1273 Winding Trail, Mississauga, ON L4Y 2T9
Iconic Tudor-Style Family Home in Applewood Hills! Welcome to this executive 5-bedroom, 5-bathroom family residence, nestled in the highly sought-after and premium enclave of Applewood Hills. Proudly cared for by the same family for 40 years, this impressive 3,195-square-foot home is situated on a serene, quiet street lined with majestic mature trees, boasting unforgettable Tudor-style architectural character and timeless curb appeal. Inside, the thoughtful, light-filled layout offers unmatched warmth and functionality with three separate fireplaces strategically located in the cozy family room, the spacious basement, and the primary suite. The crown jewel of this residence is the massive primary retreat, featuring its own private hearth, an elegant ensuite, and a private walk-out balcony where you can enjoy your morning coffee over serene backyard views. The outdoor living space is a true summer haven, featuring a pristine swimming pool framed by towering trees and lush foliage. The mature canopy ensures ultimate privacy, creating an ideal setting for hosting warm-weather gatherings or enjoying quiet, sun-drenched afternoons. Located in a prestigious neighbourhood known for top-tier schools and parks, this deeply cherished property represents a rare, once-in-a-generation opportunity to own a landmark family home on a premium lot.
Living Room
Hardwood Floor
7.16 x 4 m
Main
Dining Room
Hardwood Floor
4.6 x 3.4 m
Main
Family Room
Parquet, Fireplace
3.5 x 4.7 m
Main
Kitchen
Overlook Patio
4.7 x 3.5 m
Main
Bathroom
2 Pc Bath
2.1 x 2.3 m
Main
Laundry
2.8 x 3.2 m
Main
Primary Bedroom
Hardwood Floor, Fireplace, Balcony
4.6 x 8 m
Second
Bathroom
4 Pc Ensuite
3.4 x 3.4 m
Second
Bedroom 2
Hardwood Floor
3.6 x 3.3 m
Second
Bedroom 3
Hardwood Floor
3.45 x 4.3 m
Second
Bedroom 4
Hardwood Floor
5.8 x 3 m
Second
Bedroom 5
Hardwood Floor
7 x 3.6 m
Second
Bathroom
3 Pc Ensuite
2.5 x 1.2 m
Second
Bathroom
4 Pc Bath
2.5 x 2.2 m
Second
Recreation
Broadloom, Fireplace
11.6 x 4.5 m
Basement
Office
3.7 x 3.8 m
Basement
Bedroom
3.7 x 6.7 m
Basement
Bathroom
2 Pc Bath
3 x 3.4 m
Basement
Other
Sauna
1.7 x 1.4 m
Basement
Basement
Finished
Bathrooms
1 × 2-piece — Main, 1 × 4-piece — Second, 1 × 4-piece — Second, 1 × 3-piece — Second, 1 × 2-piece — Basement
Fireplace
Yes
Family room
Yes
Kitchens
1
Rooms (above / below grade)
14 above, 5 below
Architectural style
2-Storey
Construction materials
Stone, Stucco (Plaster)
Foundation
Poured Concrete
Roof
Asphalt Shingle
Direction faces
North
Pool
Inground
Garage type
Attached
Garage spaces
2
Total parking spaces
4
Driveway parking
2
Lot size
65.06 x 117.58 ft
Cross street
Burnhamthorpe and Dixie
Directions
South of Burhamthorpe on dixie, turn right to Winding trail
Neighbourhood
Applewood
Heating
Heat Pump — Gas
Cooling
Central Air
Water
Sewer
Sewer
List price
$1,549,990
Original list price
Annual taxes
$9,718
Tax year
2025
Assessment year
2025
Legal description
LT 180 PL 736 TORONTO ; S/T TT184684 MISSISSAUGA
Inclusions
Exclusions
MLS #
W13661482
Status
Active
Transaction type
For Sale
Property type
Residential Freehold
Property sub type
Detached
Days on market
List date
Possession
TBA
Occupancy
Owner
Listing brokerage
RE/MAX REALTY SPECIALISTS INC.
Co-listing brokerage
RE/MAX REALTY SPECIALISTS INC.
$1,275,000
Median list price
25
Active listings
New in last 30 days
Median days on market
Estimated monthly payment
$7,431
Educational estimate only — actual payment depends on your lender, credit, and insurance requirements.
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