Condominium · Applewood, Mississauga
1400 Winding Trail Condos1400 Winding Trail, Mississauga, ON L4X 1W9
Condominium homes in Mississauga's Applewood neighbourhood
As of October 2026, 1400 Winding Trail has 2 units for rent from $3,299 to $3,399 a month.
No units for sale at 1400 Winding Trail right now (2 for rent)
No units currently available.
About 1400 Winding Trail
1400 Winding Trail is a family-sized condo community on a quiet street in Applewood.
Homes at 1400 Winding Trail are big, from 1,400 to 1,799 square feet. Plans have three, four or more bedrooms.
Applewood took shape mostly in the 1960s and 1970s, between Dixie and Cawthra. Houses, townhomes and condo complexes share the leafy streets. Groceries are a short drive from Winding Trail, and creek-side trails and parks are close. Families at 1400 Winding Trail should verify catchments with both boards.
The 427, the 403 and the QEW are all a few minutes from Winding Trail. Local buses stop nearby, Dixie GO is a short trip, and Toronto is just east.
Four-bedroom condos are rare, so homes here suit larger families. With this much space, some buyers use a bedroom as an office or a guest room for visiting relatives.
A complex of this age will have a long repair record; ask for the reserve fund study.
Winding Trail Townhomes is next door, and 1310 Gulleden Drive is close. For towers, see Applewood Place. Applewood prices are tracked in the Applewood market report.
Unit Types in This Building
| Unit Type | Size |
|---|---|
| 3 Bed | 1,750 ft² |
| 4+ Beds | 1,750 ft² |
Based on current listings and closed sales in the last 24 months -- the building may have other unittypes that simply haven't come to market recently.
Applewood Neighbourhood
1400 Winding Trail 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
- St Sofia School194 m · 2 min walk
Dufferin-Peel CDSB — JK-8
- Glenhaven Senior Public School239 m · 3 min walk
Peel DSB — 6-8
- Burnhamthorpe Public School321 m · 4 min walk
Peel DSB — JK-6
- St Alfred School686 m · 9 min walk
Dufferin-Peel CDSB — JK-8
- Brian W. Fleming Public School892 m · 11 min walk
Peel DSB — JK-6
- Forest Glen Public School1.0 km · 13 min walk
Peel DSB — JK-6
Secondary
- Glenforest Secondary School987 m · 12 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 Hortons546 m
Community Centre
- Burnhamthorpe Community Centre317 m
Entertainment
- Maja Prentice Theatre452 m
Liquor Store
- The Beer Store576 m
Mall
- High Point Mall323 m
Park
- Gulleden Park128 m
- Jaycee Park472 m
Restaurant
- Arkady Bistro Cafe330 m
1400 Winding Trail Market Snapshot
Live snapshot of this building's own listings -- rentals not included
Bedrooms
There’s no recent sales activity to report for 1400 Winding Trail specifically — see the Applewood market report for the broader area.
1400 Winding Trail by the numbers
vs Applewood and Mississauga
| Metric | 1400 Winding Trail Live snapshot · sold last 24mo | Applewood 2026-10-01 · sold last 24mo | Mississauga 2026-10-01 · sold last 24mo |
|---|---|---|---|
| Active Listings | 0 | 1 | 56 |
| Median Asking Price | — | $970K | $942K |
| Avg. Days on Market | — | 35 | 38 |
| Sold (24mo) | 0 | 15 | 343 |
| Median Sold Price | — | $970K | $924K |
| Median $/sqft (Sold) | — | $548 | $543 |
| Sale-to-List Ratio | — | 99% | 98% |
| Months of Inventory | — | — | 3.8 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 1400 Winding Trail located?
1400 Winding Trail is situated in the Applewood neighbourhood of east-central Mississauga, located between Dixie Road and Cawthra Road, with Toronto right across the eastern boundary.
What suite layouts and sizes are available at 1400 Winding Trail?
The development offers three- and four-plus-bedroom floor plans. These spacious layouts range in size from 1,400 to 1,799 square feet.
Is 1400 Winding Trail good for commuters?
Yes, it is highly accessible. Drivers are close to the QEW and Highways 403 and 427, while transit users can access local MiWay buses and the Dixie GO station on the Milton line.
Where can residents of 1400 Winding Trail do their shopping?
Everyday needs are well covered by local shopping plazas, including Applewood Hills Plaza on Bloor Street (anchored by an Independent Grocer, LCBO, and Shoppers Drug Mart) and Applewood Village Plaza (anchored by Longo's).
What schools serve the 1400 Winding Trail community?
Students living here are served by Dixie Public School and Applewood Heights Secondary School under the Peel District School Board. Catchment areas should be verified for individual addresses.
Are there parks and green spaces near the building?
Yes, residents have access to local community parks as well as the scenic Etobicoke Creek and Little Etobicoke Creek corridors, which provide green space and trails.
More Buildings in Applewood
Every other condo and townhouse building we cover in Applewood, Mississauga.
- 1055 Dundas Street E
- 1221 Dundix Road
- 1660 Bloor Street Condos
- 3025 Queen Frederica Drive
- 3040 Constitution Boulevard
- 3060 Constitution Boulevard
- 3065 Queen Frederica Drive
- 3071 Treadwells Drive
- 3077 Cawthra Road
- 3145 Queen Frederica Drive
- Applewood Landmark Condos
- Applewood Place Condos
- Applewood Terrace Condos
- Marklane Park Condos
- Mississauga Terrace Townhouses
- Winding Trail Townhomes
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.