66.4
Good
Property score
66.4
Good
Overall 66.4
Older than most nearby homes
1,524 sqft (bottom 46%)
Built in 1907 (9 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: 21 dining spots, 2 schools, 8 healthcare facilitys, and 8 shops nearby

Sold for $250,000 over asking
Winnipeg Real Estate Sales Summary & Market Analysis May 11–17, 2026
Living Area
Near average
6% smaller than neighborhood avg.
Year Built
Below average
9 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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Property score
66.4 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: #46110646
Community deep dive
$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
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
EliteYear Built
around averageLot Size
above 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
168 Chestnut Street — 55 amenities found within 500 m, across 9 categories, including 21 dining (nearest 70 m), 2 education (nearest 355 m), 8 healthcare (nearest 407 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 | Top 22% | Top 23% | Top 31% |
168 Chestnut Street · Sold transaction data notes
Data Source
Data Coverage
Data Precision
Is Current Data Suitable for You
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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: 168 Chestnut Street, Winnipeg
Property Summary: 168 Chestnut Street
Key Characteristics & Buyer Profile
This is a 1907 home with 1,524 sqft of living space on a 3,556 sqft lot. Its standout feature is assessed value: ranked 4th out of 99 homes on Chestnut Street (top 4%) and 10th in the Wolseley neighbourhood, with an assessed value of $500k against street and area averages closer to $360k–$370k. The lot is also above average for the street (top 11%) and neighbourhood (top 30%), though smaller than typical citywide lots. The living area is below average on the street (top 76%) but roughly average for Wolseley and above average citywide (top 29%). The home’s age is older than most—96th percentile citywide—suggesting original character and likely deferred maintenance.
Its appeal lies in land value and overall property worth relative to the immediate street and neighbourhood, not in square footage or modern construction. A buyer here is paying for location and lot, not interior size. This suits someone who prioritizes being on a high-value street in Wolseley, values a larger-than-typical city lot for that area, and is comfortable with an older home that may need updates. It is less suitable for someone who wants a move-in-ready, spacious interior or a low-maintenance newer build.
Five Possible FAQs
1. How does the assessed value compare to similar homes nearby?
It’s significantly higher. The $500k assessment is roughly $140k above the average on Chestnut Street and $130k above the Wolseley neighbourhood average. This places it in the top 4% on the street and top 10% in the area—meaning it’s one of the more valuable properties in its immediate context.
2. Is the living space smaller than typical for this street?
Yes. At 1,524 sqft, it’s about 286 sqft below the street average of 1,810 sqft and ranks 75th out of 99 homes. It’s closer to average for Wolseley (1,622 sqft) and above average citywide, so the smaller size is mainly a local street-level consideration.
3. What kind of lot does this property have?
It’s 3,556 sqft. That’s above average for Chestnut Street (top 11%) and above average for Wolseley (top 30%), but it’s well below the citywide average of 6,570 sqft (bottom 20%). So it’s a generous lot for the immediate area but small compared to typical Winnipeg lots overall.
4. Is a 1907 home a concern?
It depends on your tolerance for older construction. The home is older than most on its street (built 1907 vs. average 1913) and much older than the citywide average (1966)—96th percentile citywide. This likely means original details and character, but also potential issues with insulation, wiring, plumbing, or foundation that a newer home might not have. A thorough inspection is advisable.
5. Who is this property not for?
It’s likely not ideal for buyers who need a large, modern interior with an open floor plan; for those who want a low-maintenance, newer-build home; or for anyone who prefers a yard that matches citywide lot averages. It’s also less suitable if you’re price-sensitive and want top value for interior square footage, since you’re paying a premium for the street and lot, not for living space.
Map & Street View
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