529 Winona Drive, Toronto, ON
Oakwood Village, Toronto · MLS® C13632270
About this home
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
- Property type
- Detached, Bungalow
- MLS®
- C13632270
- Bedrooms
- 3 (2 + 1)
- Bathrooms
- 2
- Size
- 700-1100
- Lot
- 26 × 155.08 ft
- Cross streets
- Vaughan Rd & Oakwood
- Parking
- 1 garage (detached)
- Driveway
- Mutual
- Basement
- Partially Finished, Walk-Up, Separate Entrance
- Heating
- Forced Air
- A/C
- None
- Exterior
- Aluminum Siding, Brick
- Foundation
- Unknown, Concrete Block
- Roof
- Asphalt Shingle
- Sewer
- Sewer
- Property tax
- $4,886 / 2026
- Listing brokerage
- RE/MAX REALTRON REALTY INC.
Listed at $949,000, and my independent estimate is within the range of comparable homes, on the higher side.
In Oakwood Village lately, sellers get about 96% of asking; homes sell in ~31 days.
Total price vs nearby homes. Fair value about $809K, median of 24 comparables.
- Walk-up basement. Extra light, usable space, and income potential, so the estimate is a conservative floor for it.
How this estimate is builtthe short version
I take the 24 most comparable recent sales nearby and adjust each one to this home for the real differences (size, beds, baths, garage, and standout features), then use the median, which is steadier than leaning on any single sale.
It’s grounded in recent closing prices, not asking prices. Lot, condition, and finishes are my in-person call, and the city (MPAC) assessment points to about $994K, higher than the comparables and worth a second look.
What the listing highlights1 point to weigh
Claims from the listing, worth confirming in person. I can book you a private showing.
- Renovated / rebuilt: recent work can mean fewer upfront costs, worth confirming the scope, quality, and that permits were pulled. Value driver
Schools & getting aroundcatchment and transit
The assigned public school is J R Wilcox Community School. EQAO is only one input, and families here also look at French Immersion, boundary, and private options, the full breakdown is below.
Read this with carewhy it’s an estimate, not an appraisal
The listing states size as a wide range, so the size adjustment is approximate and this estimate is a rough read. I can confirm exact square footage to tighten it.
Based on 24 comparable homes that recently sold nearby.
The closest active listings by size, beds, and price, so you can see what this home is up against.
The 3 closest active listings nearby.
See all comparable homesThis home lists 7% below the area average of $1,135/sqft.
View comparable listingsPrice per square foot vs the area average.
Neighbourhood & location
Oakwood Village, Toronto, ON
Enter a workplace or destination and we’ll show the door-to-door time by car, transit and bike.
How asking prices compare in the closest areas to this home. Longer bars mean a pricier market.
Typical asking price of active listings of the same type, per area (outliers removed). Toronto.
Get the full neighbourhood report (schools, parks, transit & safety) →
The public and Catholic schools this address is zoned for, with EQAO results (the share of students meeting Ontario's provincial standard).
School attendance boundaries and EQAO results are Ontario government data and can change. Confirm the current catchment with the school board before relying on it.
Affordability & Mortgage
Income needed assumes a ~32% GDS ratio; weekly is mortgage principal & interest only. Price ÷ income is the home price over the income needed. Fixed reference assumptions so listings compare on equal footing, not a lending decision.
Calculate and customize your mortgage and other expenses
Adjust the down payment, rate, and amortization, and add property tax, condo fees, and heating to see your true monthly cost.
Your numbers
Conventional (20%+ down). Best insured 5-year fixed 4.04% via Ratehub.ca (as of August 4, 2026); conventional rates run a little higher.
Mortgage amount $759,200 · 4.19% over 25 years
Total monthly cost
- Mortgage payment (monthly equivalent)
- $4,072
- Property tax
- $407
- Condo / maintenance fees
- $0
- Heating
- $0
- Estimated monthly cost
- $4,479
Add your own property tax, condo fees, and heating on the left for a sharper total.
One-time closing costs
- Ontario land transfer tax
- $15,455
- Toronto municipal land transfer tax
- $15,455
- Estimated closing costs
- $30,910
Plus your down payment of $189,800. Legal fees, title insurance, and adjustments are extra and vary by deal.
Mortgage stress test
Lenders qualify you at the greater of your rate plus 2% or 5.25%. You do not pay this rate. It just shows you could still handle payments if rates rose, so aim to stay comfortable at this higher number.
Over the full 25 years
At the end of your 5-year term
- Total paid over the term
- $244,328
- Principal paid down
- $96,117
- Interest paid
- $148,211
- Balance remaining
- $663,083
Talk to Team Asgarian about your options
Rates and programs change often. We will connect you with a trusted mortgage professional and build a plan that fits your budget and goals.
Estimates only, not a mortgage quote or pre-approval. Figures use Canadian semi-annual compounding, current minimum down-payment rules, CMHC premium tiers, and Ontario (plus Toronto, when selected) land transfer tax. Actual rates, taxes, insurance, and closing costs vary by lender and property. Confirm every number with your mortgage professional.
Investor snapshot
Income potential: the basement has a separate entrance, which often supports a rentable in-law or second suite. That can lift real rent well above the figure above and help carry the mortgage. Ask us about permitted use in this area.
Thinking of this home as an investment? We will pull real comparable rents and run the full numbers with you.
Talk about the numbersEstimates only. Rent is modelled on above-grade size and local norms, so a finished basement or second suite (a separate entrance often means one) can push real rent well above this. Taxes, fees, and vacancy vary by property, and cap rate is before financing. A starting point, not a final number, let us run the real ones with you.
Helpful resources
All information deemed reliable but not guaranteed. For personal, non-commercial use only. Listing courtesy of RE/MAX REALTRON REALTY INC.. MLS®/PropTx.