Headingley North

Manitoba MLS® Area 5W

Winnipeg MLS® Area 5W

About This Community

Houses for sale in Winnipeg: Headingley North

Written by Andrew St. Hilaire, licensed Winnipeg REALTOR® · Last updated August 11, 2026

MLS® Map Winnipeg for 5W Area

Description

Houses for sale in Headingley North, Monterey Park, and The Oaks, near Winnipeg have communities that form part of a greater city area, considered St James/Assiniboia. It is a place that has no shortage of shops, restaurants, and a mix of rather quaint neighbourhoods that run either toward the Assiniboine River, and are thereby more pricey, or further north into nice quite streets that are studded with parks. The area is thus a mix of affluence, particularly in the St. Charles Country Club area around the river, to middle class, to more working class in the areas in and around the Winnipeg Airport. These neighbourhoods form MLS® area 5W.

Homes in Headingley North

Headingley North is on the western edge just outside Winnipeg, and here is the key thing: it is in the Rural Municipality of Headingley, not the city. The housing is mostly single-family homes on larger lots, with a semi-rural feel and real space, and some genuinely sought-after riverfront and treed acreage properties along the Assiniboine. It suits buyers who want room and a country-adjacent setting within an easy drive of town.

Space, trees and the river

This is a quiet, spread-out area valued for its trees, river access and trails. It is greener and more private than a city subdivision, which is the whole point for the people who buy here. Downtown Winnipeg is roughly a 20-to-25-minute drive, so you get the space without being cut off.

Buying in Headingley: what changes

Because Headingley is a separate municipality, confirm the property taxes and how services work for any home, they are not Winnipeg's. Many properties out here run on a private well and septic rather than city water and sewer, so check what a home has, and its age and condition. On riverfront or treed acreage, look at drainage, the riverbank, flood history and road access, and confirm permits on any outbuildings. Do the homework and it is a great place to land.

Common Questions About This Community

Is Headingley North in Winnipeg?
No, it is in the Rural Municipality of Headingley, just west of the city, with its own taxes and services.

What kind of homes are here?
Mostly single-family homes on larger lots, with some riverfront and treed acreage along the Assiniboine.

Are homes on city services or well and septic?
Many run on a private well and septic, so confirm for the specific property.

What should I check on a riverfront or acreage property?
Taxes and services, well and septic, drainage, the riverbank and flood history, road access, and permits for outbuildings.

MLS® Map Winnipeg for 5W Area

Amenities

🚌 Transit

No regular transit routes in this area

🏥 Nearest Hospital

Grace Hospital →

📚 Library

Westwood Library

🌳 Parks & Recreation

John Blumberg Park, The Oaks Forest, The Oaks Path — Find Winnipeg Parks →

Real Estate Statistics

Single family detached homes in this area for
2025
 and the year before show a monthly average selling price range between $
647,750
– $
1,288,630
with an annual average selling price of $
868,974
.

The total units of single family detached homes sold in
2025
 were
34
for this area compared to
28
 a year earlier. The graph shows the average sale price and volume for the last two years broken down by month.
Rendering Chart...

School Information

This area is included in the
St. James-Assiniboia
School Division(s).


School divisions generally include multiple MLS® areas. Other schools within the same school division may also serve this area and the following schools are within this MLS area:
School Division Area Map of Winnipeg

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