Headingley South

Manitoba MLS® Area 1W

Winnipeg MLS® Area 1W

About This Community

Houses for sale in Winnipeg: Headingley South

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

MLS® Map Winnipeg for 1W Area

Description

Houses for sale in Assiniboine Landing, Breezy Bend, Headingley South, and Marston Meadows, near Winnipeg form the MLS® area 1W. They have communities that are within the greater city area, considered Assiniboine South, studded with stately houses situated on even larger plots of land, all just 10 minutes from downtown. Tuxedo would lay top billing to these homes, particularly along Park Boulevard and in the blocks surrounding the iconic Assiniboine Park. There’s no shortage of amenities including golf, tennis and the like, along with all the splendour of Assiniboine Park – with its summer and winter trails. The area also has Charleswood, one of the city’s original suburbs where housing prices are more modest, riverside houses being an exception, and often located in forested areas where deer and other wildlife are abundant. Charleswood also has a continually growing culinary scene.

Homes in Headingley South

Headingley South runs along the south side of the Assiniboine River on the western edge, and like the rest of Headingley, it is its own municipality, not part of Winnipeg. It is known for space and its river setting. The homes are mostly larger single-family houses on generous, often treed lots, with some prized riverfront properties on mature, wooded parcels. A semi-rural, upper-end pocket for buyers who want room and river views close to town.

Green, quiet and by the river

The Assiniboine River and its trails are the centrepiece here, and the whole area has a green, unhurried feel. It is the kind of place people move to for the trees, the privacy and the water, while keeping downtown only about a 20-minute drive away. Space, without the isolation.

Buying in Headingley: what changes

Since Headingley is a separate municipality, confirm the taxes and services for any home, they differ from Winnipeg's. Many places are on a private well and septic, so check what a property has and its condition. On riverfront and treed lots, look closely at drainage, the riverbank, flood history and road access, and make sure any additions or outbuildings were permitted. Those checks are what make a rural-edge purchase solid.

Common Questions About This Community

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

What kind of homes are here?
Mostly larger single-family homes on generous, often treed lots, with some prized riverfront properties.

Are homes on well and septic?
Many are, so confirm for the specific property along with its condition.

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

MLS® Map Winnipeg for 1W Area

Amenities

🚌 Transit

No regular transit routes in this area

🏥 Nearest Hospital

Grace Hospital →

📚 Library

Charleswood Library

Real Estate Statistics

Single family detached homes in this area for
2025
 and the year before show a monthly average selling price range between $
375,000
– $
1,942,364
with an annual average selling price of $
996,701
.

The total units of single family detached homes sold in
2025
 were
28
for this area compared to
19
 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 and Pembina Trails
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:
Phoenix School
School Division Area Map of Winnipeg

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