Gollins Drive runs through the Dempsey neighbourhood in north Milton, a short drive from the escarpment.
Gollins Drive runs through the Dempsey neighbourhood in north Milton, a short drive from the escarpment. The street is a quiet residential loop, lined with townhomes and framed by mature trees. It sits within walking distance of Chris Hadfield Public School and a few minutes from the shops and services along Main Street. The highway 401 on-ramp at Regional Road 25 is four minutes away, making this a convenient pocket for commuters. Gollins feels settled and family-oriented, with a pace that matches the surrounding green space.
The street consists entirely of townhomes, a uniform stock that gives Gollins a consistent streetscape. Units typically offer three bedrooms and span two storeys, with attached garages and modest private yards. The architecture is contemporary, with brick and vinyl exteriors in neutral tones. These homes were built in the early 2000s as part of the broader Dempsey development, and they trade in the mid-$700s to low-$800s.
Floor plans are practical, with open main levels and kitchens that open onto living areas. Many units have been updated with hardwood flooring and modern finishes. The lots are compact but include private driveways and small patios. Condition across the street is generally well-maintained, with several homes showing recent renovations. The townhomes here offer a straightforward entry point into Milton's housing market without the maintenance demands of a detached property.
Gollins Drive is a short walk from Chris Hadfield Public School, making it a practical choice for families with young children. Several parks are within a five-minute drive, including Coates Park and Velodrome Park, both offering playgrounds and sports fields. Grocery shopping is convenient with Walmart, FreshCo, and Sobeys all within a five-minute drive. Milton District Hospital is five minutes away by car, and the Milton GO Station is a ten-minute drive for commuters heading to Toronto.
For daily errands, the Main Street corridor provides a range of retail and dining options. Places of worship are nearby, including the Milton Muslim Community Centre four minutes away. The escarpment and Kelso Conservation Area are a ten-minute drive, offering hiking and outdoor recreation. The street's location balances suburban convenience with access to green space, a combination that suits many residents.
Gollins Drive trades rarely, with only a handful of recorded transactions over the past year. The street comprises predominantly townhouse units, and activity remains sparse enough that street-level price aggregation is not statistically reliable. Days on market average around 75 days, suggesting a measured pace in a market with limited inventory turnover. With no active listings currently, supply is constrained; when units do appear, they tend to remain listed for approximately two and a half months before settlement.
The single lease record on file shows a three-bedroom unit renting around $3,000 per month, which against the thin sales record suggests an emerging lease-to-sale dynamic on a street still establishing its trading rhythm. Nearby streets present a broader market context: Wellwood Terrace, which borders the Dempsey neighbourhood similarly, trades detached units around the low-$1.7Ms, while Apple Terrace moves mixed inventory around the mid-$1.6Ms. These neighbouring patterns indicate that Gollins occupies a position within a townhouse-focused corridor where supply constraints and low transaction volume make trend analysis difficult. Prospective buyers or landlords should recognize that the thin trading record means comparable data is limited and timing remains unpredictable.
Across the Dempsey neighbourhood, comparable townhouse homes have moved through a market marked by stability and nearly full recovery of list values. The typical townhouse in the neighbourhood trades around $750,000, with buyer-seller dynamics favoring sellers: comparable homes settle at approximately 99.97% of asking price, indicating pricing discipline and minimal negotiation room. Days on market for comparable units average around 74 days, tracking almost identically to Gollins Drive itself, which suggests the street's pace reflects neighbourhood-wide conditions rather than local constraint. Over the past year, townhouse values in Dempsey have softened modestly, declining approximately 3.5%, a small pullback that has not substantially altered the underlying stability of the segment. The full sample of 142 recent sales provides reliable neighbourhood context for understanding where Gollins' thin transaction volume sits within its broader market environment.
Gollins Drive sits in Dempsey, a pocket that rewards drivers. 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. The Milton GO station is ten minutes away, and the full trip to Union Station runs about 70 minutes including the drive to the platform. For those who work locally, the street's position near the edge of the subdivision keeps through-traffic light while still offering quick access to the main arterials.
Public elementary catchment falls to Chris Hadfield Public School, which sits directly on Gollins Drive itself — a walk of a few minutes for most homes. Catholic elementary students draw to Guardian Angels Catholic Elementary School, a four-minute drive. Older students in the public system attend Craig Kielburger Secondary School, while Catholic secondary students are served by St. Francis Xavier Catholic Secondary School, a six-minute drive. The proximity to Chris Hadfield makes this street particularly convenient for families with young children.
Gollins Drive tends to suit families who want a quiet, low-traffic street with a school within walking distance. The stock is almost entirely townhouses, which keeps entry prices lower than the detached homes on nearby streets. Buyers here accept a tighter floor plan in exchange for a location that puts the highway, grocery stores, and parks within a short drive. The rental market is thin but steady, with three-bedroom units typically finding tenants around the $3,000 mark. For households that prioritize a manageable mortgage and a short school run over square footage, Gollins Drive makes a practical choice.
If a detached home with more space is the priority, Wellwood Terrace trades around the mid-$1.7Ms and offers a different lot dynamic. For buyers who want a mix of property types and a slightly higher price point, Apple Terrace sees detached and semi-detached homes trading around the mid-$1.6Ms. Both streets sit in the same Dempsey neighbourhood, so the commute and school catchment are similar. The tradeoff is price and property type rather than location.
Townhouse inventory on Gollins Drive has seen 2 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 Gollins Drive.
Sale activity on Gollins Drive in the recent period. Stats reflect closed transactions only.
Rental activity on Gollins Drive 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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