Listed by Re/Max Realty Specialists Inc..

1273 Winding Trail is a Detached, 2-Storey and is currently for Sale @ $1,549,990. Taxes in 2025 were $9,718.32.

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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. The 2-Storey on 1273 Winding Trail has 5 bedrooms, 5 bathrooms, and is located on a 117.58 x 65.06 ft lot in the community of Applewood . 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.

Fridge, Stove, Wall oven, Electric cooktop, Dishwasher, Microwave, Washer and dryer, Existing pool equipment: Filter, Heater and Salt maker, Sola tube, retractable skylight ( sold as is )

The address 1273 Winding Trail was listed for sale (MLS# W13661482) on Tuesday, August 11, 2026.