Derry Road

Derry Road at a glance

Derry Road cuts across Milton's northern edge, a long arterial that shifts character as it moves through Coates, Harrison, and Scott neighbourhoods. It is a working road, not a quiet lane. Traffic moves steadily. The street connects directly to Highway 401 at Regional Road 25, making it a practical choice for commuters. Along its length, Derry passes a mix of newer subdivisions and older rural lots, with the escarpment rising to the north. Milton District Hospital sits just off the road, anchoring the western end. This is a street defined by movement and access, not by stillness.

Housing stock on Derry

Derry Road's housing stock is predominantly townhouses, with a handful of condos and a single detached home. The townhouses, which make up the majority of recent sales, are concentrated in the Coates neighbourhood. They are typically two-storey, three-bedroom units with attached garages, built in the early 2000s. Exteriors are brick and vinyl, with modest front yards. The condos are found in a single mid-rise building at 8020 Derry Road, offering one- and two-bedroom units in the 500 to 999 square foot range. These units are rental-heavy, with many leased out.

The townhouses on Derry trade in a consistent range, reflecting their uniform build era and layout. Most are freehold, though some may have condo fees for common elements. The street's single detached home is an outlier, sitting on a larger lot typical of the older rural parcels that still dot the road. Overall, the housing here is practical and unpretentious. It serves a population that values proximity to the highway and local amenities over architectural distinction. The rental market is active, particularly for the condo units, which attract tenants seeking short commutes and easy access to the 401.

What's nearby

Derry Road places residents within a short drive of daily essentials. Walmart and FreshCo are both four minutes away, covering grocery needs. Milton District Hospital is also four minutes from the road, a reassuring proximity. For recreation, Coates Park is a two-minute walk, offering a playground and green space. The Milton GO Station is six minutes by car, connecting to Union Station in just over an hour. Highway 401 is four minutes away, making regional travel straightforward.

Several schools serve the area, including Chris Hadfield Public School and Milton District High School, both within a five-minute drive. For families, the Catholic board's Bishop P.F. Reding and St. Francis Xavier secondary schools are similarly close. The Milton Muslim Community Centre is four minutes away. While Derry itself is a busy thoroughfare, the amenities it accesses are varied and practical. The street's value lies in its connectivity, not its quietude.

The market right now

Derry Road's transaction volume tilts decisively toward rental activity, with 112 leases recorded against only 8 sales over the recent window. This profile reflects the street's character as a rental-focused corridor, with townhouses anchoring the modest sales count. A three-bedroom townhouse traded around $841,000, representing the street's primary sales demographic. Active inventory stands at 12 listings, providing moderate selection for current buyers. Days on market average around 96, suggesting measured pace without urgent urgency.

The sales trend across available quarters shows variable movement. Q3 2024 saw typical prices near $935,000, softening to around $773,000 by Q4 2024. Prices then moved to approximately $823,000 in Q1 2025, before declining to around $758,000 in Q4 2025. The most recent quarters have been volatile; Q1 2026 settled near $677,500, then rebounded to around $822,000 in Q2 2026. This non-linear pattern reflects the thin sales base (only 8 transactions across six quarters), where each sale carries outsized influence on the typical. Lease activity dominates the street's momentum. Rental leases span from $1,900 for one-bedroom units to $3,100 for three-bedroom townhouses, with two-bedroom units typically renting near $2,280 per month. Against the townhouse sale price of approximately $841,000, this rental yield approximates 3.2 percent annually, anchoring investor interest on the street.

Comparable homes nearby

Across the Coates neighbourhood, comparable townhouse homes have sold at a typical price near $788,000, aligning closely with Derry Road's own townhouse sales anchor. The neighbourhood sample draws from 117 recent transactions, providing robust context. Year-over-year, comparable neighbourhood townhouses have softened by approximately 8.6 percent, signaling consistent downward pressure across the area. Homes sell close to asking across the broader market, with a sold-to-ask ratio of 0.993, a signal of tight negotiation room and balanced conditions where listings command their stated price. Neighbourhood-wide pace runs slightly tighter than the street's own days on market, with comparable homes typically clearing in around 90 days, compared to Derry Road's 96-day average.

Getting around

Derry Road runs through the western edge of Milton, a position that makes the 401 the dominant commute corridor. The on-ramp at Regional Road 25 is a four-minute drive, putting Mississauga within 22 minutes and Pearson within 32. For downtown Toronto, the Milton GO station is six minutes away; the combined drive-and-train trip runs just over an hour. The street itself carries steady traffic, so the daily rhythm is shaped by the highway access rather than local roads. Burlington and Oakville are each about 20 minutes by car, making the western GTA corridor a realistic daily arc.

Schools and catchment

Public elementary students on Derry Road draw to Chris Hadfield Public School, Anne J. MacArthur Public School, or Irma Coulson Public School, all within a five-minute drive. Catholic elementary students attend Our Lady of Fatima Catholic Elementary or St. Scholastica Catholic Elementary, each about six minutes away. Secondary catchment splits between Milton District High School and Bishop P.F. Reding Catholic Secondary School, both reachable in roughly five minutes. The concentration of schools within a short radius makes this stretch practical for families juggling multiple drop-offs.

Who this street suits

Derry Road tends to suit buyers who prioritize highway access and rental income potential over a quiet, tree-lined setting. The street is dominated by townhouses and condos, many of which are leased to long-term tenants; the rental market here is active, with most units renting unfurnished on 12-month terms. For an investor, the steady lease velocity and predominantly unfurnished stock signal anchored demand. Families may find the school cluster convenient, though the arterial traffic means outdoor play space is more likely found at nearby Coates Park than on the street itself. Buyers who want a detached home with a large lot will look elsewhere.

If different priorities matter more

If you're considering alternatives in similar pockets, Wettlaufer Terrace offers detached homes trading around $1.8M, a different price tier and a quieter residential feel. Apple Terrace presents mixed housing around $1.6M, with a similar mix of townhouses and detached stock but in a more established pocket. Both streets sit within the same general area but shift the balance toward larger lots and lower density. For buyers who want the highway access without the arterial traffic, these alternatives trade proximity to Derry Road's commercial corridor for a calmer street presence.