69.3
Good
Property score
69.3
Good
Overall 69.3
Larger but older than most nearby homes
1,889 sqft (top 29%)
Built in 1909 (7 yrs older than avg)
Located in a above-average income area
with median household income of ~71.5k
Transit 92.0
4-min walk to transit with 5 nearby routes
Within 500m: 19 dining spots, 3 schools, 10 healthcare facilitys, and 6 shops nearby
Sold for $250,000 over asking
Winnipeg Real Estate Sales Summary & Market Analysis May 11–17, 2026
Living Area
Above average
16% larger than neighborhood avg.
Year Built
Below average
7 yrs older than neighborhood avg.
Mother tongue
English · 85%French · 3%
Past 10 years Wolseley sales snapshot (~80% of all data)
820
382.5k
$285/sqft
1916
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69.3 is composed by the two sections below.
Property Score
Community Score
Wolseley
How to read: Share of sales in each ~$50k price band for “wolseley” (Detached houses (non-condo), 2024). The tallest band is the mainstream budget range; multi-year view shows how that band shifts over time.
Sales-to-New-Listings
1,196
sold
1,852
new listings
Manitoba Real Estate Association March public data on New Listings and Properties Sold across Manitoba
Sold Above Asking
Majority sold above asking
68 of 104 sold above asking · Manually compiled from MLS Winnipeg sold listings, May 4 – May 10, 2026
With a Sales-to-New-Listings ratio of 64.6% and 65% of homes selling above asking price, demand is clearly outpacing supply. Buyers are competing, which is putting upward pressure on prices.
Dissemination area (DA) — Statistics Canada 2021 Census · Area: #46110646
$72K
Median household income
$88K
Average household income
11%
Low income (LIM-AT)
0.3
Income inequality (Gini)
3.4
P90 / P10 ratio
41%
Single-person households
17%
Families with children
Figures are for the census dissemination area containing this listing location; sources and margins may apply per Statistics Canada.
Rank by land area, larger = better rank
Rank by year, newer = better rank
Rank by living area, larger = better rank
Rank by assessed value, higher = better rank
Bar: fill length ≈ share of peers you outperform. Fill color reflects tier (red / blue / amber / gray). “Avg” is a rough median benchmark for comparable homes in that scope.
To see this property on a map next to nearby houses—and compare year built, living area, assessed value, and lot size in detail—open the neighbourhood analysis page.
Nearby stops, routes & transit score
Dining, education, healthcare, shopping & more
157 Chestnut Street — 54 amenities found within 500 m, across 9 categories, including 19 dining (nearest 53 m), 3 education (nearest 329 m), 10 healthcare (nearest 363 m).
Wolseley · WPS public data · 2026
Annual incidents
34
2026
vs. city avg
+15%
relative to avg
Year-over-year
▼ -95%
vs. prior year
Primary type
Property
68%
Same street
Same area
City-wide
| Metric | Same street | Same area | City-wide |
|---|---|---|---|
Sold price | Bottom 34% | Bottom 44% | Bottom 46% |
Request exact sold prices and history by email
Address · Year Built · Living Area
Address · Distance
Address · Tax-Assessed Value
This 1909 home on Chestnut Street in Wolseley offers 1,889 square feet of living space, which puts it above average for both the neighbourhood (29% percentile) and the city as a whole. Its assessed value of $425,000 is also notably above the Wolseley median, though it sits close to the city-wide average. The lot measures 3,086 square feet—right in line with the street and neighbourhood averages, but smaller than typical Winnipeg lots.
The property’s primary appeal lies in its generous interior size relative to its age and location. In Wolseley, homes of this vintage tend to be smaller on average, so this house offers rare breathing room without leaving a historically established, walkable area. The trade-off is the land: you get a modest yard for the neighbourhood, not a sprawling lot. The home is older than most in the city (top 5% by age) and older than the Wolseley median, so buyers should be prepared for ongoing maintenance and period-specific quirks.
This property would suit someone who values square footage and street-level character over a large yard—perhaps a family, a couple with home-office needs, or a buyer who appreciates pre-war craftsmanship and doesn’t mind investing in upkeep. It’s less suited to those seeking a move-in-ready modern home or a large garden plot.
1. How does this home’s living space compare to other Wolseley houses?
It’s about 15% larger than the neighbourhood average of 1,622 sqft, and it ranks in the top 30% of Wolseley homes for interior size. Across Winnipeg, it’s in the top 14%, so it’s genuinely spacious for the city.
2. Is the assessed value of $425,000 realistic for this area?
Yes—it’s above the Wolseley average of $371,000 and well above the Chestnut Street average of $358,000. This reflects the extra square footage and possibly some interior updates, but it remains close to the city average, suggesting no dramatic overvaluation for the size.
3. The house was built in 1909—should I expect major issues?
Likely. It’s older than 95% of homes in Winnipeg. Expect original materials (plaster walls, knob-and-tube wiring possibly), foundation concerns, and potentially outdated insulation or windows. A thorough inspection is essential. Many period homes in Wolseley have been updated, but this one may need more attention than the neighbourhood norm.
4. How does the lot size affect usability?
The 3,086 sqft lot is average for Chestnut Street but smaller than the typical Winnipeg lot (6,570 sqft). You’ll have a manageable yard for gardening or small gatherings, but don’t expect room for a large addition, pool, or extensive landscaping. It’s a compact urban plot.
5. Is this property a good investment relative to others on the street?
It depends on your priorities. The home ranks higher in assessed value (top 23% on the street) and living area (top 41%), but its land is slightly below average for the street. If square footage and central location matter more than land appreciation, it’s competitive. If land value is your focus, other properties on Chestnut might offer more upside.
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