153 Crestwood Crescent

Overview & Key Characteristics

This is a 1965 bungalow with 1,120 square feet of living space on a 5,501 square foot lot, assessed at $351,000 in Winnipeg’s Windsor Park neighbourhood.

Where the appeal lies: The standout feature is the home’s build year. It ranks in the top 3% on its street for being newer among older stock, and top 10% in the wider neighbourhood. For a buyer who wants a house from the mid-60s (a solid era for Winnipeg construction) without going back to the 1950s or earlier, that matters. The living area is above average for both the street and neighbourhood—slightly larger than the typical Windsor Park home—but sits right around the city-wide average, so you’re not paying for excessive square footage you don’t need. The assessed value is essentially on par with its immediate neighbours and the broader area, which suggests the price is in a reasonable range relative to the local market.

What might give you pause: The land is noticeably smaller than other homes on the street (bottom 14%) and in the neighbourhood (bottom 28%). If you’re looking for a deep backyard or room for a large garden or future addition, this lot may feel tight. The value assessment is average city-wide rather than a bargain, so this isn’t a fixer-upper with upside—it’s a settled, mid-range property.

Who it suits: First-time buyers or downsizers who want a functional, solidly built house in an established neighbourhood without paying a premium for a bigger lot. Also suited to someone who prioritizes interior space over yard size, or who values a newer build year within an older area. It’s less ideal for a family needing a large private yard or an investor hunting for undervalued land.

Frequently Asked Questions

1. How does the year built affect the home’s value or maintenance outlook?
Being a 1965 home means it’s newer than most houses on Crestwood Crescent (the street average is 1960). That typically translates to slightly more modern electrical, plumbing, and foundation standards compared to a 1950s home. However, it’s still 60 years old, so you should budget for mid-life updates like windows, furnace, or roof depending on whether the current owner has replaced them.

2. The land area is below average—does that make this a bad purchase?
Not necessarily. Smaller lots often mean less yard maintenance and lower property taxes. However, if you want room to build a garage, add a deck, or have a wide side yard, this lot will be more limiting. It’s a trade-off, not a flaw. Some buyers actually prefer a more compact yard.

3. Is the assessed value likely to rise or stay flat?
The $351,000 assessment is right around the neighbourhood median ($354,200) and below the city average ($390,100). That suggests the home is priced in line with its peer group. Upside would depend on broader market conditions or renovations, not hidden land value. It’s a stable, not speculative, asset.

4. How does Windsor Park compare to other Winnipeg neighbourhoods?
Windsor Park is an established, largely post-war residential area with mature trees, decent schools, and good access to the South Perimeter and downtown via St. Mary’s Road. It’s not currently a hot up-and-coming area, but it has steady demand from families and retirees. Homes here tend to hold value rather than spike.

5. What should I look for during a viewing that the stats don’t tell me?
Check the basement layout and condition—1960s basements often have low ceilings, small windows, and older mechanicals. Also look at how the interior living space is distributed. 1,120 square feet in a bungalow can feel generous or cramped depending on whether the floor plan is open, closed-off, or has wasted hallway space. Finally, walk the lot boundaries to be sure the smaller size doesn’t mean you’re sandwiched too close to neighbours on both sides.