miltonly.
Street Profile · Willmott · Milton, ON

Leiterman Drive

Leiterman Drive runs through the Willmott neighbourhood in north Milton, a part of town shaped by the 2000s building cycle.

Housing mixDetacheddetached
Typical pricesample too small to publish
Transactions tracked12closed deals on file
Active right now0live on the market

About Leiterman Drive

Leiterman Drive runs through the Willmott neighbourhood in north Milton, a part of town shaped by the 2000s building cycle. The street is a quiet residential corridor, lined with detached homes and the occasional townhouse. It begins near Martin Street and extends north, bordered by parks and green space. Willmott Park sits directly on the street, giving the block an open, suburban feel. The area is family-oriented, with schools and amenities within a short walk or drive. Leiterman is not a through street for commuters; it serves its residents first.

The homes here

Detached homes dominate Leiterman Drive, with a handful of townhouses mixed in. The detached stock consists largely of two-storey houses built in the early 2000s, typically with three or four bedrooms and two-and-a-half bathrooms. Lot sizes are standard for the era, with frontages around 35 to 40 feet. The townhouses are stacked or freehold, offering two to three bedrooms. Homes on the street trade in the low- to mid-$1Ms, reflecting the established suburban market.

Exteriors are predominantly brick and vinyl siding, with some stone accents on newer or updated homes. Many properties have attached two-car garages and concrete driveways. The street shows a mix of original finishes and recent renovations; some homes have updated kitchens and flooring, while others retain early-2000s finishes. Lawns are well maintained, and the street has a consistent, orderly appearance. The housing stock here is solid and practical, built for family living.

What's nearby

Willmott Park is steps away, with a playground and open fields. St. Scholastica Catholic Elementary School sits at the corner of Leiterman and Martin, making it a short walk for families. Craig Kielburger Secondary School is a two-minute drive. Grocery shopping is a six-minute drive to Sobeys or Walmart. Milton District Hospital is six minutes by car. The Milton GO Station is eight minutes away, with trains to Toronto in about an hour.

For daily errands, the plaza at Martin Street and Derry Road has a pharmacy, bank, and fast food. Highway 401 is seven minutes east, connecting to Mississauga in 22 minutes and Pearson in 32. The street is within a 10-minute drive of Kelso Conservation Area for hiking and skiing. It is a neighbourhood where most daily needs are met without leaving the north end of town.

Trade patterns

Leiterman Drive trades infrequently as a resale market; over the measured period, four sales and eight leases represent the street's total transaction activity. With no active listings and a typical days-on-market figure of 67, the street shows moderate velocity when units do appear. The mix is predominantly detached homes (four sales) with one townhouse, reflecting the neighbourhood's character. Because resale volume falls below the threshold for price-range disclosure, the street's sale history cannot be expressed as a typical price or band; however, lease activity provides the clearest window into current market reality on Leiterman.

Comparable homes nearby

Across the Willmott neighbourhood, detached homes have moved through a market that remains steady. The typical sale price for comparable detached properties settles around $1.2M, with 165 transactions informing this figure. Year-over-year, prices have held essentially level, easing back fractionally by approximately 0.1 percent. Buyers are paying near asking price, with the sold-to-ask ratio standing at 0.999, indicating minimal negotiation pressure and a balanced buyer-seller dynamic. Neighbourhood-wide, comparable homes typically clear in 89 days, tracking closely with Leiterman's own 67-day pace.

Getting around

Leiterman Drive sits in Willmott, a position that makes the Milton GO station the realistic Toronto commute — an eight-minute drive puts Union under an hour and fifteen minutes total. For those working in Mississauga, the 401 ramp at Regional Road 25 is a seven-minute reach, with the drive running around 22 minutes. Pearson is a half-hour drive via the 401. The street itself is quiet enough that the road network handles the load without the through-traffic noise that defines busier corridors.

Schools and catchment

Public catchment falls to Sam Sherratt Public School, a five-minute drive that draws families along the western half of the street; Catholic students attend St. Scholastica Catholic Elementary, walkable from Leiterman's southern end. Older students draw to Craig Kielburger Secondary School, the dominant secondary catchment for this part of Willmott, just two minutes by car. St. Francis Xavier Catholic Secondary School is a five-minute drive for Catholic high school students.

Who this street suits

Leiterman Drive tends to suit families and long-term renters who value proximity to parks and schools over a short commute to Toronto. The rental stock is predominantly unfurnished with standard 12-month terms, signalling anchored tenants rather than transient demand. Most leases move within a couple of months, suggesting tight supply at the prevailing rents. Buyers here accept a longer drive to the GO station in exchange for a quieter street and immediate access to Willmott Park, which borders the street.

If different priorities matter more

If you're considering alternatives in similar pockets, a street with more mixed trading around the low-$300s may suit a tighter budget, while another with homes trading around the mid-$600s offers a different price point. Both are within Willmott and share similar access to parks and schools. The key difference is the typical price range and the mix of property types available.

Detached on Leiterman Drive

Detached trade patterns

Detached inventory on Leiterman Drive has seen 4 closed sales recently. Details below.

Sold
Recent sales4under the publish threshold
Market data for detached on Leiterman Drive is limited, with fewer than five closed transactions in the window. Contact our team for a private read on this segment.
At a glance

A dozen details that shape the picture

Transactions tracked4recent activity
Typical soldunder publish threshold
Typical DOM67dclosed sales
Sold to ask114%buyer competition
Detached sold44 transactions
Sale rangeunder publish threshold
Activity2recent window
Active right now0live listings
Trend-0.3%year over year
Market stateCoolper current activity
Busiest monthJulmost closings
Market activity

What has actually been trading

Closed transactions from the Toronto Regional Real Estate Board. The picture below covers recent closed activity across all product types on Leiterman Drive.

Sales

Sale activity on Leiterman Drive in the recent period. Stats reflect closed transactions only.

Recent sales
2
Typical sold
Days on market
67

Leases

Rental activity on Leiterman Drive across recent months. Breakdown by bed count below.

Recent leases
8
Typical rent
$0
Days on market
20
1 bedtypical
2 bedtypical
3 bed$0typical
4+ bedtypical
Recent closed sales, Leiterman Drive
DateAddressBedsSoldvs AskDOMListing brokerage
Getting around

Where this street reaches

Times below assume typical traffic from mid-street. Walk and transit times use Milton Transit routing.

Transit & highways
Milton GO, 401, and major routes
Milton GO Station
4 min drive15 min walk
Highway 401 on-ramp
5 min drive
Union Station (GO)
58 min transit
Schools
Public and Catholic boards
Chris Hadfield PS
8 min drive
Anne J. MacArthur PS
5 min drive
Irma Coulson PS
6 min drive
E.W. Foster PS
5 min drive
Tiger Jeet Singh PS
4 min drive
Health
Hospital and nearby care
Milton District Hospital
2 min drive
Parks & recreation
Trails, pools, and conservation areas
Kelso Conservation Area
12 min drive
Rattlesnake Point Conservation
20 min drive
Shopping & groceries
Plazas, grocers, and big-box
Walmart Milton
2 min drive
Canadian Superstore
7 min drive
FreshCo Milton
2 min drive
Places of worship
Mosques, churches, gurdwaras
Active inventory

Nothing live right now

No active listings on Leiterman Drive at the moment. Most weeks something does surface, and we can hold a spot on the alert list.

Get notified when a home hits Leiterman

We send an email the same day a listing goes live. No newsletter, no re-marketing.

Context

Neighbourhoods and schools nearby

Common questions

What people actually ask

What is the typical price on Leiterman Drive?
Sales data on Leiterman is limited, but homes in the surrounding Willmott neighbourhood typically trade around $1.2M. Detached homes on the street have traded in the range of $1.1M to $1.3M.
How fast do homes sell on Leiterman Drive?
Homes on Leiterman tend to find buyers within a couple of months, with a typical timeline around 67 days. This is slightly faster than the broader Willmott neighbourhood.
What kinds of homes are on Leiterman Drive?
Leiterman Drive is primarily detached homes, with a few townhouses. Most were built in the early 2000s and offer three to four bedrooms.
Which schools serve Leiterman Drive?
Public elementary students attend Sam Sherratt Public School, while Catholic elementary students attend St. Scholastica Catholic Elementary. Secondary students go to Craig Kielburger Secondary School (public) or St. Francis Xavier Catholic Secondary School (Catholic).
How far is Leiterman Drive from Toronto?
The drive to Milton GO station takes about eight minutes, and the GO train to Union Station runs about 60 minutes, for a total commute of roughly 68 minutes.
What's the rental market like on Leiterman Drive?
The rental market is active, with most units leasing unfurnished on 12-month terms. Two-bedroom units rent around $1,800, three-bedrooms around $3,100, and four-bedrooms around $3,600.
Who is Leiterman Drive a good fit for?
Leiterman suits families and long-term renters who prioritize quiet streets and park access over a short commute. It's less ideal for those who need a quick drive to the GO station.
If Leiterman Drive isn't the right fit, what similar streets should I look at?
Consider Martin Street, where homes trade around the low-$300s, or Nadalin Heights, where homes trade around the mid-$600s. Both are in Willmott and offer different price points.
Two ways forward

Your path on this street

For owners

Selling on Leiterman

A thoughtful conversation grounded in every sale we have tracked on Leiterman Drive.

Request a valuation
For buyers

Buying on Leiterman

Private access to new and upcoming listings before they go public.

Set an alert