Weston Drive

Weston Drive at a glance

Weston Drive runs through the Scott neighbourhood in north Milton, a residential corridor that connects Main Street East to the escarpment edge. The street is framed by newer subdivisions on one side and open green space on the other. It sits minutes from Milton District Hospital and the Milton GO Station, placing it within reach of both daily essentials and Toronto commutes. The street itself is quiet, with sidewalks and mature boulevards still settling into their landscape. This is a part of Milton where development has been deliberate and recent, giving the area a consistent, planned feel.

Housing stock on Weston

Homes on Weston Drive are predominantly detached houses built in the early 2010s. The typical lot holds a two-storey, four-bedroom home with a double garage and brick-and-stone exterior. Floor plans are open-concept, with main-floor family rooms and second-floor laundry rooms common across the street. The builder is not attributed with high confidence, but the uniformity of elevation treatments suggests a single developer phase.

The stock leans toward family-oriented layouts: primary suites with walk-in closets, finished basements in many units, and fenced backyards. Some homes have been updated with hardwood floors and upgraded kitchens, while others remain in original condition. The street's detached homes typically trade around $1.05M, reflecting the broader Scott neighbourhood detached market. Townhomes are present but rare, with only a single unit in recent records.

What's nearby

Weston Drive is a three-minute drive from Milton District Hospital and the Milton GO Station, making it practical for both healthcare access and commuting. Grocery shopping is close: Sobeys Milton is three minutes away, and Walmart and FreshCo are within four minutes. The Milton Muslim Community Centre is also a short drive, serving a significant local population.

Several parks are within a five- to seven-minute drive, including Willmott Park, Milton Community Park, and Velodrome Park. Sam Sherratt Public School is adjacent to the street, and Craig Kielburger Secondary School is five minutes away. For drivers, Highway 401 is four minutes from the on-ramp at Regional Road 25. Downtown Toronto is about 65 minutes via GO train and TTC.

The market right now

Weston Drive has recorded steady activity in the $1M band, with the typical price near $1.05M across recent quarters. Three active listings characterize the current supply posture, indicating moderate availability for a street that has completed five sales and two lease transactions over the measurable window. Days on market average around 86, pointing to a measured pace where buyers and sellers neither rush nor encounter extended holding periods. The street's composition skews toward detached homes, which account for four of the seven recorded transactions, though exact price clustering by property type remains too thinly distributed to isolate with precision.

Lease activity on Weston shows two rental records spanning a one-bedroom unit at approximately $1,650 per month and a three-bedroom at around $3,200 per month. This lease-to-sale split indicates light rental demand relative to ownership, with two rentals against five sales pointing toward a street where owner-occupancy dominates the market narrative. Gross yields on a three-bedroom lease at $3,200 against comparable sale prices near $1.05M work to approximately 3.6% on an annual basis, positioning Weston as a street where renters exist but do not anchor market psychology. The single recent quarter in the available data (Q4 2025) shows a typical of around $1.035M, anchoring current pricing in a zone that reflects both the street's established character and the broader neighbourhood dynamics that shape comparable properties in the Scott area.

Comparable homes nearby

Across Scott, comparable detached homes have sold at meaningfully higher levels than Weston's current typical. The neighbourhood-wide typical for detached properties sits near $1.3M, placing Weston approximately $250K below the area's comparable stock. This discount reflects positioning within Scott rather than market weakness; neighbourhood-level prices have softened modestly year-over-year by approximately 4%, suggesting gentle normalization rather than sharp correction. Buyers in the Scott area negotiate with moderate leverage, with homes selling at around 97.5% of asking price across the neighbourhood sample of 125 recent transactions, indicating realistic pricing and brisk execution without structural demand strain. Pace across the neighbourhood runs slightly slower than Weston itself, with comparable detached homes typically clearing in around 100 days, three weeks longer than the street's own rhythm.

Getting around

Weston Drive sits in Scott, a neighbourhood that trades proximity to Milton's core for a quieter residential cadence. The Milton GO station is a five-minute drive, making the Toronto commute the realistic daily rhythm — door to Union in just over an hour. For those heading to Mississauga or Pearson, the 401 on-ramp at Regional Road 25 is four minutes away, and the drive runs around 22 and 32 minutes respectively. The street itself sees little through-traffic, so the road network handles the load without the noise that defines busier corridors.

Schools nearby

For secondary, public students attend Craig Kielburger Secondary School, also five minutes away, while Catholic students head to Bishop P.F. Reding Catholic Secondary School, four minutes by car. The concentration of schools within a short radius makes this part of Scott a practical choice for families routing multiple children through different boards.

If different priorities matter more

If a shorter commute to the GO station or a more walkable setting matters, Martin Street offers a mixed stock with a very different price point — units trade around $310,000, reflecting a denser, more urban feel. For those who want a larger detached home with a higher ceiling, Wettlaufer Terrace sees detached homes trading around $1.8M, a step up in both size and finish. Both streets sit in the same general area but serve different household shapes and budgets. The choice comes down to whether you prioritize lot size and quiet or proximity and density.