Townhouse Complex · Applewood, Mississauga
Winding Trail Townhomes1350 Winding Trail, Mississauga, ON L4Y 2T8
A Mature Townhouse Community at 1350 Winding Trail in Applewood
As of October 2026, Winding Trail Townhomes has 3 homes for rent from $2,999 to $3,199 a month.
Winding Trail Townhomes is a condominium townhouse complex at 1350 Winding Trail in Applewood, the mature east-central Mississauga community between Dixie Road and Cawthra Road. Three- and four-bedroom homes give families more room than a typical condo. Gulleden Park is about 200 metres away, High Point Mall is close by for everyday errands, and Burnhamthorpe Community Centre and the Maja Prentice Theatre are within half a kilometre.
- Year Built
- 1966
- Storeys
- 2
- Home Sizes
- 1,400–1,799 ft²
No homes for sale at 1350 Winding Trail right now (3 for rent)
No homes currently available.
About Winding Trail Townhomes
Completed in 1966, the community has homes from 1,400 to 1,799 sq ft. Pets are allowed with restrictions.
Winding Trail Townhomes is a two-storey townhouse community at 1350 Winding Trail, in Mississauga's Applewood neighbourhood. It was completed in 1966, which makes it one of the older townhouse complexes in the city. The setting is quiet and leafy.
Homes have three or four-plus bedrooms and run from about 1,400 to 1,800 square feet. That gives growing families real room, and it suits downsizers who still want space. At nearly sixty years old, the complex has a long history of repairs, so read the reserve fund study closely.
Elementary and secondary schools are within a short walk; confirm which ones serve this address. Gulleden Park is about 200 metres away, and High Point Mall handles quick errands. Applewood Hills Plaza on Bloor Street has served the area since 1974. It has an Independent Grocer, an LCBO and a Shoppers Drug Mart. Applewood Village Plaza on Dixie Road has a Longo's. Trails follow the Etobicoke Creek corridors nearby. 1400 Winding Trail and Applewood Place are close neighbours.
The QEW, Highway 403 and Highway 427 are all near, and Toronto is just past the eastern border. MiWay buses and Dixie GO serve transit riders. To compare other family-sized townhouses, browse Mississauga townhouses for sale or the Applewood market report.
Home Types in This Community
| Home Type | Size |
|---|---|
| 3 Bed | 1,500–1,750 ft² |
Applewood Neighbourhood
Winding Trail Townhomes is located in Applewood, Mississauga.
See what's nearby -- schools, parks, shopping and transit -- in the map below.
Explore the Applewood neighbourhood guideWhat’s Nearby
Nearby Schools
Elementary
- Burnhamthorpe Public School226 m · 3 min walk
Peel DSB — JK-6
- St Sofia School320 m · 4 min walk
Dufferin-Peel CDSB — JK-8
- Glenhaven Senior Public School356 m · 4 min walk
Peel DSB — 6-8
- St Alfred School753 m · 9 min walk
Dufferin-Peel CDSB — JK-8
- St. Teresa of Calcutta Catholic Elementary School927 m · 12 min walk
Dufferin-Peel CDSB — JK-8
- Brian W. Fleming Public School950 m · 12 min walk
Peel DSB — JK-6
Secondary
- Glenforest Secondary School1.1 km · 14 min walk
Peel DSB — 9-12
School details come from the Ontario Ministry of Education and the school boards, and may change. Boundaries, programs and grades are set by each board and can change from year to year, so confirm with the board before you buy.
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 community'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 by the numbers
vs Applewood and Mississauga
| Metric | Winding Trail Townhomes Live snapshot · sold last 24mo | Applewood 2026-10-01 · sold last 24mo | Mississauga 2026-10-01 · sold last 24mo |
|---|---|---|---|
| Active Listings | 0 | 15 | 343 |
| Median Asking Price | — | $495K | $725K |
| Avg. Days on Market | — | 50 | 45 |
| Sold (24mo) | 0 | 68 | 1,704 |
| Median Sold Price | — | $525K | $735K |
| Median $/sqft (Sold) | — | $470 | $531 |
| Sale-to-List Ratio | — | 98% | 98% |
| Months of Inventory | — | 4.5 mo | 4.4 mo |
Closed Sales — Last 24 Months
Aggregate estimates from TRREB MLS® data (PropTx feed). Deemed reliable but not guaranteed, and not an appraisal. Full terms.
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).
Similar & Nearby Townhouse Complexes
Other townhouse complexes in this pocket of Applewood with homes on the market right now.
View Community
1310 Gulleden Drive
1310 Gulleden Drive
$661k - $699k · Median $680k
Maintenance Fees: $890/mo
Community Features: 23 homes · 2 storeys · Built 1974
View Community
Mississauga Terrace Townhouses
1624 Bloor Street
$445k - $495k · Median $470k
Maintenance Fees: $1,046–$1,313/mo · Home Sizes: 1,001–1,899 ft²
Community Features: 50 homes · 2 storeys · Built 1972
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Miko Nalepa
Realtor® at The Condo Bar Real Estate · RECO #4737024
Realtor® with Right At Home Realty, Brokerage, covering condos and townhouses in Mississauga, Oakville, Burlington and Milton. More about Miko Nalepa
Building details are approximate and may change. Confirm fees, sizes and availability with the condo corporation before you buy.