Shepherd Place is a short, quiet cul-de-sac in Milton's Beaty neighbourhood.
Shepherd Place is a short, quiet cul-de-sac in Milton's Beaty neighbourhood. It sits east of Ontario Street, just north of Derry Road, in a pocket of the city that was developed in the early 2000s. The street is lined with mature trees and well-kept lawns, giving it a settled, suburban feel. Coates Park lies a five-minute drive south, and the Milton District Hospital is roughly five minutes by car. This is a residential enclave, not a through street, so traffic is minimal and the pace is calm.
Shepherd Place is a short street of semis, all built in the early 2000s. The homes are two-storey, three-bedroom units with attached garages and brick-and-vinyl exteriors. Lots are narrow but deep, with fenced backyards and concrete driveways. The builder is not attributed with high confidence, but the consistent rooflines and window treatments suggest a single developer. The street has only a handful of homes, and turnover is infrequent.
The semis on Shepherd Place share a common footprint: roughly 1,400 to 1,600 square feet, with open main-floor layouts and hardwood floors in the living areas. Many have been updated with modern kitchens and bathrooms. Basements are typically unfinished, offering storage or future living space. The street's uniformity gives it a cohesive look, but individual owners have added personal touches through landscaping and front-door colours. Across the Beaty neighbourhood, semis of this vintage typically trade around $875,000.
Daily errands are easily managed from Shepherd Place. A Walmart and a FreshCo are both a four-minute drive south on Derry Road. Sobeys is five minutes away, and the Canadian Superstore is seven minutes. Milton District Hospital is five minutes by car. Several parks are within a short drive: Coates Park is five minutes south, and Kelso Conservation Area is nine minutes north for hiking and lake access. Centennial Park is a ten-minute walk, offering sports fields and a playground.
For families, Irma Coulson Public School is a one-minute walk, making it a standout amenity. Other public elementary schools within five minutes include Robert Baldwin and Sam Sherratt. Catholic options include Our Lady of Fatima (six minutes) and St. Francis Xavier Secondary School (six minutes). Three mosques are within a 13-minute drive, with the Milton Muslim Community Centre the closest at four minutes. The Milton GO Station is 16 minutes by car, and Highway 401 is four minutes away via Regional Road 25.
Shepherd Place trades rarely, with only a handful of recorded transactions over the past year. The street's single recorded sale involved a semi-detached home, which spent approximately 163 days on the market before closing. This extended holding period reflects the thin trade pattern characteristic of streets with very limited activity; each transaction carries outsized weight in understanding market behaviour, and long-listed properties are often priced to expectations that shift gradually over months. The street currently has one active listing, underscoring the sparse supply. Semi-detached homes on Shepherd Place represent the dominant housing form, though the single-unit volume makes price-range analysis impractical at the street level. Micro-location factors and condition state exert considerable influence when so few comps exist; buyers and sellers on such thin streets typically anchor expectations to the broader neighbourhood, where semi-detached inventory trades with greater frequency and clearer pattern recognition is possible.
Across the Beaty neighbourhood, comparable semi-detached homes have sold at broadly comparable levels. The typical sold price for semi-detached properties in the neighbourhood sits around $876,000, drawn from a sample of 192 recent sales. Year-over-year, the neighbourhood price has eased back modestly, reflecting a slight softening in the semi-detached segment. Buyer-seller dynamics remain broadly balanced; homes across the neighbourhood sold near or marginally above ask, indicating that pricing expectations align closely with actual market outcomes. The neighbourhood-wide pace runs considerably faster than Shepherd Place itself, with comparable semi-detached homes typically clearing in around 80 days, suggesting that the single property on Shepherd Place took notably longer to find a buyer than the neighbourhood norm for this property type.
Shepherd Place sits in Beaty, a neighbourhood whose daily rhythm is shaped by the 401. The 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 GO station is farther at 16 minutes, so the realistic Toronto commute involves driving to Milton station and then riding to Union, a total that runs around 64 minutes. For those working in Oakville or Burlington, the drive stays under 25 minutes. The street itself is a quiet place, a cul-de-sac that sees no through traffic, which suits buyers who want highway access without the noise.
Public elementary catchment draws to Irma Coulson Public School, a one-minute drive that makes it walkable for families on the street. Catholic elementary students attend Our Lady of Fatima Catholic Elementary School, six minutes by car. For secondary, public students route to Craig Kielburger Secondary School, while Catholic students draw to St. Francis Xavier Catholic Secondary School, both roughly six minutes away. The proximity to multiple elementary options within a five-minute radius gives families flexibility depending on program fit and board preference.
Shepherd Place tends to suit buyers who want a semi-detached home in a newer Beaty subdivision without the premium of a detached house. The street is a single cul-de-sac, so it attracts households that prioritise quiet and low traffic over proximity to retail or transit. Families with young children will find the walk to Irma Coulson Public School convenient, and the nearby parks offer weekend recreation without a long drive. The tradeoff is that the GO station is a 16-minute drive, so households with a downtown Toronto commute should factor in the extra time. Buyers here accept a longer transit connection in exchange for a quieter street and a lower entry price than Beaty's detached pockets.
If a detached home with more space is the priority, Wettlaufer Terrace trades around $1.8M and offers a different lot dynamic. For buyers who want a mix of semi and detached options with a slightly higher typical price, Apple Terrace sits around $1.6M and draws a different buyer profile. Both streets are in the same Beaty area, so the commute and school catchments are similar. The difference is in the housing form and the price point, not the neighbourhood's broader character.
Semi inventory on Shepherd Place has seen 1 closed sales recently. Details below.
No closed sales on record for Shepherd Place in the recent period.
| Date | Address | Beds | Sold | vs Ask | DOM | Listing brokerage |
|---|---|---|---|---|---|---|
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A thoughtful conversation grounded in every sale we have tracked on Shepherd Place.
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