168 Chestnut Street

Wolseley, Winnipeg

66.4

Good

Overall 66.4

Older than most nearby homes

1,524 sqft (bottom 46%)

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

4-min walk to transit with 5 nearby routes

Within 500m: 21 dining spots, 2 schools, 8 healthcare facilitys, and 8 shops nearby

Living Area

Near average

6% smaller than neighborhood avg.

Year Built

Below average

9 yrs older than neighborhood avg.

Mother tongue

English · 85%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

66.4 is composed by the two sections below.

Property Score

59.0Fair
Living Area1,524 sqft79Good
Year Built190710Low
Lot Size3,556 sqft46Low
Neighbourhood Sales Activity53Fair

Community Score

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

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: #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
1,524 sqft
0255075100
Same streetBottom 24%Same areaBottom 46%CitywideTop 29%
Same street · Chestnut Street
#75 / 99
Bottom 24% · Avg 1,810 sqft
Same area · Wolseley
#1,261 / 2,349
Bottom 46% · Avg 1,622 sqft
Citywide · Winnipeg
#56,512 / 194,458
Top 29% · Avg 1,342 sqft

Tax-Assessed Value

Elite
500k
0255075100
Same streetTop 4%Same areaTop 10%CitywideTop 20%
Same street · Chestnut Street
#4 / 99
Top 4% · Avg 358.5k
Same area · Wolseley
#246 / 2,349
Top 10% · Avg 371.3k
Citywide · Winnipeg
#38,410 / 194,458
Top 20% · Avg 390.1k

Year Built

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

Lot Size

above average
3,556 sqft
0255075100
Same streetTop 11%Same areaTop 30%CitywideBottom 20%

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

168 Chestnut Street — 55 amenities found within 500 m, across 9 categories, including 21 dining (nearest 70 m), 2 education (nearest 355 m), 8 healthcare (nearest 407 m).

Search radius
🍽️Dining21
🏫Education2
🏥Healthcare8
🛒Shopping8
🌳Parks4
💪Sports2
🏦Finance1
Fuel Stations1
Worship8

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 8/2016CA$400k–450k
Sold price

Same street

Top 22%

Same area

Top 23%

City-wide

Top 31%

Related homes

Highlights & common questions: 168 Chestnut Street, Winnipeg

Property Summary: 168 Chestnut Street

Key Characteristics & Buyer Profile

This is a 1907 home with 1,524 sqft of living space on a 3,556 sqft lot. Its standout feature is assessed value: ranked 4th out of 99 homes on Chestnut Street (top 4%) and 10th in the Wolseley neighbourhood, with an assessed value of $500k against street and area averages closer to $360k–$370k. The lot is also above average for the street (top 11%) and neighbourhood (top 30%), though smaller than typical citywide lots. The living area is below average on the street (top 76%) but roughly average for Wolseley and above average citywide (top 29%). The home’s age is older than most—96th percentile citywide—suggesting original character and likely deferred maintenance.

Its appeal lies in land value and overall property worth relative to the immediate street and neighbourhood, not in square footage or modern construction. A buyer here is paying for location and lot, not interior size. This suits someone who prioritizes being on a high-value street in Wolseley, values a larger-than-typical city lot for that area, and is comfortable with an older home that may need updates. It is less suitable for someone who wants a move-in-ready, spacious interior or a low-maintenance newer build.

Five Possible FAQs

1. How does the assessed value compare to similar homes nearby?
It’s significantly higher. The $500k assessment is roughly $140k above the average on Chestnut Street and $130k above the Wolseley neighbourhood average. This places it in the top 4% on the street and top 10% in the area—meaning it’s one of the more valuable properties in its immediate context.

2. Is the living space smaller than typical for this street?
Yes. At 1,524 sqft, it’s about 286 sqft below the street average of 1,810 sqft and ranks 75th out of 99 homes. It’s closer to average for Wolseley (1,622 sqft) and above average citywide, so the smaller size is mainly a local street-level consideration.

3. What kind of lot does this property have?
It’s 3,556 sqft. That’s above average for Chestnut Street (top 11%) and above average for Wolseley (top 30%), but it’s well below the citywide average of 6,570 sqft (bottom 20%). So it’s a generous lot for the immediate area but small compared to typical Winnipeg lots overall.

4. Is a 1907 home a concern?
It depends on your tolerance for older construction. The home is older than most on its street (built 1907 vs. average 1913) and much older than the citywide average (1966)—96th percentile citywide. This likely means original details and character, but also potential issues with insulation, wiring, plumbing, or foundation that a newer home might not have. A thorough inspection is advisable.

5. Who is this property not for?
It’s likely not ideal for buyers who need a large, modern interior with an open floor plan; for those who want a low-maintenance, newer-build home; or for anyone who prefers a yard that matches citywide lot averages. It’s also less suitable if you’re price-sensitive and want top value for interior square footage, since you’re paying a premium for the street and lot, not for living space.

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