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1273 Winding Trail

Applewood / Mississauga, ON L4Y 2T9

ActiveFor Sale
6 Beds
5 Baths
3,000 Sq Ft
Single Family Home
Virtual Tour Available

About This Property

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.

Property Details

StatusActive
Property TypeSingle Family Home
Listing TypeFor Sale
Interior Size3,000 sq ft
Bedrooms6
Bathrooms5
Postal CodeL4Y 2T9
Last UpdatedSep 14, 2026 · 8:40 a.m.

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Features & Amenities

  • View
  • Fireplace
  • Air Conditioning
  • Basement

TRREB MLS® Attribution

MLS® W13661482

Listed by RE/MAX REALTY SPECIALISTS INC.

The trademarks MLS®, Multiple Listing Service® and the associated logos are owned by The Canadian Real Estate Association (CREA) and identify the quality of services provided by real estate professionals who are members of CREA. The trademarks REALTOR®, REALTORS® and the REALTOR® logo are controlled by CREA and identify real estate professionals who are members of CREA. Listing data provided by the Toronto Regional Real Estate Board (TRREB). The information contained herein is from sources believed to be reliable but is not guaranteed. Information deemed reliable but not guaranteed accurate by TRREB or Team Filipe / RE/MAX.

$1,399,990

asking price

MLS®W13661482
TypeSingle Family Home
CityMississauga
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Team Filipe · RE/MAX · (647) 210-6070

Mortgage Estimate

Est. Monthly Payment

$6,836

/month · $1,119,992 mortgage

Down Payment20% — $279,998
Interest Rate5.5%

Amortization

Total Interest

$930,909

Total Cost

$2,050,901

Estimate only. Based on Canadian semi-annual compounding, 25-yr amortization at 5.5%.

Full Mortgage Calculator →

Listed By

RE/MAX REALTY SPECIALISTS INC.