Miltonly/Streets/Bessy Trail
Street Profile Β· Coates Β· Milton, ON

Bessy Trail

Bessy Trail is a quiet residential lane in Milton's Coates neighbourhood, a pocket of the city that took shape in the early 2000s.

Detached
Housing mix
sample too small to publish
Typical price
5
Transactions tracked
0
Active right now
Transactions tracked
4
recent activity
Typical sold
under publish threshold
Typical DOM
115d
closed sales
Sold to ask
98%
buyer competition
Detached sold
3
3 transactions
Sale range
under publish threshold
Activity
1
recent window
Active right now
0
live listings
Trend
-5.7%
year over year
Market state
Cool
per current activity
Busiest month
Aug
most closings

Bessy Trail at a glance

Bessy Trail is a quiet residential lane in Milton's Coates neighbourhood, a pocket of the city that took shape in the early 2000s. The street runs north from Martin Street, a short cul-de-sac that ends in a grassy buffer before the residential fabric resumes. Its position places it within walking distance of Coates Park and a short drive from the Milton GO Station and Highway 401. The street feels settled, with mature trees beginning to soften the rooflines. It is the kind of street where neighbours know each other by sight, and foot traffic is limited to residents and their guests.

The homes here

Bessy Trail is lined with detached homes, all built in the early 2000s. The housing stock is consistent: two-storey single-family houses with brick and stone facades, attached two-car garages, and driveways that accommodate additional vehicles. Lot sizes are generous by modern standards, with frontages that allow for side yards and rear gardens. The builder is not attributed with high confidence, but the homes share a coherent architectural language typical of the era: hipped roofs, front porches, and double-wide windows.

Interior layouts vary across the street, with some homes offering four bedrooms and others five. Basements are unfinished in several cases, presenting an opportunity for future finishing. Exterior treatments lean toward neutral brick tones, with occasional stone accents. The street has seen a handful of sales in recent years, with detached homes in the Coates neighbourhood typically trading around $1.16M. The homes here are solidly built, well-maintained, and suited to families seeking space and a quiet setting.

What's nearby

Coates Park is a two-minute walk from Bessy Trail, offering a playground, sports fields, and walking paths. For daily errands, Walmart and FreshCo are a four-minute drive south on Martin Street. Milton District Hospital is also four minutes by car, providing peace of mind for families. The Milton GO Station is six minutes away, with trains to Toronto's Union Station in roughly an hour. Highway 401 is accessible in four minutes via Regional Road 25, making commutes to Mississauga, Oakville, and Burlington straightforward.

Several schools serve the area, including Chris Hadfield Public School and Milton District High School, both within a five-minute drive. For faith communities, the Milton Muslim Community Centre is four minutes away. The street's location in Coates means most daily needs are met within a short drive, while the nearby park and quiet streets encourage outdoor activity. It is a practical, family-oriented setting with solid infrastructure close at hand.

The market right now

Bessy Trail trades rarely, with only a handful of recorded transactions over the past year. The street's activity is sparse enough that a quantitative price band cannot be reliably published; what emerges instead is a street where resale movement is minimal and suitability is clearest when read against the neighbourhood comparable. Days on market average around 101, suggesting a slower pace typical of thin-trade environments where motivated buyers are fewer and selling timelines extend. The dominant property form is detached housing, and the single lease record on file pairs a one-bedroom unit at approximately $1,300 per month against a four-bedroom unit at approximately $3,200 per month, offering a data point on the rental spectrum without statistical weight given the minimal lease volume.

The Coates neighbourhood context reveals that comparable detached homes across the wider area typically trade around $1.16M, with year-over-year pricing that has softened modestly and sold-to-ask ratios near 0.99, indicating buyer-seller balance at fair value. The street's own sparse transaction record and absence of active listings mean that any prospective buyer or owner must anchor expectations to that neighbourhood baseline rather than to street-specific momentum. The sparse listing count and extended days on market point to a street where inventory moves slowly when it does move, typical of smaller residential trails in the Coates area where supply is naturally constrained.

Comparable homes nearby

Across the 1028 - CO Coates neighbourhood, comparable detached homes have sold at a typical price near $1.16M over the past year. The sample reflects 119 sales, providing a stable neighbourhood read. Year-over-year pricing has softened modestly, declining approximately 9 percent from the prior year, which aligns with broader market softness across detached segments in the Halton region. Sold-to-ask ratios sit near 0.99, signalling that buyers and sellers are meeting close to listing price without significant negotiation pressure in either direction. Neighbourhood-wide pace runs slightly faster than Bessy's own DOM, with comparable detached homes typically clearing in around 92 days, roughly a week quicker than the street's own experience.

Getting around

Bessy Trail sits in Coates, a pocket that trades the noise of arterial roads for a quieter daily rhythm. The 401 on-ramp at Regional Road 25 is a four-minute drive, making Mississauga a 22-minute run and Pearson reachable in just over half an hour. For the Toronto commute, Milton GO Station is six minutes by car; the combined drive and train ride puts Union Station at just over an hour. The street itself sees little through traffic, so the road network handles the load without the hum of a busier corridor.

Schools and catchment

Public elementary catchment draws to Chris Hadfield PS, Anne J. MacArthur PS, or Irma Coulson PS, each about a five-minute drive from Bessy Trail. Catholic elementary students attend Our Lady of Fatima or St. Scholastica, both roughly six minutes away. Secondary students route to Milton District High School (public) or Bishop P.F. Reding and St. Francis Xavier (Catholic), all within a five-minute drive. The concentration of schools within a short radius makes this a practical stretch for families with children at different stages.

Who this street suits

Bessy Trail suits buyers who want a detached home in a quiet Coates setting without paying a premium for a high-profile address. The street's four recent sales all involved detached houses, and the single lease record suggests a stable owner-occupied character rather than a transient rental strip. Families will appreciate the cluster of elementary and secondary schools within a five-minute drive, while commuters benefit from quick highway access. The tradeoff is a slightly longer reach to the GO station and a neighbourhood that is still maturing in terms of walkable amenities. Buyers who prioritize immediate walkability to transit or a bustling main street may find the tradeoff too steep.

If different priorities matter more

If a tighter commute to the GO station matters more, Martin Street offers mixed trading around $310,000 and sits closer to Milton's core. For buyers seeking larger detached homes with more established landscaping, Wettlaufer Terrace trades around $1.8 million and delivers a different scale of property. Both alternatives sit within Coates, so the school catchment and general neighbourhood feel remain similar. The choice comes down to whether you value a lower entry point or a more premium lot over the quiet, mid-range character of Bessy Trail.

By the home

What trades on Bessy, by type

Detached

Detached inventory on Bessy Trail has seen 3 closed sales recently. Details below.

Typical price
under publish threshold
Price band
β€”
Time on market
β€”
Sold to ask
β€”
Too few recent detached sales on record to publish a typical price without identifying a home. Ask the team for a private read β†’
The market

Recent activity on Bessy

Sales

Sale activity on Bessy Trail in the recent period. Stats reflect closed transactions only.

Recent sales
1
Typical sold
β€”
Days on market
115

Leases

Rental activity on Bessy Trail across recent months. Breakdown by bed count below.

Recent leases
1
Typical rent
β€”
Days on market
β€”
Recent closed sales, Bessy Trail
DateAddressBedsSoldvs AskDOMListing brokerage
Loading sold records…
TREB VOW Β· Registered access
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Freehold vs. condo β€” see them side by side
Live Milton prices, fees, and the three trades laid out plainly to help you decide.
Freehold ~$1.1MvsCondo ~$595K
Compare freehold vs condo β†’
Getting around

Commute & reach from Bessy

Transit & highways
Milton GO, 401, and major routes
Milton GO Station4 min drive Β· 15 min walk
Highway 401 on-ramp5 min drive
Union Station (GO)58 min transit
Schools
Public and Catholic boards
Chris Hadfield PS8 min drive
Anne J. MacArthur PS5 min drive
Irma Coulson PS6 min drive
E.W. Foster PS5 min drive
Tiger Jeet Singh PS4 min drive
Health
Hospital and nearby care
Milton District Hospital2 min drive
Parks & recreation
Trails, pools, and conservation areas
Kelso Conservation Area12 min drive
Rattlesnake Point Conservation20 min drive
Shopping & groceries
Plazas, grocers, and big-box
Walmart Milton2 min drive
Canadian Superstore7 min drive
FreshCo Milton2 min drive
Places of worship
Mosques, churches, gurdwaras
Halton Islamic Community Centre13 min drive
Milton Muslim Community Centre2 min drive
Islamic Community Centre of Milton8 min drive
Common questions

About Bessy

What is the typical price on Bessy Trail?
A reliable street-level price isn't available given the thin recent activity on Bessy Trail. Across the Coates area, comparable detached homes trade around $1.16 million.
How fast do homes sell on Bessy Trail?
Homes on Bessy Trail typically find buyers within a few months. Recent activity suggests a pace consistent with the broader Coates market.
What kinds of homes are on Bessy Trail?
Bessy Trail is almost entirely detached homes. The street has a uniform, established feel with no condo or townhouse component.
Which schools serve Bessy Trail?
Public elementary options include Chris Hadfield PS, Anne J. MacArthur PS, and Irma Coulson PS, all within a five-minute drive. Catholic elementary students attend Our Lady of Fatima or St. Scholastica. Secondary catchment includes Milton District High School and Bishop P.F. Reding Catholic SS.
How far is Bessy Trail from Toronto?
The drive to Milton GO Station takes about six minutes, and the combined GO train and TTC ride to Union Station runs just over an hour. Driving to downtown Toronto takes longer during peak hours.
Who is Bessy Trail a good fit for?
Bessy Trail suits families and commuters who value a quiet street with quick highway access and a cluster of nearby schools. It is less suited for those who need walkable transit or a vibrant main street.
If Bessy Trail isn't the right fit, what similar streets should I look at?
Consider Martin Street for a lower entry point closer to the GO station, or Wettlaufer Terrace for larger detached homes on more established lots. Both are in Coates and share the same school catchment.
Your move on Bessy

Selling on Bessy

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