Leatherleaf Landing is a quiet residential street in Milton's Cobban neighbourhood.
Leatherleaf Landing is a quiet residential street in Milton's Cobban neighbourhood. It sits in the northern part of the city, near the escarpment edge. The street is short and lined with newer detached homes. It offers a suburban feel with mature trees and wide lots. The surrounding area is predominantly residential, with conservation lands and parks within a short drive. Leatherleaf Landing is a street that values privacy and space.
Leatherleaf Landing is a street of detached homes, all built in the early 2000s. The homes are two-storey designs with brick and stone exteriors. Lot sizes are generous, typically around 40 to 50 feet wide. The builder is not attributed with high confidence, but the homes share a consistent architectural language: open floor plans, double-car garages, and finished basements. Square footage generally falls in the 2,500 to 3,000 range.
The street's housing stock is uniform in era and style, but individual properties show variation in exterior finishes and landscaping. Some homes have been updated with modern kitchens and hardwood floors. Others retain original finishes. The overall condition is well-maintained. The street feels established, with mature trees and well-kept lawns. Homes here trade in the high-$1Ms to low-$1.3Ms range.
Leatherleaf Landing is a short drive from several parks and conservation areas. Kelso Conservation Area is five minutes away, offering hiking and skiing. Coates Park and Rotary Park are within a ten-minute drive. Milton District Hospital is seven minutes by car. Grocery shopping is convenient with Walmart, FreshCo, and Sobeys all about seven minutes away.
Public schools in the area include E.W. Foster Public School and W.I. Dick Middle School, both a five-minute drive. Catholic options include St. Francis Xavier Catholic Secondary School. The Milton GO Station is nine minutes away, with trains to Toronto. Highway 401 access at Regional Road 25 is seven minutes from the street. The Milton Muslim Community Centre is also nearby.
Leatherleaf Landing trades rarely, with only a handful of recorded transactions over the past year. The street's minimal activity reflects its early-stage development phase within the Cobban neighbourhood. A single detached home has sold on the street recently, indicating that new construction or newly completed homes continue to transition to ownership. Concurrently, one rental lease has been recorded, suggesting mixed occupancy patterns typical of streets in earlier build-out phases. The active listing count stands at one unit, a modest figure that underscores the limited turnover characteristic of streets with constrained inventory depth.
Across the Cobban neighbourhood, comparable detached homes have traded through a more established pattern. The typical price for detached properties in the area settled around 1.33M, with year-over-year price movement showing modest firmness of approximately 2.8 percent. Homes have cleared in roughly 105 days on average, indicating steady buyer engagement relative to broader market pace. The sold-to-ask ratio sits near 0.98, reflecting balanced negotiation dynamics where buyers move close to initial asking positions without significant discounting pressure. This neighbourhood-level performance suggests that detached homes in Cobban maintain stable demand anchored to their location relative to schools, conservation areas, and regional commute corridors.
Leatherleaf Landing sits in Milton's Cobban neighbourhood, a position that makes the GO line the realistic Toronto commute. A nine-minute drive to Milton GO Station puts Union under seventy minutes total, a rhythm that works for those who can time the morning run. For drivers heading to Mississauga or Pearson, the 401 ramp at Regional Road 25 is a seven-minute reach; the drive to Mississauga runs around twenty-two minutes, to Pearson about thirty-two. The street itself is quiet, a short cul-de-sac 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 and W.I. Dick Middle School, both a five-minute drive from Leatherleaf Landing; Sam Sherratt Public School and Robert Baldwin Public School are also within a seven-minute drive. Catholic elementary students attend Guardian Angels Catholic Elementary School, seven minutes away, or Our Lady of Fatima Catholic Elementary School at eight minutes. Secondary students in the public board attend schools farther afield, while Catholic secondary catchment falls to St. Francis Xavier Catholic Secondary School, a six-minute drive, or Bishop P.F. Reding Catholic Secondary School at eight minutes.
Leatherleaf Landing tends to suit families who want a newer detached home in a quiet pocket of Cobban, close to conservation areas but not reliant on walking to amenities. The street's single detached listing and one recent lease suggest a neighbourhood where turnover is low and residents stay. Buyers here accept a drive to grocery stores and the GO station in exchange for a cul-de-sac setting with quick highway access. The rental market here is thin, with one four-bedroom unit leasing around $4,000, pointing to long-term tenants rather than transient demand. This is a street for those who prioritize space and calm over walkability.
If you're considering alternatives in similar pockets, homes built in the early 2000s with larger lots may offer more mature landscaping and established tree cover. For buyers who want closer proximity to the GO station or a shorter drive to grocery stores, streets nearer to Milton's core tend to trade at a premium for convenience. Those seeking tighter frontage and newer finishes might look toward subdivisions built in the last five years, where layouts are more contemporary. The tradeoff is typically less green space and more uniform streetscapes.
Detached inventory on Leatherleaf Landing 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 Leatherleaf Landing.
No closed sales on record for Leatherleaf Landing in the recent period.
Rental activity on Leatherleaf Landing 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.
All current listings on Leatherleaf Landing. Click through for the full listing detail and photos.
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