West Oak Trails, Oakville

West Oak Trails detached homes for sale

Detached homes in West Oak Trails are two-storey builder houses from the mid-1990s to mid-2000s: three or four bedrooms, attached double garages on most models, brick or brick-and-stucco fronts, and lots of 36 to 50 feet with modest yards. Earlier phases down by Upper Middle Road are plainer and slightly older; later phases toward Bronte Road and along Westoak Trails Boulevard offer nine-foot ceilings, larger kitchens and more stone. The premium streets sit against Fourteen Mile Creek, the Sixteen Mile ravine or the larger parks. Because ages and models repeat, condition and lot position decide value: look for the original roof, furnace and windows on 1990s houses, stucco and flashing on 2000s fronts, basement finishing permits, pool permits and fence compliance, and whether the driveway was widened legally. Many houses have in-law suites built for extended family, which deserve a permit check.

West Oak Trails detached homes by the numbers

Live from the MLS® feed · updated September 20, 2026

17 For sale now
13 New in 30 days
$1,549,000 Median asking price Middle half $1.3M to $1.6M
$644 Asking price per sq ft
12 days Median days listed
15% Listings with a price cut Median cut 8.2%

Newest West Oak Trails detached homes for sale

See all 17 listings
1089 GLEN VALLEY Road
1089 GLEN VALLEY Road — photo 2
1 / 40
New
For Sale
$1,699,900
4 bd · 3 ba
1089 GLEN VALLEY Road, Oakville
2 days on market
MLS® W13806006 · RE/MAX IMPERIAL REALTY INC.
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Questions people ask about West Oak Trails

Do detached homes here have big lots?

No. Most sit on 36 to 50 foot lots with compact backyards, which is typical for Oakville subdivisions of the late 1990s. Corner lots, pie-shaped court lots and ravine lots along the creeks are the exceptions and are what buyers pay attention to, so check the survey for the precise shape.

What is a link home and are there any here?

A link looks detached above ground but shares a foundation wall or garage footing with the neighbour. Some 1990s phases in West Oak Trails include links and semis alongside fully detached houses. The listing should say which it is; a lawyer can confirm from the registered plan.

Should I worry about stucco on 2000s houses?

Check it. Many later-phase fronts use EIFS or acrylic stucco, which performs well when flashed and sealed and poorly when it is not. Look for staining under windows, cracks at corners and soft spots; a specialist inspection is cheap compared with a repair.

Sources: oakville.ca · oakville.ca · oakville.ca · halton.ca · conservationhalton.ca · hdsb.ca