76 Chestnut Street

Wolseley, Winnipeg

Property score

61.2

Fair

Overall 61.2 · Older than most nearby homes

1,510 sqft (bottom 45%) · Built in 1909 (7 yrs older than avg)

Located in a average-income area with median household income of ~58.8k

Transit 88.0 · 1-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

7% smaller than neighborhood avg.

Year Built

Below average

7 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

61.2 is composed by the two sections below.

Property Score

57.8Fair
Living Area79
1,510 sqftGood
Year Built10
1909Low
Lot Size38
3,164 sqftLow
Neighbourhood Sales Activity53
Fair

Community Score

66.2Good
Household Income62
Fair
Education Level91
Excellent
Housing Stress42
Low
Core Housing Need38
Low
Employment Health90
Excellent

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
1,510 sqft
0255075100
Same streetBottom 21%Same areaBottom 45%CitywideTop 30%
Same street · Chestnut Street
#78 / 99
Bottom 21% · Avg 1,810 sqft
Same area · Wolseley
#1,287 / 2,349
Bottom 45% · Avg 1,622 sqft
Citywide · Winnipeg
#57,986 / 194,458
Top 30% · Avg 1,342 sqft

Tax-Assessed Value

around average
314k
0255075100
Same streetBottom 31%Same areaBottom 33%CitywideBottom 34%
Same street · Chestnut Street
#68 / 99
Bottom 31% · Avg 358.5k
Same area · Wolseley
#1,569 / 2,349
Bottom 33% · Avg 371.3k
Citywide · Winnipeg
#129,291 / 194,458
Bottom 34% · Avg 390.1k

Year Built

around average
1909
0255075100
Same streetTop 39%Same areaBottom 21%CitywideBottom 5%

Lot Size

around average
3,164 sqft
0255075100
Same streetTop 34%Same areaTop 45%CitywideBottom 15%

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

76 Chestnut Street — 42 amenities found within 500 m, across 8 categories, including 15 dining (nearest 226 m), 3 education (nearest 211 m), 5 healthcare (nearest 376 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 8/2022CA$300k–350k
Sold price

Same street

Bottom 41%

Same area

Bottom 46%

City-wide

Bottom 48%

Related homes

Highlights & common questions: 76 Chestnut Street, Winnipeg

76 Chestnut Street – Property Summary

Key Characteristics & Buyer Profile

This is a 1,510-square-foot home built in 1909, set on a 3,164-square-foot lot in the Wolseley neighbourhood. The property sits slightly below its street's average for living area but holds its own compared to citywide figures—ranking in the top 30% across Winnipeg for interior space. Its assessed value of $314,000 is below both the neighbourhood and city averages, which suggests pricing that aligns with a more modest interior size relative to nearby homes.

The lot is nearly dead-on the Chestnut Street average but noticeably smaller than typical Winnipeg lots, which tend to run over 6,500 square feet. The house is older than much of the city, ranking in the oldest 5% citywide. That means character and construction era appeal, but also potential maintenance considerations.

The appeal here is twofold. First, this is a home in Wolseley—a dense, established area with mature trees and walkable streets—at a price point below many neighbouring properties. Second, the above-average citywide living area ranking means you’re getting more interior space than a typical Winnipeg house, even if the lot is compact and the building is old. A buyer who values older neighbourhood character, a smaller yard to maintain, and a relatively affordable entry point into Wolseley would find this property worth a close look. It may also suit someone open to gradual interior updates who is less concerned with modern house size conventions.


Frequently Asked Questions

1. How does the $314,000 assessed value compare to what I’d actually pay?
The assessment is roughly 12–19% below the street and neighbourhood averages. Assessed value is not a list price or market value, but it reflects the city’s view of the property relative to similar homes. In a competitive market, final sale prices can vary, but this home is positioned as a lower-cost option in the area.

2. The lot is only 3,164 square feet. Is that a problem for a house from 1909?
It’s almost identical to other lots on Chestnut Street, so it’s typical for the immediate area. However, it’s small by citywide standards. For an older home, a smaller lot sometimes means less room for additions or large gardens, but it also means less exterior upkeep. If you want a yard for recreation or expansion, this may be tight.

3. What does “Top 95%” for year built mean? Is that bad?
It means the house is among the oldest 5% of properties in Winnipeg. That’s not inherently bad, but it signals an older construction style—foundation, wiring, plumbing, and insulation may differ from newer homes. A home inspection that pays close attention to structural systems and energy efficiency is strongly advised.

4. How does the living area compare to other homes in Wolseley specifically?
It’s around average for the neighbourhood. The house ranks in the middle of Wolseley (top 55%), so you’re not sacrificing interior space relative to your direct neighbours. That said, the house is slightly smaller than the street average, so a few homes on Chestnut Street itself will be noticeably roomier.

5. The data mentions “assessed value” rankings. What do the percentage tiers actually tell me?
The tier shows where a property falls compared to similar homes. For example, “Top 66%” citywide for assessed value means the home is valued higher than 66% of comparable Winnipeg properties—so it’s in the mid-range, not especially cheap or expensive. A lower tier (like Top 30%) means it ranks higher relative to others. In this case, the living area tier (Top 30% citywide) is stronger than the value tier, which can sometimes indicate a property that feels more spacious than its price suggests.