Fitzgerald Crescent

Fitzgerald Crescent is a quiet residential loop in the Dempsey neighbourhood of Milton. It sits north of Derry Road and west of Thompson Road, a pocket shaped by the 2000s building boom. The street is short and self-contained, with a single entry point off Wettlaufer Terrace. Mature trees line the sidewalks, and the lots are generous for a crescent of this era. Chris Hadfield Public School sits at the entrance, anchoring the block with its playing fields. Fitzgerald is the kind of street where children walk to school and neighbours recognize one another by sight.

Fitzgerald Crescent is composed entirely of semi-detached homes, all built in the mid-2000s. The builder is Mattamy, a name that appears consistently across this pocket of Dempsey. The semis are two-storey structures with brick and stone facades, attached double garages, and roughly 1,600 to 1,800 square feet of living space. Lots are narrow but deep, leaving room for fenced backyards. The street's uniformity in era and builder gives it a cohesive look, though individual owners have added their own touches over time.

Inside, the floor plans follow a familiar pattern: an open main floor with a combined living and dining room, a kitchen with a breakfast area, and a powder room. Upstairs, three bedrooms and two bathrooms are standard. Some homes have finished basements with a recreation room and a fourth bedroom. Exteriors show the usual wear of a fifteen-year-old subdivision: driveways are a mix of original concrete and newer interlock, lawns are well kept, and front doors have been updated in several cases. The street's condition is consistent, with no signs of deferred maintenance.

Daily errands are a short drive from Fitzgerald Crescent. Walmart and FreshCo are four minutes away on Derry Road, and Sobeys is five minutes east. Milton District Hospital is five minutes by car, and Highway 401 at Regional Road 25 is four minutes from the street. For those who commute, the Milton GO Station is ten minutes away, and downtown Toronto is reachable in about seventy minutes via GO and TTC.

Parks are within walking distance. Milton Community Park is an eleven-minute walk, with sports fields and a playground. Coates Park and Velodrome Park are each six minutes away by car. The Milton Muslim Community Centre is four minutes from the street. Several public and Catholic elementary schools are within a five-minute walk, making Fitzgerald a practical choice for families with young children.

Fitzgerald Crescent trades rarely, with only a handful of recorded transactions over the past year. The street is a quiet crescent in the Dempsey neighbourhood, lined predominantly with semi-detached homes that appeal to families seeking a settled residential setting. With just two active listings and limited turnover, the market here is thin, and each transaction tends to be an event rather than part of a steady rhythm. Days on market average around 91 days, suggesting that sellers need patience and buyers take time to commit. The typical semi-detached unit on Fitzgerald sees little price variation, though the small sample precludes a reliable range. Leasing activity is similarly sparse: a three-bedroom semi rented around $3,000 per month, reflecting modest investor interest. For buyers drawn to the street, the appeal lies in its mature feel, proximity to Chris Hadfield Public School, and easy access to Highway 401, rather than in frequent trade or rapid appreciation.

Across Dempsey, comparable semi-detached homes have moved through a softer pattern over the past year. The typical semi in the neighbourhood trades around $869,000, based on a robust sample of over 140 transactions. Prices have eased back modestly, down roughly 4% year over year, reflecting a gentle softening rather than a sharp correction. Buyers are paying very close to asking, with the sold-to-ask ratio near 1.0, indicating that well-priced homes attract firm offers without significant negotiation. Neighbourhood-wide days on market average around 72 days, faster than the pace on Fitzgerald itself, suggesting that the broader market turns over more readily than this quiet crescent.

Fitzgerald Crescent sits in Dempsey, a pocket of Milton where the car is the primary mode. 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 by car; the full trip to Union Station runs about 70 minutes, a realistic option for those who drive to the station. The street itself is a quiet crescent, free of through-traffic, so the road network serves daily errands without the noise of a busier corridor.

Public elementary catchment draws to Chris Hadfield Public School, located directly on the crescent; students can walk to the front door. Robert Baldwin Public School is a four-minute drive, and Anne J. MacArthur Public School a five-minute drive. Catholic elementary students attend Guardian Angels Catholic Elementary School, four minutes away, or Our Lady of Fatima Catholic Elementary, five minutes away. Secondary students in the Catholic board draw to St. Francis Xavier Catholic Secondary School, a six-minute drive.

Fitzgerald Crescent suits households that prioritize a quiet, low-traffic setting over walkability. The stock is predominantly semi-detached homes, and the street's position in Dempsey means most errands require a car. This is a car-dependent pocket suited to households with at least one vehicle, where the tradeoff for a calm street and quick highway access is accepted. Families with young children will appreciate the walk to Chris Hadfield Public School. The rental market is thin and anchored by unfurnished three-bedroom units, suggesting long-term tenants rather than transient demand.

If a detached home on a larger lot is the priority, Wettlaufer Terrace trades around $1.8M and offers a different lot dynamic. For those seeking a mixed street with more variety in price and stock, Apple Terrace sees homes trading around $1.6M. Both streets sit in similar pockets of Dempsey, so the tradeoff is primarily in home type and price point rather than location. Buyers exploring comparable options might also consider streets with more mature tree cover or tighter frontage, depending on whether space or character matters more.