
529 Winona Drive
Toronto (Oakwood Village), ON M6C 3V2
- 2+1Bedrooms
- 2Bathrooms
- 1Garage
- 700–1100Sq Ft
- $4,886Tax
- 26×155 ftLot Size
- Estimated Value:$1,071,760See Free Estimate Report

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Free Home EvaluationHow Much Is My Home Worth?Homes for Sale NearbySale & Price History for 529 Winona Drive, Toronto, Oakwood Village
| Start Date | End Date | Price | Event | MLS# |
|---|---|---|---|---|
| 2026-08-04 | 2026-08-20 | Login to See Prices | Sold | c13632270 |
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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 529 Winona Drive, Toronto, Oakwood Village
Summarized Description
- Wide and extra deep lot in Oakwood village
- Zoned for highly rated JR Wilcox school
- Separate basement entrance for rental potential
- Close to major transit options and highways
- Playground directly across the street
- Driveway accommodates multiple small cars
- Two main level bedrooms for investment options
Wide (26 ft) and extra deep (155ft) lot in prime Oakwood village location, perfect for renovation or rebuild. Located directly across from the playground, and the Oakwood Vaughan Community Hub. Zoned for highly rated JR Wilcox, and in close proximity to all major transit (Eglington LRT, Subway, Bus routes, HWY 401, and more). Mutual drive measures more than ~14 ft+ at its narrowest between houses, enough to park two or more small cars on driveway. Separate basement entrance (walk-up) at rear may be creatively utilized for future rental opportunities, while 2 bedrooms on main level offer a condo-alternative dwelling or rental offering for an investor.
Key Facts & Features
Property Costs
- Annual Property Tax Amount
- $4,886
- Land Transfer Tax Fee
- $30,910
Rental Items
- Rental Equipment
- None
- Basement Type
- Partially Finished, Walk-Up, Separate Entrance
Interior Features
- Interior Extras
- None
- View
- Park/Greenbelt
- Fireplace/Stove
- Yes
- Elevator
- No
Exterior Features
- Pool
- None
- Property Features
- Clear View, Park, Place Of Worship, Rec./Commun.Centre, School, Public Transit
Building
- Building Type
- Detached
- Building Style
- Bungalow
Construction
- Exterior Finish
- Aluminum Siding, Brick
- Roof
- Asphalt Shingle
- Foundation Details
- Unknown, Concrete Block
- Special Designation
- Unknown
Lot
- Lot Front
- 26.00 ft
- Lot Depth
- 155.08 ft
- Lot Shape
- Rectangular
Inclusions
- Inclusions
- All appliances, window coverings, and electric light fixtures. All chattels seller may choose to leave behind upon closing.
Exclusions
- Exclusions
- None
Parking & Garages
- Garage Type
- Detached
- Garage Spaces
- 1
- Parking Spaces
- 0
- Total Garage And Parking Spaces
- 1
Heating & Cooling
- Heat Source
- Gas
- Heat Type
- Forced Air
- Air Conditioning
- None
- Water
- Municipal
- Sewers
- Sewer
- Bedrooms
- 2 + 1
- Washrooms
- 2
- Kitchens
- 1
Washrooms
- 4-piece, Main
- 4-piece, Basement
- Municipality
- Toronto
- Neighbourhood
- Oakwood Village
- Main cross streets
- Vaughan Rd & Oakwood
- Directions
- North of Vaughan Rd
- MLS® number
- C13632270
- Data source
- Toronto Regional Real Estate Board
- Status change
- 2026-08-20
- Listed on
- 2026-08-04
- Days on market
- 16 days
- Possession date
- 2026-08-31
- Possession type
- Immediate
- Co-op commission
- 2.5% + HST
- Seller
- Listed by
- RE/MAX REALTRON REALTY INC.
Home Market Value
Current home valuation for 529 Winona Drive, Toronto, Oakwood Village, Toronto, ON. Listed for $949,000
HOMEH Estimate
$1,071,760
Estimated Sales Range
$750,232 - $1,393,288
HOMEH Estimate for 529 Winona Drive, Toronto, Oakwood Village
Calculated with a real agent's CMA method — 45+ years of experience, codified. Not an AI guess.
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Mortgage Payment Calculator
Compare up to 4 down payment scenarios
5% on first $500K + 10% on $449,000 over $500K
$69,900
| Scenario 1 | Scenario 2 | Scenario 3 | Scenario 4 | |
|---|---|---|---|---|
−Down payment | % $ | % $ | % $ | % $ |
+CMHC insurance | $35,151 | $26,477 | $22,586 | $0 |
=Total mortgage | $913,925 | $880,577 | $829,236 | $759,200 |
Amortization | ||||
Mortgage rate | % | % | % | % |
| Payment frequency | ||||
=Mortgage payment | $4,462monthly | $4,299monthly | $4,049monthly | $3,707monthly |
Land Transfer Tax
$15,455
$15,455
$30,910
Around this home
No schools found nearby
Data provided by OpenStreetMap & Fraser Institute School Rankings
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