265 Winona Drive
Toronto (Oakwood Village), ON M6C 3S8
- 3+1Bedrooms
- 2Bathrooms
- 0Garage
- 1100–1500Sq Ft
- $6,545Tax
- 24×79 ftLot Size
Estimated Value:$1,519,993See Free Estimate Report
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Free Home EvaluationHow Much Is My Home Worth?Homes for Sale NearbySale & Price History for 265 Winona Drive, Toronto, Oakwood Village
| Start Date | End Date | Price | Event | MLS# |
|---|---|---|---|---|
| 2025-11-03 | 2025-11-12 | Login to See Prices | Sold | c12504982 |
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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 265 Winona Drive, Toronto, Oakwood Village
Welcome to 265 Winona Drive! Beautifully renovated detached home in the heart of St. Clair West, showcasing a perfect blend of modern finishes and timeless character. The inviting main floor features a spacious living area with a gas fireplace, wainscotting, and hardwood floors, opening to a stunning custom kitchen with a waterfall island with seating for three, quartz countertops, and stainless steel appliances. The dining area includes built-in cabinetry plus a built-in bench with storage, and double garden doors leading to a private backyard. Walkout to a large deck, and low-maintenance turf, perfect for entertaining and everyday family living. Upstairs, you'll find three bright bedrooms with hardwood floors, including a spacious primary with a walk-in closet. The renovated bathroom offers heated floors, a skylight, and thoughtful storage. The finished lower level boasts excellent ceiling height, a generous recreation room, a fourth bedroom, a full bathroom with a glass-enclosed walk-in shower, laundry, ample storage, and a side entrance. Bonus! A fully finished backyard studio with heat, dedicated power, and a skylight provides the ideal home office, gym, or creative workspace. Legal front pad parking and a new, beautiful front porch. Located steps from parks, schools, shops, and restaurants in a sought-after, family-friendly neighbourhood.
Key Facts & Features
Property Costs
- Annual Property Tax Amount
- $6,545
- Land Transfer Tax Fee
- $56,350
Rental Items
- Rental Equipment
- Combo Boiler & Water heater. ($159.50+hst)
- Basement Type
- Separate Entrance
Interior Features
- Laundry Level
- Lower Level
- Interior Extras
- Built-In Oven, Countertop Range, Floor Drain, In-Law Capability
- Security Features
- Security System, Smoke Detector
- Fireplace/Stove
- Yes
- Elevator
- No
Exterior Features
- Exterior Extras
- Deck, Paved Yard, Porch
- Pool
- None
- Property Features
- Fenced Yard, Library, Park, Public Transit, School
Building
- Building Type
- Detached
- Building Style
- 2-Storey
- Approx Age
- 51-99
Construction
- Exterior Finish
- Brick
- Roof
- Asphalt Shingle
- Foundation Details
- Not Applicable
- Special Designation
- Unknown
Lot
- Lot Front
- 24.10 ft
- Lot Depth
- 78.80 ft
- Lot Shape
- Rectangular
Inclusions
- Inclusions
- Frigidaire Gallery French Door Refrigerator, Frigidaire Gallery Microwave Wall Oven Combo, Frigidaire Gallery 30-inch Electric Cooktop, Frigidaire Gallery 24-inch Built-In Dishwasher, Hood vent, all electrical light fixtures, all window coverings, LG Washer & Dryer.
Exclusions
- Exclusions
- None.
Parking & Garages
- Garage Type
- Detached
- Garage Spaces
- 0
- Parking Spaces
- 1
- Total Garage And Parking Spaces
- 1
Heating & Cooling
- Heat Source
- Gas
- Heat Type
- Radiant
- Air Conditioning
- Central Air
- Water
- Municipal
- Sewers
- Sewer
- Bedrooms
- 3 + 1
- Washrooms
- 2
- Kitchens
- 1
Room sizes
- Foyer—Main level, Closet, Wainscoting, Window
- Living Room—Main level, Gas Fireplace, Wainscoting, Overlooks Frontyard
- Kitchen—Main level, Modern Kitchen, Stainless Steel Appl, Quartz Counter
- Dining Room—Main level, Double Doors, W/O To Deck, Overlooks Living
- Primary Bedroom—Second level, Walk-In Closet(s), Large Window, Hardwood Floor
- Bedroom 2—Second level, Hardwood Floor, Window, Overlooks Backyard
- Bedroom 3—Second level, Hardwood Floor, Window, Closet
- Bathroom—Second level, Heated Floor, Skylight, Linen Closet
- Recreation—Basement level, Finished, Pot Lights, Window
- Bedroom 4—Basement level, Window, Pot Lights, Closet
- Bathroom—Basement level, Glass Doors, Tile Floor, 3 Pc Bath
Washrooms
- 4-piece, Second
- 3-piece, Lower
- Municipality
- Toronto
- Neighbourhood
- Oakwood Village
- Main cross streets
- Oakwood Avenue & St Clair Ave W
- Directions
- Oakwood Avenue & St Clair Ave W
- MLS® number
- C12504982
- Data source
- Toronto Regional Real Estate Board
- Status change
- 2025-11-12
- Listed on
- 2025-11-03
- Days on market
- 9 days
- Possession date
- 2026-02-04
- Possession type
- 60-89 days
- Co-op commission
- 2.5% + HST
- Seller
- Listed by
- CHESTNUT PARK REAL ESTATE LIMITED
Home Market Value
Current home valuation for 265 Winona Drive, Toronto, Oakwood Village, Toronto, ON. Listed for $1,585,000
HOMEH Estimate
$1,519,993
Estimated Sales Range
$1,063,995 - $1,975,991
HOMEH Estimate for 265 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
20% required for homes $1.5M or more
$317,000
| Scenario 1 | Scenario 2 | Scenario 3 | Scenario 4 | |
|---|---|---|---|---|
−Down payment | % $ | % $ | % $ | % $ |
+CMHC insurance | $0 | $0 | $0 | $0 |
=Total mortgage | $1,268,000 | $1,188,750 | $1,109,500 | $1,030,250 |
Amortization | ||||
Mortgage rate | % | % | % | % |
| Payment frequency | ||||
=Mortgage payment | $6,191monthly | $5,804monthly | $5,417monthly | $5,030monthly |
Land Transfer Tax
$28,175
$28,175
$56,350
Around this home
No schools found nearby
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