88 Chestnut Street

Wolseley, Winnipeg

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

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)

Sold Count

820

Median price

382.5k

$/sqft

$285/sqft

Avg build year

1916

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Property score

63.7 is composed by the two sections below.

Property Score

62.0Fair
Living Area1,796 sqft86Excellent
Year Built190710Low
Lot Size3,110 sqft38Low
Neighbourhood Sales Activity53Fair

Community Score

66.2Good
Household Income62Fair
Education Level91Excellent
Housing Stress42Low
Core Housing Need38Low
Employment Health90Excellent

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.

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

Sales-to-New-Listings

64.6%

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

65%

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

Population (2021)557
Labour force participation rate83%
Median age32.4
Avg household size2.0
Unemployment rate9%
Population density5063 / km²

Households & income

Low income (LIM-AT, % pop.)15%
Single-person households46%
Couple families with children11%
Median household income (2020)$59K

Housing

Renter households66%
Condominium dwellings5%
Median dwelling value (owners)$388K

Diversity, education & language

Immigrants (share of pop.)7%
Visible minority12%
Bachelor's or higher (25–64)53%
Mother tongue (1st)English · 82%
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
1,796 sqft
0255075100
Same streetTop 47%Same areaTop 36%CitywideTop 17%
Same street · Chestnut Street
#47 / 99
Top 47% · Avg 1,810 sqft
Same area · Wolseley
#845 / 2,349
Top 36% · Avg 1,622 sqft
Citywide · Winnipeg
#33,697 / 194,458
Top 17% · Avg 1,342 sqft

Tax-Assessed Value

around average
343k
0255075100
Same streetBottom 42%Same areaBottom 49%CitywideBottom 44%
Same street · Chestnut Street
#57 / 99
Bottom 42% · Avg 358.5k
Same area · Wolseley
#1,208 / 2,349
Bottom 49% · Avg 371.3k
Citywide · Winnipeg
#109,409 / 194,458
Bottom 44% · Avg 390.1k

Year Built

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

Lot Size

around average
3,110 sqft
0255075100
Same streetTop 44%Same areaTop 47%CitywideBottom 14%

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).

Search radius
🍽️Dining15
🏫Education3
🏥Healthcare5
🛒Shopping4
🌳Parks6
💪Sports1
🏦Finance1
Worship7

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

Sold 9/2019CA$250k–300k
Sold price

Same street

Bottom 22%

Same area

Bottom 26%

City-wide

Bottom 35%

Related homes

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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