Woodley Crescent

Woodley Crescent is a quiet residential loop in the Willmott neighbourhood of north Milton. The street forms a gentle crescent that opens onto Woodley Crescent South, creating a contained enclave with minimal through traffic. It sits within a mature pocket of townhouse development, bordered by established single-family homes and the green expanse of Willmott Park. The area feels settled and family-oriented, with sidewalks and street trees lining both sides of the road. St. Scholastica Catholic Elementary School sits at the crescent's edge, anchoring the block with a daily rhythm of school drop-offs and pickups. The street is a short drive from Milton's major commercial corridors along Main Street and Thompson Road.

Woodley Crescent is composed entirely of townhouses, a uniform product that gives the street a consistent architectural character. The homes were built in the early 2000s, part of a larger development phase that filled Willmott with attached housing. Most units are two-storey freehold townhouses with brick and vinyl exteriors, private driveways, and attached garages. Floor plans typically offer two to three bedrooms, with square footage ranging from roughly 1,100 to 1,500 square feet. Some end units provide additional windows and slightly larger lots.

The townhouses on Woodley trade in the low to mid-$800,000s, reflecting the street's position within Milton's established townhouse market. Exterior treatments lean toward neutral palettes, with brick facades in tan and grey tones. Many homes have been updated with modern flooring, renovated kitchens, and refreshed bathrooms. The street's layout creates a sense of enclosure, with front yards that are modest but well-maintained. Parking is generally off-street, and the crescent's low traffic volume makes it a comfortable setting for families with young children.

Willmott Park is directly adjacent to Woodley Crescent, offering a playground, sports fields, and walking paths within a minute's walk. St. Scholastica Catholic Elementary School is at the crescent's entrance, making the street a natural fit for families with children in the Catholic board. For daily errands, Sobeys Milton is a six-minute drive west, and Walmart and FreshCo are each about seven minutes away. Milton District Hospital is six minutes by car, providing reliable access to emergency and urgent care.

The Milton GO Station is an eight-minute drive south, with regular trains to Toronto's Union Station. Highway 401 is accessible via Regional Road 25 in about seven minutes, connecting to Mississauga and beyond. Several public elementary schools, including Sam Sherratt and Robert Baldwin, are within a five- to six-minute drive. The Milton Muslim Community Centre is six minutes away, serving a growing local congregation. For outdoor recreation, Kelso Conservation Area is a short drive north, offering hiking, skiing, and lake access.

Woodley Crescent trades exclusively in townhouses, with five recent sales establishing a typical price around the mid-$800s. The market here is thin but active; only five sales transactions provide the foundation for analysis, yet lease activity over the same window totals five units, indicating rental demand roughly matches ownership transfers. A three-bedroom townhouse rented for $2,800 per month in June 2026, while two-bedroom units leased between $2,600 and $2,800 across the recent window, spanning properties of varying square footage and finish.

Pricing has moved unevenly across the available quarters. From Q1 2025 through Q3 2025, the typical price eased from the mid-$800s to the low-$800s, a modest softening. That trajectory reversed in Q4 2025, with prices firming back to around $850,000. Lease-to-sale dynamics suggest investor and rental interest holds steady alongside traditional ownership demand. Two-bedroom units on the street lean toward the mid-$2,600s in rental form against sale prices clustered around $800,000 to $850,000; three-bedroom units rent higher, in the upper $2,700s to low-$3,100s, anchoring themselves to the upper end of the street's sale band. No active listings currently appear on the street, though the thin transaction volume and cyclical pattern suggest new inventory arrives and clears in discrete waves rather than continuous supply.

Across the broader Willmott neighbourhood, comparable townhouses have settled around $800,000 in typical traded price, nearly level with Woodley Crescent's recent range. Neighbourhood-wide pricing has remained essentially flat year over year, with negligible change suggesting stability in the townhouse market across the wider area. Sold-to-ask ratios sit just under 0.99, indicating buyers negotiate modest concessions but most transactions close near asking. Days on market for comparable neighbourhood townhouses average around 89 days, tracking slightly above what the street's lease units experience, suggesting Woodley Crescent's rental inventory clears somewhat faster than the ownership market runs at the neighbourhood scale.

Woodley Crescent sits within Willmott, a neighbourhood that trades quiet residential streets for measured access to the region's main arteries. The Milton GO station is an eight-minute drive, making the downtown Toronto commute a realistic proposition — the full trip runs around 68 minutes. For those driving to Mississauga or Oakville, the 401 ramp at Regional Road 25 is seven minutes away, and the drive to either city settles around 20 to 25 minutes. Pearson is roughly half an hour by car. The street itself sees little through traffic, so the road network handles the load without the noise of a busier corridor.

Public elementary catchment draws to Sam Sherratt Public School, a five-minute drive that serves families along the western side of the crescent. Catholic elementary students attend St. Scholastica Catholic Elementary School, which is walkable from the southern end of Woodley. For secondary, public students go to Craig Kielburger Secondary School, two minutes by car, while Catholic students attend St. Francis Xavier Catholic Secondary School, a five-minute drive. The proximity to both boards at the elementary and secondary levels makes the street a practical choice for families with children across different school stages.

Woodley Crescent tends to suit buyers who want a townhouse in a quiet pocket of Willmott without paying a premium for a detached home. The stock is entirely townhouses, so households that value ground-floor living with less exterior maintenance than a single-family home will find the fit natural. The rental records show unfurnished, long-term leases, suggesting a tenant base that treats the street as a settled address rather than a transient stop. Buyers here accept that the GO station and highway are a short drive rather than a walk, and that grocery and hospital access requires a car. In exchange, they get a crescent with little through traffic and immediate access to Willmott Park.

If you're considering alternatives in similar pockets, the tradeoffs are worth weighing. Homes built in the early 2000s tend to have slightly larger floor plans but sit on tighter frontages, while newer subdivisions in the area offer more consistent finishes but less established landscaping. For buyers who want a shorter walk to the GO station, streets closer to Milton's core trade the quiet crescent feel for more pedestrian access. Those prioritizing a larger lot or a detached home will find the premium elsewhere in Willmott, where townhouses give way to single-family stock. The choice comes down to whether the crescent's quiet and park adjacency outweigh the convenience of a more central location.