)15.8 x 10.0Window, Laminate158
Bedroom 2(Second)11.9 x 9.1Window, Laminate108
Bedroom 3(Second)14.4 x 8.8Window, Laminate127
Bedroom 4(Second)14.4 x 10.7Window, Laminate154
Bathroom(Second)7.7 x 7.6Window, Tile Floor59
Kitchen(Basement)13.4 x 10.1W/O To Yard, Tile Floor135
Bedroom(Basement)13.2 x 7.5Window, Tile Floor99
Bathroom(Basement)7.1 x 3.1Window, Tile Floor22
Recreation(Basement)18.6 x 14.0Laminate, Window261
Furnace Room(Basement)8.8 x 4.1Concrete Floor36
Laundry(Basement)8.0 x 7.3Concrete Floor59

Rooms

18

Listed Room Area

2,073 sqft

Source

Estimated from MLS room dimensions

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Nearby Schools

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Schools closest to 229 Winona Drive Toronto.

Source: No verified source available.Catchment boundaries and ratings are shown only when available.

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Mortgage Calculator

Mortgage Summary

Mortgage Payment$6,029/mo
Property Tax$553/mo
Total Monthly$6,582

Monthly Cash Flow (investors)

$
Net Cash FlowN/A

Closing Costs

Estimated closing costs$0
Cash required incl. down payment$0