Headingley, Manitoba, Canada
As of August 12, 2026, Headingley has 1 active MLS® listing.
River lots, acreages, Winnipeg-close
Headingley sits immediately west of Winnipeg, a semi-rural municipality stretched along the Trans-Canada Highway and stitched together by the Assiniboine River. The place still reads like the edge of the Prairies—long driveways, shelterbelts, big skies—yet it functions as a commuter community where “in town” often means 15 minutes to the city. With a Walk Score around 3/100, life here is decisively car-based: errands, school drop-offs, hockey practices, and groceries happen by vehicle, not on foot.
Much of Headingley’s character comes from its geography and the way it developed: established river-lot homes tucked near the Assiniboine, pockets of newer suburban-style streets, and low-density acreages that feel private without being remote. Households skew toward families and higher-income buyers who want newer housing stock, generous yard space, and the breathing room that’s hard to find inside Winnipeg’s perimeter. Outdoor time is part of the routine—riverbank views, open fields, and easy access to parks and recreation—while everyday services are often anchored by nearby commercial nodes along Portage Avenue and the highway.
Real estate tends to trade on land and lifestyle: larger lots, newer builds, and a mix of custom homes and modern subdivisions that prioritize garages, storage, and flexible family space. Inventory can feel “thin” compared to the city, and pricing often reflects the premium for space and proximity—more rural than suburban in feel, but still plugged into Winnipeg’s job market. For buyers, the decision is rarely about walkability; it’s about getting more home and more outdoors, without giving up the city’s commute and conveniences.
Headingley’s Headingley neighbourhood currently has 7 active listings with a median asking price of $535,900 and an average of $398 per square foot, suggesting relatively tight inventory and premium pricing for the area. Homes are averaging 44 days on market and only 2 new listings have come up in the past 30 days, so buyers may face limited choice and less negotiating leverage, while investors may see support for prices but should underwrite for potentially slower turn times.
Walk Score 3 · Bike Score 32
There is 1 active MLS® listing in Headingley as of August 12, 2026.
Headingley has a Walk Score of 3 out of 100, which Walk Score classifies as Car-Dependent — almost all errands require a car. Bike Score is 32.