63.7
Fair
Property score
63.7
Fair
Overall 63.7
Older than most nearby homes
1,796 sqft (top 36%)
Built in 1907 (9 yrs older than avg)
Located in a average-income area
with median household income of ~58.8k
Transit 88.0
2-min walk to transit with 3 nearby routes
Within 500m: 15 dining spots, 3 schools, 5 healthcare facilitys, and 4 shops nearby

Sold for $250,000 over asking
Winnipeg Real Estate Sales Summary & Market Analysis May 11–17, 2026
Living Area
Near average
11% larger than neighborhood avg.
Year Built
Below average
9 yrs older than neighborhood avg.
Mother tongue
English · 83%French · 3%
Past 10 years Wolseley sales snapshot (~80% of all data)
820
382.5k
$285/sqft
1916
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Property score
63.7 is composed by the two sections below.
Property Score
Community Score
Neighbourhood Sales
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.
Area census snapshot
Dissemination area (DA) — Statistics Canada 2021 Census · Area: #46110655
Community deep dive
$59K
Median household income
$69K
Average household income
15%
Low income (LIM-AT)
0.3
Income inequality (Gini)
3.4
P90 / P10 ratio
46%
Single-person households
11%
Families with children
Population, labour & age
Households & income
Housing
Diversity, education & language
Figures are for the census dissemination area containing this listing location; sources and margins may apply per Statistics Canada.
Rankings
Tax-Assessed Value
around averageYear Built
around averageLot Size
around averageRank 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.
Transit & Walkability
Nearby stops, routes & transit score
Nearby Amenities
Dining, education, healthcare, shopping & more
88 Chestnut Street — 42 amenities found within 500 m, across 8 categories, including 15 dining (nearest 187 m), 3 education (nearest 220 m), 5 healthcare (nearest 389 m).
Crime & Safety
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%
Sales History
Same street
Same area
City-wide
| Metric | Same street | Same area | City-wide |
|---|---|---|---|
Sold price | Bottom 22% | Bottom 26% | Bottom 35% |
88 Chestnut Street · Sold transaction data notes
Data Source
Data Coverage
Data Precision
Is Current Data Suitable for You
How to Get More Accurate Data
Privacy & Commitment
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Related homes
Nearby interested homes
Address · Year Built · Living Area
Nearby properties
Address · Distance
Similar assessed value
Address · Tax-Assessed Value
Highlights & common questions: 88 Chestnut Street, Winnipeg
88 Chestnut Street – Property Summary
Key Characteristics & Buyer Profile
This is a 1907-built home in Winnipeg’s Wolseley neighbourhood, with 1,796 sq. ft. of living space on a 3,110 sq. ft. lot. Its appeal lies in having a notably large interior for the area—ranking in the top 17% citywide for living area, while the lot size is modest by city standards (bottom 14%) but close to typical for the street and neighbourhood. The assessed value of $343k sits slightly below local averages, reflecting an older home that hasn’t been pushed up by recent renovations or rapid appreciation. The construction year places it among the older homes in the city (top 96% oldest) and even within Wolseley, which already skews historic. This property suits buyers who value pre-war character and generous interior space over a large yard or a move-in-ready finish. It would work well for someone willing to update gradually—the bones and space are there, but the valuation suggests the cosmetic or mechanical work hasn’t been fully done yet. It’s less ideal for those seeking a low-maintenance newer build or a large garden.
Five Possible FAQs
1. How does the lot size compare to other homes in Wolseley?
The lot is 3,110 sq. ft., which is slightly below the neighbourhood average of 3,434 sq. ft., but very close to the typical size for homes on Chestnut Street (average 3,167 sq. ft.). Citywide, it’s on the small side—only about 14% of homes have less land. If you’re used to newer suburban lots, this will feel compact.
2. Is the assessed value low because the home needs work?
Partially. The $343k assessment is below the street, neighbourhood, and city averages, which often signals that the home hasn’t had major recent updates or additions that would raise its taxable value. Older homes in good condition with renovations typically assess higher. That doesn’t mean it’s in bad shape—just that the market and assessors haven’t priced in a premium for upgrades.
3. How old is this home relative to others in the area?
It was built in 1907. On Chestnut Street, that’s a bit older than the street average of 1913. In Wolseley, it’s notably older than the neighbourhood average of 1916, and citywide it’s in the oldest 4% of homes. If you value early 20th-century craftsmanship, this is a strong candidate; if you’re worried about aging infrastructure, a thorough inspection is essential.
4. What kind of living area does this home offer compared to similar properties?
At 1,796 sq. ft., it’s right around the average for Chestnut Street (1,810 sq. ft.) and slightly above the Wolseley average (1,622 sq. ft.). Citywide, it’s in the top 17% for living space among comparable homes, so you’re getting more indoor room than most homes in Winnipeg offer, relative to its price point.
5. What does “top 17%” for living area actually mean in practical terms?
It means that if you lined up all comparable homes in Winnipeg, roughly 83% have less living space than this one. For a house built in 1907, that’s unusual—many older homes of that era are smaller. It suggests this property may have had an addition or was originally built larger than typical for the period. You’re paying for square footage, not land.
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