265 Winona Drive

265 Winona Drive
265 Winona Drive
265 Winona Drive
+28
3+1
 bed
2
 bath
1
 parking
1100 - 1500
 sqft
Detached
$1,585,000
For Sale
1 day
 on site
$1,585,000
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Size
-
Lot size
1899 sqft
Street frontage
-
Possession
2026-02-04
Price per sqft
$1,057 - $1,441
Taxes
$6,545.48 (2025)
Parking Type
-
Style
2-Storey
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Description
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.
Broker: CHESTNUT PARK REAL ESTATE LIMITED
MLS®#: C12504982
Open House Times
Saturday, Nov 8th
2:00pm - 4:00pm
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Sunday, Nov 9th
2:00pm - 4:00pm
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Property details
Parking:
Yes
Parking type:
-
Property type:
Detached
Heating type:
Radiant
Style:
2-Storey
MLS Size:
1100-1500 sqft
Lot front:
24 Ft
Lot depth:
78 Ft
Listed on:
Nov 3, 2025
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Rooms
LevelNameSizeFeatures
Second
Bedroom 3
9.7 x 892.4 ft
Main
Living Room
15.5 x 12.0 ft
Second
Bathroom
7.3 x 6.7 ft
Show all
Instant estimate:
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$87,987
higher than listed price
i
High
$1,743,037
Mid
$1,672,987
Low
$1,576,384
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About 265 Winona Drive

265 Winona Drive is a York detached house for sale. It has been listed at $1585000 since November 2025. This detached house has 3+1 beds, 2 bathrooms and is 1100-1500 sqft. 265 Winona Drive, York is situated in Humewood-Cedarvale, with nearby neighbourhoods in Hillcrest | Bracondale Hill, Corso Italia, Fairbank and Forest Hill.

Some good places to grab a bite are Little Caesars, Hungry Jacks Grill or Emma's Country Kitchen. Venture a little further for a meal at one of Humewood-Cedarvale neighbourhood's restaurants. If you love coffee, you're not too far from Krave Coffee located at 781 St Clair Ave W. For grabbing your groceries, Atlas Grocery is nearby.

If you are reliant on transit, don't fear, there is a Bus Stop (St Clair Ave West at Winona Dr) a 3-minute walk. For drivers at 265 Winona Dr, it might be easier to get around the city getting on or off Allen Rd and Lawrence Ave W, which is within a few minutes drive.