20 Crestwood Crescent

Windsor Park, Winnipeg

63.3

Fair

Overall 63.3

Compared with neighbourhood average

1,051 sqft (bottom 49%)

Built in 1958 (3 yrs older than avg)

Located in a high-income area

with median household income of ~103k

Transit 92.0

2-min walk to transit with 5 nearby routes

Within 500m: 1 dining spot, 1 school, 3 parks, and 1 sports facility nearby

Living Area

Near average

4% smaller than neighborhood avg.

Year Built

Below average

3 yrs older than neighborhood avg.

Mother tongue

English · 69%French · 10%

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

Sold Count

1,217

Median price

395k

$/sqft

$375/sqft

Avg build year

1961

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Property score

63.3 is composed by the two sections below.

Property Score

53.0Fair
Living Area1,051 sqft52Fair
Year Built195843Low
Lot Size5,858 sqft74Good
Neighbourhood Sales Activity42Low

Community Score

78.7Good
Household Income86Excellent
Education Level63Fair
Housing Stress83Excellent
Core Housing Need88Excellent
Employment Health60Fair

Neighbourhood Sales

Windsor Park

How to read: Share of sales in each ~$50k price band for “windsor park” (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: #46110528

Community deep dive

$103K

Median household income

$105K

Average household income

7%

Low income (LIM-AT)

0.2

Income inequality (Gini)

2.6

P90 / P10 ratio

19%

Single-person households

30%

Families with children

Population, labour & age

Population (2021)608
Labour force participation rate60%
Median age37.6
Avg household size2.9
Unemployment rate6%
Population density3040 / km²

Households & income

Low income (LIM-AT, % pop.)7%
Single-person households19%
Couple families with children30%
Median household income (2020)$103K

Housing

Renter households9%
Condominium dwellings0%
Median dwelling value (owners)$324K

Diversity, education & language

Immigrants (share of pop.)21%
Visible minority25%
Bachelor's or higher (25–64)31%
Mother tongue (1st)English · 69%
Mother tongue (2nd)French · 10%

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

Rankings

Living Area

around average
1,051 sqft
0255075100
Same streetTop 38%Same areaBottom 49%CitywideBottom 33%
Same street · Crestwood Crescent
#57 / 149
Top 38% · Avg 1,042 sqft
Same area · Windsor Park
#1,676 / 3,307
Bottom 49% · Avg 1,091 sqft
Citywide · Winnipeg
#129,376 / 194,458
Bottom 33% · Avg 1,342 sqft

Tax-Assessed Value

above average
367k
0255075100
Same streetTop 19%Same areaTop 34%CitywideTop 48%
Same street · Crestwood Crescent
#28 / 149
Top 19% · Avg 347.7k
Same area · Windsor Park
#1,126 / 3,307
Top 34% · Avg 354.2k
Citywide · Winnipeg
#93,241 / 194,458
Top 48% · Avg 390.1k

Year Built

around average
1958
0255075100
Same streetBottom 32%Same areaBottom 36%CitywideBottom 39%

Lot Size

around average
5,858 sqft
0255075100
Same streetBottom 29%Same areaBottom 49%CitywideTop 36%

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

20 Crestwood Crescent — 9 amenities found within 500 m, across 6 categories, including 1 dining (nearest 487 m), 1 education (nearest 440 m), 3 parks (nearest 135 m).

Search radius
🍽️Dining1
🏫Education1
🌳Parks3
💪Sports1
🏦Finance1
Worship2

Crime & Safety

Windsor Park · WPS public data · 2026

Annual incidents

17

2026

vs. city avg

-42%

relative to avg

Year-over-year

-94%

vs. prior year

Primary type

Property

47%

Waste Collection Schedule

Local garbage, recycling, and yard waste pickup schedule for 20 Crestwood Crescent.

🗑️

Garbage

tuesday

♻️

Recycling

tuesday

🍂

Yard Waste

tuesday b

Sales History

Sold 10/2019CA$300k–350k
Sold price

Same street

Bottom 44%

Same area

Bottom 44%

City-wide

Bottom 41%

Related homes

Highlights & common questions: 20 Crestwood Crescent, Winnipeg

Key Characteristics & Buyer Profile

This is a 1958-built home in Windsor Park with 1,051 sq ft of living space on a 5,858 sq ft lot. Its assessed value sits at $367,000.

The property’s main appeal is consistency. It sits very close to neighbourhood averages across all four key metrics—size, value, age, and land—rather than standing out in any extreme direction. On its own street, it ranks in the top 19% for assessed value, suggesting it offers slightly more value relative to its immediate neighbours without being an outlier. For buyers who want a solid, middle-of-the-road home in an established area, this avoids the pitfalls of either a fixer-upper or a premium-priced showpiece.

The land is below the street average but closely matches the community and city norms. The building age (1958) is also in line with the surrounding area, meaning the home likely shares a common construction style and maintenance profile with nearby properties. This predictability can be an advantage for buyers who want to understand long-term upkeep costs without surprises.

This property suits a buyer looking for a dependable, no-fuss home in a mature neighbourhood. It’s a good fit for someone who values being in a well-established community with stable comparables, rather than chasing a fixer-upper for high upside or a newly renovated home at a premium. First-time buyers, downsizers, or investors seeking a straightforward, market-aligned asset would find this worth considering.


Five Possible FAQs

1. How does the assessed value compare to similar homes in the area?
The property’s assessed value of $367,000 is slightly above the street average of $348,000 and close to the community average of $354,000. It ranks in the top 19% on its street, meaning it’s valued higher than most immediate neighbours, but it’s still right in line with the broader Windsor Park market.

2. Is the lot size considered small for this neighbourhood?
It’s below the street average (5,858 sq ft vs. 6,291 sq ft) but nearly identical to the community average (6,030 sq ft) and below the city average (6,570 sq ft). So it’s a typical lot for the area—not oversized, but not unusually tight either.

3. The home was built in 1958. What should I expect in terms of maintenance?
Homes from that era are common in Windsor Park, so the property’s age is typical for the neighbourhood. Expect original construction features like plaster walls, cast iron plumbing, and possibly an older electrical system. If these haven’t been updated, factor that into your budget. The advantage is that you’re not buying an oddball from a different decade—repairs and replacements will be similar to what neighbours have dealt with.

4. How does the living space compare to other homes in the city?
At 1,051 sq ft, the home is below the city-wide average of 1,342 sq ft, ranking in the bottom third. That said, it’s almost exactly in line with the street and community averages (1,042 sq ft and 1,091 sq ft respectively). So while it’s on the smaller side city-wide, it’s perfectly standard for this area.

5. What does “close to average” actually mean for resale value?
Homes that track closely to local averages tend to appeal to a broad range of buyers, which can make them easier to sell. However, they rarely command a premium above the market norm. If you’re buying, you’re likely paying a fair price for what’s typical in the neighbourhood—not overpaying for a standout feature, but also not getting a bargain below market.

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