Hayward Crescent is a quiet residential loop in Milton's Timberlea neighbourhood.
Hayward Crescent is a quiet residential loop in Milton's Timberlea neighbourhood. It sits west of Ontario Street, just north of the 401 corridor, in a part of town that grew steadily through the 2000s. The street is short and self-contained, with no through traffic. Mature trees line the sidewalks, and front yards are well kept. The immediate area is defined by family homes, nearby schools, and easy access to the Milton GO station and Highway 401. Timberlea itself is one of Milton's larger subdivisions, and Hayward Crescent reflects its character: orderly, suburban, and oriented toward families.
Hayward Crescent holds a mix of detached homes and semis, all built in the early 2000s. Detached houses dominate the crescent, typically two-storey layouts with brick and vinyl exteriors. Lot sizes are modest, consistent with Timberlea's development pattern. Semis occupy a smaller portion of the street, offering attached garages and similar finishes. Homes here trade in the low-$1Ms for detached properties, with semis settling in the high-$700s to low-$800s.
The architecture is builder-standard for the era: open main floors, hardwood or laminate on the first level, carpet upstairs. Many homes have updated kitchens and bathrooms, though original finishes remain in a few. Garages are attached, driveways hold two cars. The street feels uniform but not monotonous; individual landscaping and paint choices give each house its own character. Condition across the crescent is solid, with most properties well maintained.
Hayward Crescent sits within walking distance of several schools. E.W. Foster Public School and W.I. Dick Middle School are both on the crescent itself. Tiger Jeet Singh Public School and Milton District High School are a five-minute drive. For groceries, Sobeys Milton is a four-minute drive west on Main Street; Walmart and FreshCo are five minutes east. Milton District Hospital is four minutes by car.
Parks are plentiful but require a short drive. Coates Park, Centennial Park, and Milton Community Park are all five to six minutes away. The Milton GO station is six minutes by car, making downtown Toronto reachable in just over an hour. Highway 401 at Regional Road 25 is five minutes from the crescent. For daily errands, the nearby shopping plazas on Main Street cover most needs without venturing far.
Hayward Crescent trades rarely, with only a handful of recorded transactions over the past year. The street comprises a small mix of detached homes and one semi-detached property, typical of the Timberlea neighbourhood's residential character. Limited recent activity means suitability here is determined less by price momentum than by the intrinsic appeal of the street itself: proximity to E.W. Foster Public School and W.I. Dick Middle School, car-dependent access to regional parks including Coates Park and Centennial Park, and a quiet residential setting within a maturing suburban envelope. Buyers drawn to Hayward tend to be families anchored to the local school catchment or those seeking stability over transaction velocity. The street's minimal turnover reflects neither weakness nor premium pricing; it suggests owner retention and low churn, which in a new-enough neighbourhood often signals residential satisfaction.
Across Timberlea, detached homes comparable to those on Hayward have traded near $1.1M over the past year. The broader neighbourhood sample spans over 100 sales, providing reliable context for the street's positioning. Prices in the neighbourhood have softened modestly year-over-year, a pattern consistent with recent market activity across the Greater Toronto Area. Buyers in the area are negotiating effectively; homes have sold near ask, with a sold-to-ask ratio indicating tight alignment between seller expectations and actual market clearing. Comparable detached homes in Timberlea typically clear in around 99 days, a pace that reflects steady but deliberate buyer engagement rather than urgency on either side.
Hayward Crescent sits in Timberlea, a neighbourhood whose position makes the Milton GO station the natural Toronto commute — a six-minute drive puts Union under an hour and ten minutes total. For those working in Mississauga, the 401 ramp at Regional Road 25 is five minutes away, making the drive a manageable 22 minutes. The street itself is quiet, a crescent that sees little through-traffic, so the road network handles the load without the noise of a busier corridor.
Public elementary catchment draws to E.W. Foster Public School, which sits directly on the crescent; W.I. Dick Middle School is also within walking distance. Catholic elementary students attend Our Lady of Fatima or Guardian Angels, both a five-minute drive. Secondary students route to Milton District High School for the public board or Bishop P.F. Reding for Catholic, each about five minutes by car. The concentration of schools within a short radius makes Hayward a street where school drop-offs rarely stretch the morning.
Hayward Crescent tends to suit families who want schools within walking distance and a quiet crescent where children can play. The stock is a mix of semis and detached homes, built in a period that appeals to buyers who value established neighbourhoods over new subdivisions. The tradeoff is that the street is small — only a handful of homes — so inventory is thin and turnover slow. Renters on the street tend to be long-term anchored, with unfurnished leases dominating. For buyers who want a tight-knit pocket with immediate school access, Hayward delivers; those seeking more variety or faster turnover may find the limited supply frustrating.
If you're considering alternatives in similar pockets, homes built in the 1990s versus the early 2000s can shift the feel considerably. For buyers who want larger lots or more square footage, streets with pie-shaped lots in Timberlea's newer sections may suit better. Those prioritizing a shorter drive to the GO station might look closer to the Milton GO stop, where homes trade at a premium for walkability. The tradeoff is typically tighter frontage and less green space. Each pocket in Timberlea has its own character; the right fit depends on whether school proximity, lot size, or commute time matters most.
Detached inventory on Hayward Crescent is currently active but has thin recent sale history.
Semi inventory on Hayward Crescent has seen 1 closed sales recently. Details below.
Closed transactions from the Toronto Regional Real Estate Board. The picture below covers recent closed activity across all product types on Hayward Crescent.
No closed sales on record for Hayward Crescent in the recent period.
Rental activity on Hayward Crescent across recent months. Breakdown by bed count below.
| Date | Address | Beds | Sold | vs Ask | DOM | Listing brokerage |
|---|---|---|---|---|---|---|
Times below assume typical traffic from mid-street. Walk and transit times use Milton Transit routing.
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