1273 Winding Trail

About This Home
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 Information
Building Details
Features & Amenities
Financials & Fees
Inclusions & Exclusions
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 )
Location
Similar Properties
View MoreSource: Toronto Regional Real Estate Board (TRREB), via PropTx Innovations Inc.
The data relating to real estate on this website comes in part from the MLS® data feed of PropTx Innovations Inc. The information is deemed reliable but is not guaranteed accurate by PropTx.
The information provided herein must only be used by consumers that have a bona fide interest in the purchase, sale or lease of real estate and may not be used for any commercial purpose or any other purpose.
© 2026 PropTx Innovations Inc. All rights reserved. MLS®, REALTOR® and the associated logos are owned or controlled by The Canadian Real Estate Association (CREA).



