71.1
Good
Property score
71.1
Good
Overall 71.1
Larger but older than most nearby homes
2,003 sqft (top 22%)
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
3-min walk to transit with 7 nearby routes
Within 500m: 14 dining spots, 2 schools, 10 healthcare facilitys, and 7 shops nearby
Living Area
Above average
23% larger than neighborhood avg.
Year Built
Below average
9 yrs older than neighborhood avg.
Mother tongue
English · 85%French · 3%
Property score
71.1 is composed by the two sections below.
Property Score
Community Score
Past 10 years Wolseley sales snapshot (~80% of all data)
820
382.5k
$285/sqft
1916
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The real estate market is turning around
In Winnipeg this week (May 24), over-asking sales are dropping quickly.
Sales-to-New-Listings
1,465
sold
2,307
new listings
Manitoba Real Estate Association March public data on New Listings and Properties Sold across Manitoba
Sold Above Asking
Majority sold above asking
39 of 75 sold above asking · MLS Winnipeg sold listings 2026-05-18 – 2026-05-24
With a Sales-to-New-Listings ratio of 63.5% and 52% of homes selling above asking price, demand is clearly outpacing supply. Buyers are competing, which is putting upward pressure on prices.
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.
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
above 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
221 Chestnut Street — 52 amenities found within 500 m, across 9 categories, including 14 dining (nearest 269 m), 2 education (nearest 307 m), 10 healthcare (nearest 268 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%
Waste Collection Schedule
Local garbage, recycling, and yard waste pickup schedule for 221 Chestnut Street.
Garbage
friday
Recycling
friday
Yard Waste
friday a
Sales History
Same street
Same area
City-wide
| Metric | Same street | Same area | City-wide |
|---|---|---|---|
Sold price | Top 38% | Top 29% | Top 36% |
We are licensed Manitoba real estate agents. Contact us to obtain all MLS whole sold records for 221 Chestnut Street. No advertising. Data source details →
Related homes
Nearby interested homes
Address · Year Built · Living Area
Nearby properties
Address · Distance
Similar assessed value
Address · Tax-Assessed Value
Highlights & common questions: 221 Chestnut Street, Winnipeg
221 Chestnut Street – Property Summary
Key Characteristics & Ideal Buyer Profile
This is a 1907 home in Wolseley with 2,003 square feet of living space on a 3,079-square-foot lot. Its assessed value is $459,000.
The property’s strongest feature is its size. It ranks in the top 24% on its street, top 22% in the neighbourhood, and top 11% citywide for living area. The assessed value is also notably above average for Chestnut Street (top 12%) and the neighbourhood (top 16%), though slightly less dominant citywide (top 27%). The lot and year built are closer to typical for the area—neither a standout nor a drawback.
The appeal lies in having more interior space than most comparable homes without the premium of a larger lot or a newer build. It’s a practical, functional home for someone who prioritizes room to spread out over curb appeal or a big yard. The age means character and established neighbourhood bones, but also potential maintenance considerations.
This property suits buyers who want a spacious home in an established central Winnipeg neighbourhood, value square footage over lot size or new construction, and are comfortable with the realities of a century-old house. It may also appeal to someone looking for a home that already sits above local value benchmarks, suggesting solid resale positioning.
Frequently Asked Questions
1. How does the living space compare to other homes in Wolseley?
The home is significantly larger than average. In a neighbourhood where comparable homes average around 1,622 square feet, this one offers nearly 400 extra square feet. That’s a meaningful difference for families or anyone needing dedicated space for work or hobbies.
2. The assessed value is $459,000—what does that mean for property taxes?
Assessed value is used by the city to calculate property taxes, but it doesn’t directly equal market price. The fact that the assessment is above average locally suggests taxes will be on the higher side for the area. However, relative to the extra living space, the tax burden may feel proportionate for the square footage gained.
3. Is the 1907 build a concern?
It depends on your expectations. Older homes often have solid construction but may need updates to systems, insulation, or windows. The home is not exceptionally old for Wolseley, where many homes are from similar years. A thorough home inspection would clarify the condition of mechanicals, foundation, and roof.
4. How does the lot size affect use of the property?
At 3,079 square feet, the lot is slightly below the neighbourhood average but typical for the street. It’s not a large yard by city standards, but it’s enough for a garden, small patio, or pets. Buyers seeking a big backyard or expansion potential may find it limiting.
5. Why is the citywide ranking for lot size so low if the lot seems average?
Citywide rankings include many newer suburban properties with much larger lots—often double or triple the size. Within Wolseley and on Chestnut Street, this lot is at or near the median, so it’s typical for the immediate area even if it ranks lower across Winnipeg as a whole.
Map & Street View
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