Listed for:Listed Sep 8, 2026
$1,569,000

229 Winona Drive

Toronto (Oakwood Village), ON M6C 3S4

Detached House For Sale
Down Payment AssistanceGet Best Mortgage Rates

Sale & Price History for 229 Winona Drive, Toronto, Oakwood Village

No listing history available

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*Sold prices and complete sale & price history are regulated data. Under the Trust in Real Estate Services Act, 2002 (TRESA) and the rules of the Real Estate Council of Ontario (RECO), and pursuant to the Multiple Listing Service® rules of the Canadian Real Estate Association (CREA) and the Toronto Regional Real Estate Board (TRREB), this information may be shown only to registered users who have agreed to the applicable terms of use (a Virtual Office Website, or "VOW," arrangement). HOMEH Inc., Brokerage therefore provides it to signed-in members only. Creating an account is free and takes under a minute.

About 229 Winona Drive, Toronto, Oakwood Village

Summarized Description

  • High-potential detached home in a sought-after neighborhood.
  • Spacious layout with 6 bedrooms and 3 bathrooms.
  • Three kitchens offer versatile living options.
  • Parking for two vehicles and additional garage storage.
  • Excellent public transit access just steps away.
  • Walking distance to cafes, bars, and restaurants.
  • Renovated and updated for modern living.
  • High Walk Score indicates great accessibility.

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!

Key Facts & Features

Property Costs

Annual Property Tax Amount
$6,637
Land Transfer Tax Fee
$55,710

Rental Items

Rental Equipment
Furnace and HWT $168.84
Under Contract
Hot Water Heater, Other

Basement Type
Finished with Walk-Out

Interior Features

Interior Extras
None
Fireplace/Stove
No
Elevator
No

Exterior Features

Pool
None

Building

Building Type
Detached
Building Style
2-Storey

Construction

Exterior Finish
Brick
Roof
Shingles
Foundation Details
Unknown
Special Designation
Unknown

Lot

Lot Front
33.00 ft
Lot Depth
100.00 ft

Parking & Garages

Garage Type
Detached
Garage Spaces
1
Parking Spaces
1
Total Garage And Parking Spaces
2

Heating & Cooling

Heat Source
Gas
Heat Type
Radiant
Air Conditioning
Wall Unit(s)
Water
Municipal
Sewers
Sewer

Bedrooms
6 + 1
Washrooms
3
Kitchens
3

Room sizes

  • Room—
    Basement level
  • Kitchen—
    Basement level, W/O To Yard, Tile Floor
  • Bathroom—
    Basement level, Window, Tile Floor
  • Kitchen—
    Main level, Window, East View, Tile Floor
  • Furnace Room—
    Basement level, Concrete Floor
  • Kitchen—
    Second level, Window, Tile Floor
  • Primary Bedroom—
    Main level, Window, Closet
  • Bedroom 4—
    Second level, Window, Laminate
  • Laundry—
    Basement level, Concrete Floor
  • Bedroom—
    Basement level, Window, Tile Floor
  • Recreation—
    Basement level, Laminate, Window
  • Dining Room—
    Main level, Window, Linen Closet, Overlooks Living
  • Bedroom 3—
    Second level, Window, Laminate
  • Bathroom—
    Main level, Glass Block Window
  • Living Room—
    Main level, Window, West View, Overlooks Dining
  • Primary Bedroom—
    Second level, Window, Laminate
  • Bedroom 2—
    Second level, Window, Laminate
  • Bathroom—
    Second level, Window, Tile Floor
  • Bedroom 2—
    Main level, Window, Laminate

Washrooms

  • 4-piece, Second
  • 4-piece, Main
  • 3-piece, Lower

Municipality
Toronto
Neighbourhood
Oakwood Village
Main cross streets
St.Clair and Winona
Directions
St.Clair and Winona

MLS® number
C13757114
Data source
Toronto Regional Real Estate Board
Listed on
2026-09-08
Updated on
2026-09-09
Days on market
39 days
Possession type
Flexible
Co-op commission
2%
Seller
Listed by
ROYAL LEPAGE SUPREME REALTY

Home Market Value

Current home valuation for 229 Winona Drive, Toronto, Oakwood Village, Toronto, ON. Listed for $1,569,000

HOMEH Estimate

?

$1,687,969

Estimated Sales Range

?

$1,485,618 - $1,931,182

HOMEH Estimate for 229 Winona Drive, Toronto, Oakwood Village

Calculated with a real agent's CMA method — 45+ years of experience, codified. Not an AI guess.

$1,687,969Low confidence
Based on 5 comparable properties
− $118,969 (7%) below our estimate — Good deal!
See the full analysisFree Every recent nearby sale behind this number

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Mortgage Payment Calculator

Compare up to 4 down payment scenarios

$
Toronto, ON
Minimum Down Payment Required:20.0%

20% required for homes $1.5M or more

Minimum down payment

$313,800

Scenario 1 Scenario 2 Scenario 3 Scenario 4
−Down payment
%
$
%
$
%
$
%
$
+CMHC insurance
$0$0$0$0
=Total mortgage
$1,255,200$1,176,750$1,098,300$1,019,850
Amortization
Mortgage rate
%
%
%
%
Payment frequency
=Mortgage payment
$6,129monthly$5,745monthly$5,362monthly$4,979monthly
Are you a first time home buyer?

Land Transfer Tax

Provincial

$27,855

Municipal (Toronto)

$27,855

Total Land Transfer Tax

$55,710

Around this home

10/100Almost All Errands Require a Car
0/100Minimal Transit
0/100Not rated
Loading map...
4.9 /10

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