77 Chestnut Street

Wolseley, Winnipeg

Property score

58.1

Fair

Overall 58.1 · Compared with neighbourhood average

1,319 sqft (bottom 31%) · Built in 1911 (5 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: 16 dining spots, 3 schools, 5 healthcare facilitys, and 4 shops nearby

Living Area

Below average

19% smaller than neighborhood avg.

Year Built

Near average

5 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

Need help understanding this property?

Buying a home is more than a transaction. Our Winnipeg real estate agents provide market insights, pricing analysis, and neighbourhood expertise to help you decide with confidence.

Usually replies in a few minutes

Property score

58.1 is composed by the two sections below.

Property Score

52.7Fair
Living Area71
1,319 sqftGood
Year Built16
1911Low
Lot Size28
2,545 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

around average
1,319 sqft
0255075100
Same streetBottom 10%Same areaBottom 31%CitywideTop 40%
Same street · Chestnut Street
#89 / 99
Bottom 10% · Avg 1,810 sqft
Same area · Wolseley
#1,610 / 2,349
Bottom 31% · Avg 1,622 sqft
Citywide · Winnipeg
#78,712 / 194,458
Top 40% · Avg 1,342 sqft

Tax-Assessed Value

around average
383k
0255075100
Same streetTop 43%Same areaTop 35%CitywideTop 43%
Same street · Chestnut Street
#43 / 99
Top 43% · Avg 358.5k
Same area · Wolseley
#824 / 2,349
Top 35% · Avg 371.3k
Citywide · Winnipeg
#83,630 / 194,458
Top 43% · Avg 390.1k

Year Built

above average
1911
0255075100
Same streetTop 10%Same areaTop 50%CitywideBottom 7%

Lot Size

below average
2,545 sqft
0255075100
Same streetBottom 7%Same areaBottom 21%CitywideBottom 6%

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

77 Chestnut Street — 41 amenities found within 500 m, across 8 categories, including 16 dining (nearest 223 m), 3 education (nearest 163 m), 5 healthcare (nearest 329 m).

Search radius
🍽️Dining16
🏫Education3
🏥Healthcare5
🛒Shopping4
🌳Parks5
💪Sports1
🏦Finance1
Worship6

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 7/2017CA$250k–300k
Sold price

Same street

Bottom 19%

Same area

Bottom 25%

City-wide

Bottom 34%

Related homes

Highlights & common questions: 77 Chestnut Street, Winnipeg

77 Chestnut Street – Property Summary

Key Characteristics & Buyer Profile

This is a 1,319 sqft home built in 1911, located on Chestnut Street in Winnipeg’s Wolseley neighbourhood. Its standout feature is the age: it’s among the oldest 10% of homes on the street, meaning it carries pre-war character that many newer builds lack. The assessed value ($383k) sits slightly above the street average but below the citywide average for comparable homes, suggesting it isn’t overpriced relative to broader market conditions.

Where the property falls short is lot size. At 2,545 sqft, it ranks in the bottom 10% on the street and bottom 6% citywide. This is a deliberate trade-off—you get an older, well-located home with a manageable footprint, but not a sprawling yard. The living area is below the street average but in line with the neighbourhood and city medians, so it’s not unusually small for what’s around it.

This property suits buyers who prioritize location and vintage character over outdoor space. It’s a good fit for someone who values walkability and established tree-lined streets (Wolseley is known for this) and is comfortable with a modest lot. It may appeal to those who appreciate early-20th-century architecture but aren’t looking for a renovation project—the condition data isn’t provided here, but the age alone signals potential maintenance considerations.

Five Possible FAQs

1. Is this a good investment for its age?
The home is older than 90% of properties on Chestnut Street, which can be a double-edged sword. Older homes often have solid construction and unique details, but they may require more upkeep. The assessed value is reasonable for the area, and Wolseley is a stable neighbourhood, so resale potential depends more on condition than age itself.

2. How does the lot size compare to typical Winnipeg homes?
It’s below average across all three levels: street, neighbourhood, and city. The lot is 2,545 sqft, which is smaller than most single-family homes in Winnipeg. If you want a large garden, driveway space, or room for an extension, this probably isn’t the right property.

3. Why is the assessed value above the street average but below the city average?
The street average ($358.5k) is pulled down by a mix of smaller or less updated homes. Your property’s $383k assessment suggests it’s slightly better positioned within the street’s range. Citywide, comparable homes average $390.1k, so this sits just under that—indicating it’s not overvalued relative to the broader market.

4. What does “top 90%” mean for living area on this street?
It means the property ranks 89th out of 99 homes on Chestnut Street by living area. In plain terms, only 10% of homes on this street are smaller. It’s a compact house, which is typical for older Wolseley homes but worth noting if you need multiple large rooms.

5. How can I see how this property compares to nearby homes?
The listing includes a link to open a neighbourhood map analysis. That tool shows side-by-side comparisons for year built, living area, assessed value, and lot size, which is helpful for understanding how this specific home fits into the blocks around it.