229 Winona Dr
Oakwood Village, Toronto, Ontario M6C 3S4
- Bedrooms
- 6+1
- Bathrooms
- 3
- Size
- 2,000–2,500sq ft
- Per sq ft
- $666at the range’s middle
- Lot
- 33 x 100 ft
- Tax a year
- $6,6372026 tax year
- Parking
- 21 detached
- Days on market
- Members
The brief
About 229 Winona Dr
229 Winona Dr is a 6+1-bedroom, 3-bathroom detached house in Oakwood Village, Toronto, listed for sale at an asking price of $1,499,000 (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 andor 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!
Insights
Condition Score
Good73/1001 documented update signal
Source: Listing age, structured features and disclosed update language; not an inspection.
Cashflow Quality
Strong79/100+$1,408/mo against the cost of owning (20% down, 4.8%, 25 yrs)
Source: Median of 13 detached homes with 7 bedrooms for lease in Toronto right now. Cost of owning counts the mortgage and property tax.
Condition uses listing-record signals, not an inspection.
The home
Key facts
- Tax
- $6,637 / 2026
- MLS® number
- C13757114
- Board
- TRREB MLS®
- Property Type
- Detached
- Days on market
- Size
- 2000-2500 sqft
- Lot Size
- 33 x 100 ft
- Listed on
- Parking
- 1 Detached, 2 Parking
Property details
Property
- Property Type
- Detached
- Style
- 2-Storey
- Community
- Oakwood Village
- Municipality
- Toronto
Building
- Size
- 2000-2500 sqft
- Construction
- Brick
Inside
- Bedrooms
- 6+1
- Bathrooms
- 3
- Bathroom Details
- 1 × 4pc 2nd, 1 × 4pc Main, 1 × 3pc Lower
- Basement Type
- Finished with Walk-Out
- Kitchens
- 2
Parking
- Garage Type
- Detached
- Garage
- 1
- Additional Parking
- 1
- Total Parking
- 2
Utilities
- Water
- Municipal
- Cooling
- Wall Unit
- Heating Type
- Radiant
Land
- Sewer
- Sewers
- Frontage
- 33 ft
- Depth
- 100 ft
- Lot Size
- 33 x 100 ft
Additional
- Roof
- Shingles
- Fireplace
- No
- Pool
- None
- Den
- No
- Family room
- No
Rooms
| Room | Size | Features | Level |
|---|---|---|---|
| Living | 3.69 × 4.12 m | Window, West View, O/Looks Dining | Main |
| Dining | 3.26 × 3.96 m | Window, Linen Closet, O/Looks Living | Main |
| Kitchen | 2.87 × 5.67 m | Window, East View, Tile Floor | Main |
| Bathroom | 1.25 × 1.98 m | Glass Block Window | Main |
| Primary | 2.99 × 3.35 m | Window, Closet | Main |
| 2nd Br | 2.74 × 3.02 m | Window, Laminate | Main |
| Kitchen | 3.69 × 3.84 m | Window, Tile Floor | 2nd |
| Primary | 3.05 × 4.82 m | Window, Laminate | 2nd |
| 2nd Br | 2.77 × 3.63 m | Window, Laminate | 2nd |
| 3rd Br | 2.68 × 4.39 m | Window, Laminate | 2nd |
| 4th Br | 3.26 × 4.39 m | Window, Laminate | 2nd |
| Bathroom | 2.32 × 2.35 m | Window, Tile Floor | 2nd |
| Kitchen | 3.08 × 4.08 m | W/O To Yard, Tile Floor | Bsmt |
| Br | 2.29 × 4.02 m | Window, Tile Floor | Bsmt |
| Bathroom | 0.95 × 2.17 m | Window, Tile Floor | Bsmt |
| Rec | 4.27 × 5.67 m | Laminate, Window | Bsmt |
| Furnace | 1.25 × 2.68 m | Concrete Floor | Bsmt |
| Laundry | 2.23 × 2.44 m | Concrete Floor | Bsmt |
Listing history
Buy/sell history for 229 Winona Dr, Toronto, Ontario
Sale history on this site covers the last 2 years, the window permitted under the TRREB MLS® VOW agreement.
| Date Start | Date End | List Price | Price | Event | Listing ID |
|---|---|---|---|---|---|
| Date StartN/A | N/A | $1,499,000 | N/A | Pc | C13757114 |
Members see the full history. Prices are hidden from signed-out visitors.
The numbers
Mortgage Calculator
Plan with the current asking price
CMHC insurance: not required at 20% down. Payments use Canadian semi-annual compounding.
Mortgage Details
4.8% · 5-year term · 25-year amortization · 20% down
- Total down payment
- $299,800
- Total mortgage amount
- $1,199,200
- Total interest payment
- $852,500
- Total purchase cost
- $2,351,500
- Mortgage payment
- $6,839/mo
Cash Flow Analysis
If you rented this home out at 20% down
Break-even down payment
4%Monthly carrying cost
$7,392- Carrying cost $7,392
- Surplus $1,408
Rental income opens at $8,800, the median asking rent of 13 comparable homes for lease in Toronto. Type over it with the rent you expect. This is a planning tool, not advice.
Land transfer tax on this home
- Ontario land transfer tax
- $26,455
- Toronto municipal land transfer tax
- $26,455
- Total land transfer tax
- $52,910
- First-time buyer rebates (Ontario up to $4,000 + Toronto up to $4,475)
- −$8,475
- Total for first-time buyers
- $44,435
See how this is worked out
- 0.5% on the first $55,000
- $275
- 1.0% from $55,000 to $250,000
- $1,950
- 1.5% from $250,000 to $400,000
- $2,250
- 2.0% from $400,000 to $1,499,000
- $21,980
- Ontario total
- $26,455
Toronto’s municipal tax uses the same brackets at this price, so it adds another $26,455.
An estimate at the asking price, for a home with one or two single-family residences. Your lawyer confirms the exact amount.
Estimate
Estimated value requires sign in
Market estimates use sold comparables and are available after you sign in and accept MLS® VOW terms.
The estimate is an automated value built from public and MLS® data. It is not an appraisal; ask Yossi Kaplan, MBA, Salesperson for a full comparative market analysis.
Comparable sales
Comparable sales require sign in
Closing prices and sold comps are available to registered visitors who accept MLS® VOW terms on this site.
The land
Lot
- Lot area
- 3,300 sq ft307 m²
- Street frontage
- 33 ft10.1 m
- Depth
- 100 ft30.5 m
The area is the frontage multiplied by the depth, so boundaries are approximate. Confirm with a survey before you buy.
Source: the MLS® listing record, measured by MPAC.
Land and environment
Public records about this location. Not part of the MLS® listing and not provided by the listing brokerage.
Water and conservation4
- Not in Toronto and Region Conservation Authority’s mapped regulated areaAt the address
- No mapped wetland within 120 m120 m
- No water-supply well recorded within 250 m65 test or monitoring holes also recorded.250 m
- Groundwater recorded about 2.2 m below ground nearbyThe middle water level in the well records within 500 m (151 records). It changes with the season and from spot to spot.500 m
Toronto and Region Conservation Authority · Province of Ontario open data
Planning and building activity4
- Outside the Greenbelt, Oak Ridges Moraine and Niagara Escarpment plan areasAt the address
- 55 building permits issued within 250 m in the last 2 years250 m
- Nearest airport: 6.0 km6 km
- Mapped parcel: about 3,300 sq ftMeasured from the municipal parcel map, which can differ from the survey and from the lot size in the listing.At the address
Province of Ontario open data · Municipal building permits · toronto.parcels
Around the home1
- A trail on the Ontario trail network within 1 km1 km
Province of Ontario open data
Environmental records4
- No licensed pit or quarry within 2 km2 km
- No recorded oil, gas or salt well within 250 m250 m
- No facility within 1 km reports pollutant releases to Environment CanadaThe nearest is John E. Goudey Mfg Limited, 1.7 km away. Only facilities above the inventory’s reporting thresholds are listed.1 km
- No federal contaminated site within 1 kmThe federal inventory covers federal land only; it says nothing about provincial or private sites.1 km
Province of Ontario open data · Government of Canada open data
Power and internet3
- Electricity is distributed here by Toronto Hydro-Electric System LimitedAt the address
- Wired internet 50/10 Mbps or faster is listed at a household 30 m awayFixed wireless 50/10 Mbps or faster. LTE mobile coverage listed. ISED’s National Broadband Data at the nearest household point (30 m from the listing); 50/10 Mbps is its top category and includes faster plans. Confirm with a provider for this address.30 m
- Across the surrounding area: fibre to the home, cable, DSL internet listedFibre to the home: Beanfield Metroconnect, Bell, Dotto One, FibreStream, Rogers. Cable: Rogers. DSL: Bell. Fixed wireless: Bell, Rogers, Routcom, SkyChoice Communications. Mobile: Bell, Freedom Mobile, Rogers, Telus. Satellite: Xplore. ISED’s list for the surrounding ~25 km² area; check with a provider for this address.Area-wide
Ontario Energy Board · Innovation, Science and Economic Development Canada
Each record is placed at the distance its own line states. None of it is an inspection of the property. Confirm anything that matters to you with the municipality, Toronto and Region Conservation Authorityor the record’s publisher.
Contains information licensed under the Open Government Licence – Canada. Contains information licensed under the Open Government Licence – Ontario. Contains information licensed under the Open Government Licence – Toronto. Contains information made available under the Toronto and Region Conservation Authority Open Data Licence v1.0.
Heritage and ravine protection
Zoning
Permit history
1 building permit cleared at this address in the City’s file.
Other(PS)Cancelled
1 backwater valve
Issued September 21, 2012
City of Toronto Open Data — cleared building permits, which begin in 2017. Contains information licensed under the Open Government Licence – Toronto.
Signals around this home
Changing nearby. 3 open development applications within 800 m of this home.
573 CHRISTIE STSite planUnder Review
Site Plan Approval for twelve 3-storey back to back townhouse units.
750 m away571 CHRISTIE STSite planUnder Review
Site Plan Approval for twelve 3-storey back to back townhouse units.
760 m away569 CHRISTIE STSite planUnder Review
Site Plan Approval for twelve 3-storey back to back townhouse units.
760 m away
City of Toronto Open Data — Development Applications and Building Permits (cleared permits since 2017). An application is a proposal: it may change, be refused or never be built. Contains information licensed under the Open Government Licence – Toronto.
The market
Detached homes for sale in Oakwood Village right now
- For sale now
- 33
- Median asking price
- $1.3M
- New in 7 days
- 6
- Price cuts
- 30%
Middle half: $959K to $1.79M
11 in 28 days
10 listings
This home is asking 15% above the median.
See all homes in Oakwood VillageAsking prices and counts of the MLS® listings on this site as of today. Asking figures only, never sold or leased prices.
Market area · filters apply to the charts below
The street
Transit nearby
| Station | Lines | Distance |
|---|---|---|
| St Clair West Station | TTC subway: Line 1 Yonge-University | 1.4 km |
| Oakwood Station | TTC light rail: Line 5 Eglinton | 1.9 km |
| Cedarvale Station | TTC subway: Line 1 Yonge-UniversityTTC light rail: Line 5 Eglinton | 2 km |
| Fairbank Station | TTC light rail: Line 5 Eglinton | 2.1 km |
| Bloor GO | GO Transit train: KitchenerUP Express train | 3.1 km |
The nearest subway, light rail, train, bus rapid transit stations 5 km, as the crow flies. Source: TTC schedule data (GTFS) from the Toronto Transit Commission under the Open Government Licence – Toronto; GO Transit and UP Express schedule data (GTFS) from Metrolinx under the Open Government Licence – Ontario – Metrolinx, downloaded October 18, 2026. Contains information licensed under the Open Government Licence – Toronto. Data used in this product or service is provided with the permission of Metrolinx. Metrolinx makes no representations or warranties of any kind, express or implied, with respect to the Data and assumes no responsibility for the accuracy or currency of the data used in this product or service. Contains information licensed under the Open Government Licence – Ontario – Metrolinx.
Schools nearby
| Elementary | Type | Distance | EQAO average 2024–25 |
|---|---|---|---|
| St Alphonsus Catholic SchoolToronto CDSB | Catholic · grades JK–8 · French Immersion | 200 m | 81%Grade 6 average |
| McMurrich Junior Public SchoolToronto DSB | Public · grades JK–6 | 400 m | 89%Grade 6 average |
| Rawlinson Community SchoolToronto DSB | Public · grades JK–8 · French Immersion | 600 m | 67%Grade 6 average |
| ÉÉC du Sacré-Coeur-TorontoConseil scolaire catholique MonAvenir | French-language Catholic · grades JK–6 | 1.7 km | 60%Grade 6 average |
| Secondary | Type | Distance | Grade 9 math 2024–25 |
|---|---|---|---|
| Oakwood Collegiate InstituteToronto DSB | Public · grades 9–12 · French Immersion | 450 m | 44%Grade 9 math |
| Bloor Collegiate InstituteToronto DSB | Public · grades 9–12 | 2.5 km | 69%Grade 9 math |
| Loretto College SchoolToronto CDSB | Catholic · grades 9–12 | 2.6 km | 40%Grade 9 math |
| École secondaire Toronto OuestConseil scolaire Viamonde | French-language public · grades 9–12 | 3.2 km | 82%Grade 9 math |
EQAO: share of students at or above the provincial standard, 2024–25 (Ontario open data). These are the schools nearest this home, not the schools it is assigned to: boundaries change, and some schools take students by application. Confirm with the board before you buy. Contains information licensed under the Open Government Licence – Ontario.
The verdict
Similar Active Listings
Recently sold nearby
Sold prices in Oakwood Village are shown to signed-in members.