Miltonly/Streets/Winn Trail
Street Profile · Milton · Milton, ON

Winn Trail

Winn Trail is a residential street in Milton's Coates neighbourhood, a pocket of the town that sits east of the escarpment and west of the industrial lands along James Snow Parkway.

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Updated September 22, 2026. Listings live.

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The profile

About Winn Trail

Winn Trail is a residential street in Milton's Coates neighbourhood, a pocket of the town that sits east of the escarpment and west of the industrial lands along James Snow Parkway. The street takes its name from the park at its centre, and the layout reflects that: a quiet curve of homes with green space folded into the middle rather than pushed to the edges. Winn Trail sits within that fabric, close to the schools and parks that anchor daily life in this part of town. It is not a through street in any meaningful sense, and the traffic that passes is almost entirely local.

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The homes here

What can be said is that the street forms part of Coates' residential fabric, and the neighbourhood's stock runs from detached homes through to townhouses and condominium apartments. Without recorded transactions on the street, any description of its specific housing mix would be speculation rather than observation.

Schools nearby

No secondary school appears in the immediate radius, so older students travel further afield. Confirm current school assignment directly with the boards.

Records

Sales records, Winn Trail

Recent closed sales, Winn Trail
DateAddressBedsSoldvs AskDOMListing brokerage
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Recent closed sales on Winn Trail, last 90 days
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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. The information is deemed reliable but is not guaranteed accurate by PropTx.

Freehold vs. condo, side by side
Live Milton prices, fees, and the three trades laid out plainly to help you decide.
Typical askingFreehold ~$1.15MvsCondo ~$569K
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Getting around

Commute & reach from Winn Trail

Transit & highways
Milton GO, 401, and major routes
Milton GO Station4 min drive · 17 min walk
Highway 401 on-ramp5 min drive
Union Station (GO)58 min transit
Schools
Public and Catholic boards
Chris Hadfield PS8 min drive
Anne J. MacArthur PS5 min drive
Irma Coulson PS6 min drive
E.W. Foster PS5 min drive
Tiger Jeet Singh PS4 min drive
Health
Hospital and nearby care
Milton District Hospital6 min drive
Parks & recreation
Trails, pools, and conservation areas
Kelso Conservation Area12 min drive
Rattlesnake Point Conservation20 min drive
Shopping & groceries
Plazas, grocers, and big-box
Walmart Milton6 min drive
Canadian Superstore3 min drive
FreshCo Milton6 min drive
Places of worship
Mosques, churches, gurdwaras
Halton Islamic Community Centre9 min drive
Milton Muslim Community Centre6 min drive
Islamic Community Centre of Milton12 min drive
Address ladder

Addresses on Winn Trail

The Town records 18 civic addresses on Winn Trail, numbered 655–750, with Snider Terrace, Gervais Terrace, Holly Avenue, Bessy Trail and Cargill Path meeting it in that order from the low-number end.

odd numbers left, even rightopen a mark for position, side, nearest cross street and form cross street
655750655
Snider Terrace
656660664
Gervais Terrace
668671738739740741742743745746747748
Holly Avenue
Bessy Trail
Cargill Path
749750

Civic addresses from the Town of Milton under the Open Government Licence. Positions approximate. No sale price or date is shown for any single address.

Winn Trail

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A written valuation prepared by hand from comparable sales, sent by email. Nothing on this page estimates a single address.

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Common questions

Questions about Winn Trail

Which schools are close to Winn Trail?
No secondary school sits in the immediate radius. Confirm current school assignment with the Halton District School Board and the Halton Catholic District School Board directly.
Is Winn Trail new construction or established?
Winn Trail sits within Coates, one of Milton's newer west-end residential areas, so the surrounding streets are largely built out rather than actively under construction. No new-build activity is recorded on the street itself. The area reads as an established pocket within a subdivision that is itself relatively recent.
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Selling on Winn Trail

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Buying on Winn Trail

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