221 Chestnut Street

Wolseley, Winnipeg

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

66.8Good
Living Area2,003 sqft94Excellent
Year Built190710Low
Lot Size3,079 sqft38Low
Neighbourhood Sales Activity53Fair

Community Score

77.5Good
Household Income72Good
Education Level91Excellent
Housing Stress74Good
Core Housing Need76Good
Employment Health83Excellent

Past 10 years Wolseley sales snapshot (~80% of all data)

Sold Count

820

Median price

382.5k

$/sqft

$285/sqft

Avg build year

1916

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Market Conditions · WinnipegSeller's Market
Buyer'sBalancedSeller's

Sales-to-New-Listings

63.5%

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

52%

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

Population (2021)370
Labour force participation rate69%
Median age36.0
Avg household size2.2
Unemployment rate4%
Population density6166 / km²

Households & income

Low income (LIM-AT, % pop.)11%
Single-person households41%
Couple families with children17%
Median household income (2020)$72K

Housing

Renter households54%
Condominium dwellings0%
Median dwelling value (owners)$348K

Diversity, education & language

Immigrants (share of pop.)8%
Visible minority7%
Bachelor's or higher (25–64)50%
Mother tongue (1st)English · 85%
Mother tongue (2nd)French · 2%

Figures are for the census dissemination area containing this listing location; sources and margins may apply per Statistics Canada.

Rankings

Living Area

above average
2,003 sqft
0255075100
Same streetTop 24%Same areaTop 22%CitywideTop 11%
Same street · Chestnut Street
#24 / 99
Top 24% · Avg 1,810 sqft
Same area · Wolseley
#516 / 2,349
Top 22% · Avg 1,622 sqft
Citywide · Winnipeg
#20,915 / 194,458
Top 11% · Avg 1,342 sqft

Tax-Assessed Value

above average
459k
0255075100
Same streetTop 12%Same areaTop 16%CitywideTop 27%
Same street · Chestnut Street
#12 / 99
Top 12% · Avg 358.5k
Same area · Wolseley
#366 / 2,349
Top 16% · Avg 371.3k
Citywide · Winnipeg
#52,140 / 194,458
Top 27% · Avg 390.1k

Year Built

around average
1907
0255075100
Same streetBottom 33%Same areaBottom 11%CitywideBottom 4%

Lot Size

around average
3,079 sqft
0255075100
Same streetBottom 34%Same areaTop 49%CitywideBottom 13%

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).

Search radius
🍽️Dining14
🏫Education2
🏥Healthcare10
🛒Shopping7
🌳Parks3
💪Sports1
🏦Finance1
Fuel Stations3
Worship11

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

Sold 10/2020CA$350k–400k
Sold price

Same street

Top 38%

Same area

Top 29%

City-wide

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

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.

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