Knight Trail runs through the Dempsey neighbourhood in north Milton, a quiet residential pocket defined by its proximity to natural green space.
Knight Trail runs through the Dempsey neighbourhood in north Milton, a quiet residential pocket defined by its proximity to natural green space. The street is a short cul-de-sac off Martin Street, framed by mature trees and open fields. It sits within walking distance of Chris Hadfield Public School and a short drive from the Milton GO Station. The area feels suburban and settled, with a rhythm shaped by families and commuters alike. Knight Trail offers a sense of enclosure uncommon in newer subdivisions, with homes set back from the road and generous frontages.
Knight Trail is a thin street with a small number of detached homes. The housing stock consists of two-storey single-family residences built in the early 2000s. Lots are spacious, with driveways accommodating multiple vehicles and backyards that open onto ravine-like buffers. The architecture is conventional for the era: brick and vinyl exteriors, attached garages, and pitched roofs. Square footage typically falls in the 2,000 to 2,500 range, with four bedrooms and three bathrooms as the standard configuration.
The homes on Knight Trail share a consistent build quality and era, but individual properties show variation in exterior finishes and landscaping. Some have stone accents and upgraded front doors; others retain the original builder palette. The street's low turnover means many homes are still in first-owner condition, with original kitchens and bathrooms. A few have undergone renovations, particularly in basement finishing and flooring. The overall impression is of a well-maintained enclave where owners take pride in curb appeal.
Knight Trail sits within a five-minute drive of several everyday anchors. Walmart and FreshCo are both four minutes away by car, and Sobeys is five minutes. Milton District Hospital is five minutes south. For outdoor recreation, Coates Park and Velodrome Park are each six minutes away, while Kelso Conservation Area is ten minutes north. The Milton GO Station is a ten-minute drive, offering a 70-minute commute to downtown Toronto via the GO train and TTC.
Families on Knight Trail have access to multiple public elementary schools within a five-minute walk or drive, including Chris Hadfield Public School at the end of the street. Catholic options such as Guardian Angels and Our Lady of Fatima are within four to five minutes by car. The Milton Muslim Community Centre is four minutes away. Highway 401 at Regional Road 25 is four minutes by car, providing a direct route to Mississauga in 22 minutes and Pearson International Airport in 32 minutes.
Knight Trail trades rarely. Only a handful of transactions have been recorded over the past year, split between a small number of detached sales and a few leases, which is why the page does not attempt to quote a typical price or a band for the street itself. With one active listing currently on the market, the pace here is set by individual decisions to sell rather than by any rhythm a buyer could time. Streets like this tend to turn over when life events prompt it, not when the market signals a moment. What the street offers, in lieu of a deep trade record, is a clear sense of place. Knight Trail sits within Dempsey, a neighbourhood of detached family homes built during Milton's mid-2000s expansion north of the older town grid. Chris Hadfield Public School is essentially at the doorstep, which shapes who tends to settle here: families with school-age children who value the short walk to the elementary catchment and the proximity to Walmart, FreshCo, and the cluster of services along the Regional Road 25 corridor. The lot pattern is suburban-conventional, with attached garages and front-driveway parking the norm. Buyers drawn to Knight Trail are typically choosing a specific kind of family-stage stability over the optionality of a more actively traded street, and accepting that when a home does come up here, the decision window is short and the comparable read leans on the wider neighbourhood rather than on the street itself.
Across Dempsey, comparable detached homes typically trade around $1.15M, drawn from a deep pool of sales that gives the figure real weight as a reference point for Knight Trail. Values have eased modestly over the year, drifting lower by a few percentage points against where the neighbourhood sat twelve months earlier, which puts current pricing in a slightly softer position than the recent peak without suggesting any meaningful break in the trend. Sold-to-ask sits close to ask, with buyers typically paying within a hair of the listed figure, which points to a market where pricing discipline matters more than aggressive negotiation. Days on market across the neighbourhood run at a measured pace, consistent with what Knight Trail itself has shown, so the street's own DOM read is not an outlier against the wider Dempsey pattern. For a Knight Trail buyer, the practical takeaway is that the neighbourhood comparable does the analytical work the street's own thin record cannot.
Knight Trail sits in Dempsey, a pocket that trades the quiet of a cul-de-sac for a longer reach to transit. The 401 on-ramp at Regional Road 25 is a four-minute drive, making Mississauga a 22-minute run and Pearson reachable in just over half an hour. The Milton GO station is ten minutes by car, and the full trip to Union Station runs about 70 minutes including the walk. For daily errands, the major retail corridors along Main Street and Thompson Road are within a five-minute drive. The street itself sees little through traffic, which suits buyers who prioritize calm over convenience to the station.
Public elementary students attend Chris Hadfield Public School, which sits directly on Knight Trail itself; Robert Baldwin and Anne J. MacArthur are also within a five-minute drive. Catholic elementary students draw to Guardian Angels, four minutes away, or Our Lady of Fatima at five minutes. Secondary students in the Catholic system attend St. Francis Xavier, a six-minute drive. The proximity to multiple elementary options gives families flexibility depending on program fit, though the street's position means most school runs are short drives rather than walks.
Knight Trail suits buyers who want a detached home in a quiet, established pocket of Dempsey without paying a premium for a high-profile address. The street's limited inventory and thin recent sales suggest a place where owners stay put, which appeals to those looking for stability rather than quick turnover. Families with young children benefit from the elementary school on the street itself, while the mix of nearby parks and conservation areas suits outdoor-oriented households. The tradeoff is a car-dependent lifestyle: the GO station is a ten-minute drive, and most amenities require a short trip. Buyers here accept that distance in exchange for a quieter setting and a lower entry point relative to busier corridors.
If walkability to the GO station matters more, Martin offers a different trade: a more urban feel with mixed trading around $310,000, though the stock is less uniform than Knight's detached homes. For buyers who want a condo with lower maintenance and a similar quiet setting, Millside trades around $490,000 and sits in a comparable pocket of Dempsey. Both alternatives trade at significantly lower price points, reflecting different property types and a more compact footprint. Knight Trail's appeal is its detached character and low turnover; if that's not the priority, either Martin or Millside may better align with the budget or lifestyle.
Detached inventory on Knight Trail has seen 2 closed sales recently. Details below.
Sale activity on Knight Trail in the recent period. Stats reflect closed transactions only.
Rental activity on Knight Trail across recent months. Breakdown by bed count below.
| Date | Address | Beds | Sold | vs Ask | DOM | Listing brokerage |
|---|---|---|---|---|---|---|
| Loading sold records⦠| ||||||
A thoughtful conversation grounded in every sale we have tracked on Knight Trail.
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