Winding Trail Townhomes
A Mature Townhouse Community at 1350 Winding Trail in Applewood
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Winding Trail Townhomes is an established 2-storey townhouse community located at 1350 Winding Trail in the Applewood neighbourhood of Mississauga. Completed in 1966, this mature development provides a quiet residential setting and is ideal for buyers looking at Mississauga townhouses for sale or comparing options with the nearby Applewood Place Condos.
The spacious homes in this community feature three- and four-or-more-bedroom floor plans. These layouts range in size from approximately 1,400 to 1,799 square feet, offering the large footprints highly sought after by growing families and downsizers.
According to the Applewood neighbourhood guide, residents are close to excellent educational facilities like Dixie Public School and Applewood Heights Secondary School. Local shopping is convenient, with Applewood Hills Plaza on Bloor Street—serving the neighbourhood since 1974 with an Independent Grocer, LCBO, and Shoppers Drug Mart—and Applewood Village Plaza on Dixie Road, anchored by a Longo's. Outdoor recreation is also close by, with the scenic walking trails of the Etobicoke Creek and Little Etobicoke Creek corridors easily accessible.
For commuting and regional travel, residents are ideally positioned near the QEW, Highway 403, and Highway 427, with the city of Toronto located just past the eastern border. Those using public transit can easily connect to local MiWay bus routes and the Dixie GO station on the Milton line.
Errors & omissions: information here — including specifications, unit sizes, amenities, addresses and neighbourhood details — is provided for general informational purposes only and is subject to change without notice. Buyers and interested parties should verify all details independently with the developer, builder or relevant authorities before making any decisions.
Building Details
Pets Allowed With Restrictions
Socan Property Management
Who This Building May Suit
Its larger 3-bedroom-and-up units give growing families real room to spread out.
Before you buy, it's worth understanding what a status certificate review covers for this specific building.
Applewood Neighbourhood
Winding Trail Townhomes is located in Applewood, Mississauga.
See what's nearby -- schools, parks, shopping and transit -- in the map below, or explore the Applewood neighbourhood guide.
Nearby Schools
Elementary
- Burnhamthorpe Public School226 m · 3 min walk
Peel DSB
- Dufferin-Peel IL - SOFIA320 m · 4 min walk
Dufferin-Peel CDSB
- St Sofia School320 m · 4 min walk
Dufferin-Peel CDSB
- Glenhaven Senior Public School356 m · 4 min walk
Peel DSB
- St Alfred School753 m · 9 min walk
Dufferin-Peel CDSB
- St. Teresa of Calcutta Catholic Elementary School927 m · 12 min walk
Dufferin-Peel CDSB
- Brian W. Fleming Public School950 m · 12 min walk
Peel DSB
Secondary
- Glenforest Secondary School1.1 km · 14 min walk
Peel DSB
Nearby Amenities
Cafe
- Tim Hortons575 m
Community Centre
- Burnhamthorpe Community Centre416 m
Entertainment
- Maja Prentice Theatre438 m
Liquor Store
- The Beer Store628 m
Mall
- High Point Mall324 m
Park
- Gulleden Park243 m
- Jaycee Park577 m
Restaurant
- Arkady Bistro Cafe362 m
Winding Trail Townhomes Market Snapshot
Live snapshot of this building's own listings -- rentals not included
Bedrooms
There’s no recent sales activity to report for Winding Trail Townhomes specifically — see the Applewood market report for the broader area.
Winding Trail Townhomes vs Applewood vs Mississauga
| Metric | Winding Trail Townhomes Live snapshot · sold last 24mo | Applewood 2026-09-01 · sold last 24mo | Mississauga Sold last 24mo |
|---|---|---|---|
| Active Listings | 0 | 15 | — |
| Median Asking Price | — | $500.0K | — |
| Avg. Days on Market | — | 45 | — |
| Sold (24mo) | 0 | 67 | — |
| Median Sold Price | — | $534.0K | — |
| Median $/sqft (Sold) | — | $482 | — |
| Sale-to-List Ratio | — | 98% | — |
| Months of Inventory | — | 5.0 mo | — |
Active Inventory
Closed Sales — Last 24 Months
No recent sales activity to report yet.
Market statistics are aggregate estimates compiled from TRREB (Toronto Regional Real Estate Board) MLS® data via the PropTx IDX/VOW feed. Deemed reliable but not guaranteed accurate, provided for general informational purposes only, and not a substitute for a professional appraisal, inspection, or investment advice. No liability is assumed for any errors or omissions.
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.
Frequently Asked Questions
Where is Winding Trail Townhomes located?
Winding Trail Townhomes is located at 1350 Winding Trail in the Applewood neighbourhood of Mississauga.
Is Winding Trail Townhomes good for commuters?
Yes, Winding Trail Townhomes is ideally situated for commuters, with easy access to the QEW, Highway 403, and Highway 427. Toronto is located just past the eastern border, and residents can connect to MiWay bus routes or the Dixie GO station on the Milton line.
When was Winding Trail Townhomes built?
Winding Trail Townhomes was completed in 1966, offering a mature and established residential community.
What floor plan sizes and layout types are available?
The community features 2-storey townhouses with three- and four-or-more-bedroom floor plans, ranging in size from approximately 1,400 to 1,799 square feet.
What schools are near the townhomes?
The development is served by Dixie Public School and Applewood Heights Secondary School.
Where can residents shop nearby?
Residents have convenient access to local shopping at Applewood Hills Plaza on Bloor Street (anchored by an Independent Grocer, LCBO, and Shoppers Drug Mart) and Applewood Village Plaza on Dixie Road (anchored by a Longo's).
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Miko Nalepa
Realtor® at The Condo Bar Real Estate
With 15+ years in the GTA West market, Miko Nalepa is a Realtor® with Right At Home Realty, Brokerage, specializing in condos, townhouses, and detached homes across Mississauga, Oakville, Burlington, and Milton. The focus stays deliberately narrow -- four cities, not a Toronto-wide practice -- because that's what it takes to know individual buildings and blocks, not just neighbourhood names.
Miko Nalepa is also the creator of The Condo Bar, the data platform behind this site, tracking building-level sales history and live market reports across 450+ GTA West condo buildings so every recommendation starts with what comparable units actually closed for, not asking price.
All building details, amenities, pricing, and listing information on this page are deemed reliable but not guaranteed, and may change without notice. This page is provided for general information purposes only and does not constitute legal, financial, or professional advice. Buyers are responsible for independently verifying all information, including unit availability, pricing, fees, and building specifications, before making any decisions. No liability is assumed for any errors or omissions.