1273 Winding Trail
1273 Winding Trail
$1,549,990
9 days on market
About This Listing
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.
| Monthly Mortgage (P&I) | $6,753 |
| Property Tax (MLS) | $810 |
| Maintenance Fees | $0 |
| Total Monthly Cost | $7,563 |
Down payment: $309,998 (20.0%) · Mortgage: $1,239,992
Property tax uses MLS annual tax of $9,718/yr. Uses the standard Canadian semi-annual compounding convention. Estimates only—not a pre-approval or offer of credit. Actual rates and eligibility may vary. Provincial sales tax on mortgage insurance, when applicable, is not included. Consult a mortgage professional for accurate figures.
Property Details
Listing provided by RE/MAX REALTY SPECIALISTS INC.
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Data last updated: August 23, 2026 at 12:26 p.m.