Miltonly/Streets/Waters Boulevard
Street Profile · Dempsey · Milton, ON

Waters Boulevard

Waters Boulevard is a residential street in Milton's Dempsey district, a pocket of the town that sits north of the downtown core and east of the escarpment line.

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Updated September 11, 2026. Listings live.

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The profile

About Waters Boulevard

Waters Boulevard is a residential street in Milton's Dempsey district, a pocket of the town that sits north of the downtown core and east of the escarpment line. Dempsey is largely built out, so the street's frame is settled rather than changing: established parks, schools, and a grid of residential blocks that connect toward the commercial corridors along Steeles and Derry.

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The homes here

Housing on Waters Boulevard is a mix of semi-detached and townhouse forms, with townhouses holding the slight majority of the street's recent activity. Both types are represented in small numbers, so the street reads as a compact, low-rise pocket rather than a uniform run of one product.

Where this street reaches

Waters Boulevard sits in Dempsey, a position that makes the GO train the realistic Toronto commute. The street's real advantage is that it does not force a choice between the two modes; both are within easy reach.

Records

Sales records, Waters Boulevard

Recent closed sales, Waters Boulevard
DateAddressBedsSoldvs AskDOMListing brokerage
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Recent closed sales on Waters Boulevard, last 90 days
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The information provided herein must only be used by consumers that have a bona fide interest in the purchase, sale or lease of real estate and may not be used for any commercial purpose or any other purpose. The information is deemed reliable but is not guaranteed accurate by PropTx.

Freehold vs. condo, side by side
Live Milton prices, fees, and the three trades laid out plainly to help you decide.
Typical askingFreehold ~$1.15MvsCondo ~$569K
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Getting around

Commute & reach from Waters Boulevard

Transit & highways
Milton GO, 401, and major routes
Milton GO Station5 min drive · 26 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 Hospital7 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 Milton6 min drive
Canadian Superstore6 min drive
FreshCo Milton6 min drive
Places of worship
Mosques, churches, gurdwaras
Halton Islamic Community Centre13 min drive
Milton Muslim Community Centre7 min drive
Islamic Community Centre of Milton10 min drive
Address ladder

Addresses on Waters Boulevard

The Town records 58 civic addresses on Waters Boulevard, numbered 91–170, with Featherstone Road and Weller Crossing meeting it in that order from the low-number end.

odd numbers left, even rightopen a mark for position, side, nearest cross street and form cross street

Civic addresses from the Town of Milton under the Open Government Licence. Positions approximate. No sale price or date is shown for any single address.

Waters Boulevard

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