When buyers start searching for a home in Winnipeg, one of the most common questions I hear is: “These houses were built in the 1950s, 60s, or 70s… is it risky to buy an older home?” The short answer is: not always. Many older homes in Winnipeg can be fantastic investments - offering excellent value, character, and prime locations - especially if major upgrades have already been completed. But, like any real estate purchase, it’s important to know what to look for. In this guide, I’ll walk you through the risks, benefits, and practical tips for buying an older home in Winnipeg, with an example from my own first home. Why Winnipeg Has So Many Older Homes Winnipeg went through a construction boom between the 1950s and 1970s. Neighborhoods such as St. Vital, St. James, River Heights, East & North Kildonan, and West Kildonan are filled with homes built during this period. Today, these properties are considered “older,” but many have been remodeled and upgraded with moder...