Fitzgerald Crescent is a short, quiet residential loop in Milton's Dempsey neighbourhood.
Fitzgerald Crescent is a short, quiet residential loop in Milton's Dempsey neighbourhood. It sits east of Ontario Street South, just north of the 401 corridor, and is framed by newer subdivisions that give the area a settled, family-oriented feel. The crescent itself is a single loop with no through traffic, which keeps street life calm and pedestrian-friendly. Sidewalks line both sides, and the lots are uniform in depth, creating a tidy, cohesive streetscape. Fitzgerald is the kind of street where neighbours know each other by sight, and the pace of daily life is unhurried.
Fitzgerald Crescent is composed entirely of semi-detached homes, all built in the early 2000s. The architecture is consistent: two-storey layouts with brick and vinyl exteriors, attached garages, and front-facing living rooms. Typical floor plans offer three bedrooms and two and a half bathrooms, with roughly 1,500 to 1,700 square feet of living space. Lots are narrow but deep, leaving room for modest backyards. The builder is not publicly attributed with high confidence, but the uniformity of design suggests a single developer phase.
Exterior treatments lean toward neutral tones: beige brick, grey siding, and dark asphalt shingles. Many homes have upgraded front doors and porch lights, small signs of personalization. Driveways are shared between neighbours, a common semi-detached arrangement. The street's housing stock is well-maintained, with few signs of deferred maintenance. Lawns are kept, gardens are tended, and the overall impression is one of quiet pride in ownership. Semi-detached homes on Fitzgerald typically trade in the high-$800s to low-$900s.
Fitzgerald Crescent is a short drive from everyday essentials. Walmart and FreshCo are both four minutes away by car, and Sobeys is five minutes. Milton District Hospital is five minutes west. For outdoor recreation, Coates Park and Velodrome Park are each six minutes away, while Milton Community Park is a ten-minute walk. The Milton GO Station is ten minutes by car, and Highway 401 at Regional Road 25 is just four minutes away, making commutes to Mississauga or Toronto straightforward.
Several public elementary schools are within walking distance, including Chris Hadfield PS directly on the crescent and Robert Baldwin PS four minutes away. The Milton Muslim Community Centre is four minutes by car. The street sits in a part of Dempsey where daily errands are easily managed without crossing major highways. It is a location that balances suburban quiet with practical access to the city.
Fitzgerald Crescent trades infrequently; the street has recorded only two residential sales over the recent period, both semi-detached homes. With such limited transaction volume, typical pricing and statistical measures carry less predictive weight than they would on a higher-turnover street. The street currently has two active listings, suggesting a steady rather than pressured supply environment. A semi-detached home on the street traded in the recent window, anchoring the local price band; lease activity shows a three-bedroom semi renting around $3,000 per month, which against typical sale values in the neighbourhood implies a gross yield near 4.1 percent. The sparse transaction history and low sales count place Fitzgerald in the category of streets where individual properties drive the narrative more than aggregate patterns. Prospective buyers and tenants should recognize that pricing inferences drawn from two sales carry inherent uncertainty, and that neighbourhood-level comparables become more informative than street-level statistics in this context. The street's semi-dominated composition and proximity to schools including Chris Hadfield PS and Robert Baldwin PS align with the broader Dempsey neighbourhood's family-oriented character.
Across the Dempsey neighbourhood, comparable semi-detached homes have traded around $875,000 over the past year, anchoring a market that has softened modestly year-over-year. The neighbourhood sample reflects 142 semi sales, providing robust context for homes of this type. Seller realization has held near listing expectations, with homes moving at around 99.97 percent of asking price, indicating a balanced negotiation environment with minimal discounting. Neighbourhood-wide pace runs notably slower than typical Milton benchmarks, with comparable semis averaging 74 days on market before sale. This slower clearing rate suggests adequate supply relative to near-term demand within the neighbourhood segment, allowing both buyers and sellers reasonable time to evaluate terms and position.
Fitzgerald Crescent sits in Dempsey, a pocket where the 401 ramp at Regional Road 25 is a four-minute drive. That makes Mississauga a 22-minute run and Pearson reachable in just over half an hour. The Milton GO station is ten minutes by car, putting Union Station under 70 minutes total for the daily commute. The street itself is a quiet crescent, so the road network handles the load without the through-traffic noise of busier corridors. For families balancing a Toronto commute with suburban space, Fitzgerald offers a rhythm that works.
Public elementary catchment falls to Chris Hadfield Public School, which sits directly on Fitzgerald Crescent itself — a walk of under a minute for the youngest students. Catholic elementary students draw to Guardian Angels Catholic Elementary School, a four-minute drive. For secondary, public students attend schools in the Halton District School Board, while Catholic secondary catchment is St. Francis Xavier Catholic Secondary School, six minutes by car. The proximity to Chris Hadfield makes this street particularly practical for families with children in the early grades.
Fitzgerald Crescent tends to suit families looking for a quiet crescent with immediate access to a public elementary school. The semi-detached stock, built in the early 2000s, appeals to buyers who want a manageable footprint without the maintenance of a larger detached home. The tradeoff is distance from the GO station — ten minutes by car rather than walking distance — and a rental market that leans toward long-term tenants rather than transient demand. The single recent lease record shows an unfurnished three-bedroom unit, consistent with anchored renters. For a family that values school proximity and a calm street over walk-to-transit convenience, Fitzgerald delivers.
If you're considering alternatives in similar pockets, buyers who need a shorter walk to the GO station might look at streets closer to Milton's core, where the tradeoff is tighter lots and older construction. Those prioritizing larger lots or newer builds may find more space in the newer subdivisions to the north, though school catchments shift. For a different balance of commute and lot size, streets in the Dempsey area with direct access to the 401 ramp offer similar highway convenience with varied housing stock. The key difference is walkability to daily needs versus a quieter crescent setting.
Semi inventory on Fitzgerald Crescent has seen 2 closed sales recently. Details below.
Townhouse inventory on Fitzgerald Crescent is currently active but has thin recent sale history.
Closed transactions from the Toronto Regional Real Estate Board. The picture below covers recent closed activity across all product types on Fitzgerald Crescent.
No closed sales on record for Fitzgerald Crescent in the recent period.
Rental activity on Fitzgerald Crescent 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 Fitzgerald Crescent. Click through for the full listing detail and photos.
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