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444 Winnett Avenue
Oakwood Village Toronto M6C 3M4

$2,495,000
Residential Freehold beds: 5 baths: 4.0

Main Photo: 444 Winnett Avenue in Toronto: Oakwood Village House for sale (Toronto C03)  : MLS®# C13146210
Photo 1: 444 Winnett Avenue in Toronto: Oakwood Village House for sale (Toronto C03)  : MLS®# C13146210
Photo 2: 444 Winnett Avenue in Toronto: Oakwood Village House for sale (Toronto C03)  : MLS®# C13146210
Photo 3: 444 Winnett Avenue in Toronto: Oakwood Village House for sale (Toronto C03)  : MLS®# C13146210
Photo 4: 444 Winnett Avenue in Toronto: Oakwood Village House for sale (Toronto C03)  : MLS®# C13146210
Photo 5: 444 Winnett Avenue in Toronto: Oakwood Village House for sale (Toronto C03)  : MLS®# C13146210
Photo 6: 444 Winnett Avenue in Toronto: Oakwood Village House for sale (Toronto C03)  : MLS®# C13146210
Photo 7: 444 Winnett Avenue in Toronto: Oakwood Village House for sale (Toronto C03)  : MLS®# C13146210
Photo 8: 444 Winnett Avenue in Toronto: Oakwood Village House for sale (Toronto C03)  : MLS®# C13146210
Photo 9: 444 Winnett Avenue in Toronto: Oakwood Village House for sale (Toronto C03)  : MLS®# C13146210
Photo 10: 444 Winnett Avenue in Toronto: Oakwood Village House for sale (Toronto C03)  : MLS®# C13146210
Photo 11: 444 Winnett Avenue in Toronto: Oakwood Village House for sale (Toronto C03)  : MLS®# C13146210
Photo 12: 444 Winnett Avenue in Toronto: Oakwood Village House for sale (Toronto C03)  : MLS®# C13146210
Photo 13: 444 Winnett Avenue in Toronto: Oakwood Village House for sale (Toronto C03)  : MLS®# C13146210
Photo 14: 444 Winnett Avenue in Toronto: Oakwood Village House for sale (Toronto C03)  : MLS®# C13146210
Photo 15: 444 Winnett Avenue in Toronto: Oakwood Village House for sale (Toronto C03)  : MLS®# C13146210
Photo 16: 444 Winnett Avenue in Toronto: Oakwood Village House for sale (Toronto C03)  : MLS®# C13146210
Photo 17: 444 Winnett Avenue in Toronto: Oakwood Village House for sale (Toronto C03)  : MLS®# C13146210
Photo 18: 444 Winnett Avenue in Toronto: Oakwood Village House for sale (Toronto C03)  : MLS®# C13146210
Photo 19: 444 Winnett Avenue in Toronto: Oakwood Village House for sale (Toronto C03)  : MLS®# C13146210
Photo 20: 444 Winnett Avenue in Toronto: Oakwood Village House for sale (Toronto C03)  : MLS®# C13146210
Photo 21: 444 Winnett Avenue in Toronto: Oakwood Village House for sale (Toronto C03)  : MLS®# C13146210
Photo 22: 444 Winnett Avenue in Toronto: Oakwood Village House for sale (Toronto C03)  : MLS®# C13146210
Photo 23: 444 Winnett Avenue in Toronto: Oakwood Village House for sale (Toronto C03)  : MLS®# C13146210
Photo 24: 444 Winnett Avenue in Toronto: Oakwood Village House for sale (Toronto C03)  : MLS®# C13146210
Photo 25: 444 Winnett Avenue in Toronto: Oakwood Village House for sale (Toronto C03)  : MLS®# C13146210
Photo 26: 444 Winnett Avenue in Toronto: Oakwood Village House for sale (Toronto C03)  : MLS®# C13146210
Photo 27: 444 Winnett Avenue in Toronto: Oakwood Village House for sale (Toronto C03)  : MLS®# C13146210
Photo 28: 444 Winnett Avenue in Toronto: Oakwood Village House for sale (Toronto C03)  : MLS®# C13146210
Photo 29: 444 Winnett Avenue in Toronto: Oakwood Village House for sale (Toronto C03)  : MLS®# C13146210
Photo 30: 444 Winnett Avenue in Toronto: Oakwood Village House for sale (Toronto C03)  : MLS®# C13146210
Photo 31: 444 Winnett Avenue in Toronto: Oakwood Village House for sale (Toronto C03)  : MLS®# C13146210
Photo 32: 444 Winnett Avenue in Toronto: Oakwood Village House for sale (Toronto C03)  : MLS®# C13146210
Photo 33: 444 Winnett Avenue in Toronto: Oakwood Village House for sale (Toronto C03)  : MLS®# C13146210
Photo 34: 444 Winnett Avenue in Toronto: Oakwood Village House for sale (Toronto C03)  : MLS®# C13146210
Photo 35: 444 Winnett Avenue in Toronto: Oakwood Village House for sale (Toronto C03)  : MLS®# C13146210
Photo 36: 444 Winnett Avenue in Toronto: Oakwood Village House for sale (Toronto C03)  : MLS®# C13146210
Photo 37: 444 Winnett Avenue in Toronto: Oakwood Village House for sale (Toronto C03)  : MLS®# C13146210
Photo 38: 444 Winnett Avenue in Toronto: Oakwood Village House for sale (Toronto C03)  : MLS®# C13146210
Photo 39: 444 Winnett Avenue in Toronto: Oakwood Village House for sale (Toronto C03)  : MLS®# C13146210
Photo 40: 444 Winnett Avenue in Toronto: Oakwood Village House for sale (Toronto C03)  : MLS®# C13146210
Photo 41: 444 Winnett Avenue in Toronto: Oakwood Village House for sale (Toronto C03)  : MLS®# C13146210
Photo 42: 444 Winnett Avenue in Toronto: Oakwood Village House for sale (Toronto C03)  : MLS®# C13146210
Status:
Active
Prop. Type:
Residential Freehold
MLS® Num:
C13146210
Bedrooms:
5
Bathrooms:
4
Introducing 444 Winnett Ave, a beautifully updated contemporary sun filled family home offering exceptional living space across four thoughtfully designed levels, ideally located steps to the TTC, Cedarvale Ravine & Park, and some of Toronto's top rated schools. Situated on a generous 30 x 133 lot, this stylish turnkey residence blends modern design, functionality, and warmth for ideal family living. Elegant main floor principal rooms feature hardwood floors, two gas fireplaces, spacious living and dining areas, and impressive 9 foot ceilings throughout the main, second, and third floors. Stunning Downsview kitchen with limestone floors, concrete centre island with bar seating, and top of the line appliances. Functional mudroom with custom built ins and direct backyard access. The second floor offers a luxurious primary retreat with private walk out balcony, walk in closet, and a 5-piece ensuite with radiant heated floors, along with two additional bedrooms, a beautifully finished 4 piece bath, and bright family lounge. A thoughtfully designed third floor addition completed in 2018 adds exceptional flexibility with two spacious bedrooms, large built in closets, and a beautifully finished 5 piece bathroom beneath a skylit staircase landing. Finished lower level features a large rec room, laundry area with built ins, and excellent storage space ideal for a home gym, media room, or recreation area. Extensively updated exterior with professionally landscaped grounds, architectural shingle roof, detached garage, charming red serviceberry tree, and newly completed 2 car stone driveway. Private backyard offers the perfect balance of stone patio entertaining space and green space for family enjoyment.Rare opportunity to own a stylish turnkey family home in one of Toronto's most sought after neighbourhoods.
Property Type:
Residential Freehold
Property Sub Type:
Detached
Home Style:
3-Storey
Total Approx Floor Area:
2000-2500
Lot Depth:
133'
Lot Frontage:
30'
Direction Faces:
West
Bedrooms:
5
Bathrooms:
4.0
Water supply:
Municipal
Kitchens:
1
Bedrooms Above Grade:
5
Kitchens Above Grade:
1
Rooms Above Grade:
10
Rooms Below Grade:
2
Heating type:
Forced Air
Heating Fuel:
Gas
Foundation:
Concrete
Roof:
Other
Basement:
Finished
Fireplace/Stove:
Yes
Garage:
Detached
Garage Spaces:
1.0
Parking Features:
Private
Parking Spaces:
2
Total Parking Spaces:
3.0
Family Room:
Yes
Possession Details:
TBD
Pool:
None
Link:
No
HST Applicable To Sale Price:
Included In
Taxes:
$11,198 / 2025
Assessment:
$- / -
Toronto
Toronto C03
Oakwood Village
Central Vacuum, Sump Pump
Hot Water Tank Owned
All Appliances (Jenn-Air Fridge/Freezer & Bosch Dishwasher As Is). Panasonic Microwave, Viking Professional 4 Burner Gas Stove and Oven. Hood Fan. Whirlpool Duet Washer & Dryer). All Window Coverings. All ELFs (see exclusions). Backyard Swing.
Primary Bedroom Ceiling Fan, Front Entrance Hooks, Back Mudroom Hooks
Stone, Stucco (Plaster)
Floor
Type
Size
Other
Main
Foyer
6'10" × 6'
Limestone Flooring, Window, Closet
Main
Living Room
12'2" × 11'8"
Hardwood Floor, Large Window, Gas Fireplace
Main
Dining Room
13'2¼" × 12'2½"
Hardwood Floor, Pot Lights, Combined w/Kitchen
Main
Kitchen
20'3" × 6'10"
Limestone Flooring, Pot Lights, Combined w/Dining
Main
Family Room
12'4" × 9'6"
Hardwood Floor, Window, Gas Fireplace
Main
Mud Room
7'5" × 5'3¾"
Second
Primary Bedroom
17'5" × 12'4"
Hardwood Floor, Walk-In Closet(s), 5 Pc Ensuite
Second
Bedroom 2
12'6" × 9'7"
Hardwood Floor, Closet, Window
Second
Bedroom 3
9'2¼" × 7'3"
Hardwood Floor, Closet, Window
Second
Den
29'4¾" × 9'4¼"
Hardwood Floor, Pot Lights, Window
Third
Bedroom 4
16'8" × 16'4"
Hardwood Floor, Closet, Window
Third
Bedroom 5
18'11½" × 15'3"
Hardwood Floor, Closet, Window
Basement
Recreation
21'9" × 18'4"
Tile Floor, Window, Pot Lights
Basement
Laundry
11'11" × 9'5"
Tile Floor, Pot Lights, Built-in Speakers
Special Designation:
Unknown
Sewers:
Sewer
Air Conditioning:
Central Air
Central Vacuum:
Yes
Seller Property Info Statement:
No
Laundry Level:
Lower Level
Date Listed:
May 19, 2026
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Listed by PSR
Data was last updated May 19, 2026 at 10:15 PM (UTC)
Area Statistics
Listings on market:
29
Avg list price:
$1,299,900
Min list price:
$649,000
Max list price:
$2,499,000
Avg days on market:
22
Min days on market:
4
Max days on market:
115
These statistics are generated based on the current listing's property type and located in Oakwood Village. Average values are derived using median calculations. This data is not produced by the MLS® system.
ALEX PRASOULIS
This website may only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate of the type being offered via the website. The data relating to real estate on this website comes in part from the MLS® Reciprocity program of the PropTx MLS®. The data is deemed reliable but is not guaranteed to be accurate.