27 Crestwood Crescent

Windsor Park, Winnipeg

51.3

Fair

Overall 51.3

Smaller than most nearby homes

776 sqft (bottom 3%)

Built in 1959 (2 yrs older than avg)

Located in a above-average income area

with median household income of ~76k

Transit 92.0

3-min walk to transit with 5 nearby routes

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

Living Area

Below average

29% smaller than neighborhood avg.

Year Built

Near average

2 yrs older than neighborhood avg.

Mother tongue

English · 77%French · 11%

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

51.3 is composed by the two sections below.

Property Score

38.1Low
Living Area776 sqft22Low
Year Built195943Low
Lot Size9,859 sqft95Excellent
Neighbourhood Sales Activity42Low

Community Score

71.2Good
Household Income75Good
Education Level63Fair
Housing Stress63Fair
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: #46110589

Community deep dive

$76K

Median household income

$84K

Average household income

7%

Low income (LIM-AT)

0.2

Income inequality (Gini)

2.8

P90 / P10 ratio

37%

Single-person households

16%

Families with children

Population, labour & age

Population (2021)830
Labour force participation rate66%
Median age48.8
Avg household size2.0
Unemployment rate13%
Population density2862 / km²

Households & income

Low income (LIM-AT, % pop.)7%
Single-person households37%
Couple families with children16%
Median household income (2020)$76K

Housing

Renter households55%
Condominium dwellings0%
Median dwelling value (owners)$352K

Diversity, education & language

Immigrants (share of pop.)7%
Visible minority7%
Bachelor's or higher (25–64)33%
Mother tongue (1st)English · 76%
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

below average
776 sqft
0255075100
Same streetBottom 2%Same areaBottom 3%CitywideBottom 8%
Same street · Crestwood Crescent
#146 / 149
Bottom 2% · Avg 1,042 sqft
Same area · Windsor Park
#3,217 / 3,307
Bottom 3% · Avg 1,091 sqft
Citywide · Winnipeg
#179,573 / 194,458
Bottom 8% · Avg 1,342 sqft

Tax-Assessed Value

above average
368k
0255075100
Same streetTop 17%Same areaTop 33%CitywideTop 48%
Same street · Crestwood Crescent
#25 / 149
Top 17% · Avg 347.7k
Same area · Windsor Park
#1,083 / 3,307
Top 33% · Avg 354.2k
Citywide · Winnipeg
#92,574 / 194,458
Top 48% · Avg 390.1k

Year Built

around average
1959
0255075100
Same streetTop 31%Same areaBottom 45%CitywideBottom 40%

Lot Size

Elite
9,859 sqft
0255075100
Same streetTop 1%Same areaTop 2%CitywideTop 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

27 Crestwood Crescent — 9 amenities found within 500 m, across 6 categories, including 1 dining (nearest 468 m), 1 education (nearest 478 m), 3 parks (nearest 115 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 27 Crestwood Crescent.

🗑️

Garbage

tuesday

♻️

Recycling

tuesday

🍂

Yard Waste

tuesday b

Sales History

Sold 11/2020CA$300k–350k
Sold price

Same street

Top 48%

Same area

Bottom 49%

City-wide

Bottom 43%

Related homes

Highlights & common questions: 27 Crestwood Crescent, Winnipeg

Property Summary: 27 Crestwood Crescent

Section 1: Key Characteristics & Buyer Profile

This property offers a clear trade-off between indoor and outdoor space. The home itself is 776 square feet, which places it on the smaller side compared to typical homes on its street, in the Windsor Park neighbourhood, and across Winnipeg. It ranks in the bottom 8% for living space citywide. However, the lot is the standout feature. At 9,859 square feet, it ranks in the top 1% on Crestwood Crescent and the top 2% in the area, making it one of the largest lots in the immediate vicinity. The house was built in 1959, which is consistent with the neighbourhood’s age.

The appeal lies in the land value rather than the square footage. For someone looking for outdoor space, gardening, room for additions, or a large yard in a central neighbourhood, this property presents an opportunity that is rare within its price range. The assessed value sits at $368,000, which is slightly above the street average but below the citywide average of $390,000, reinforcing that the price is tied to the land.

This property would suit a buyer who is comfortable with a smaller living space or who plans to renovate, expand, or rebuild. It is less suited for someone who prioritises move-in-ready interior space or a large home without major changes.


Section 2: Five Possible FAQs

1. Why is the living space so much smaller than the lot would suggest?
The home was built in 1959, a time when homes in Windsor Park were often more modest in size. The house itself hasn’t been expanded, while many neighbouring homes have been renovated or replaced with larger structures. The lot, however, was likely part of an original larger parcel, which explains the discrepancy.

2. Does the assessed value reflect the land or the house more?
In this case, the valuation is likely weighted more toward the land than the structure. The lot size (9,859 sqft) places it in the top 6% citywide, while the home’s square footage is in the bottom 8%. This suggests the assessed price is driven by the land’s scarcity and location, not the house’s condition or size.

3. Is the property a good candidate for a tear-down or major renovation?
Given the ratio of lot size to house size, it is a strong candidate for either option. A teardown would allow a new build to capitalise on the large lot in a desirable street. A major addition could also be feasible, depending on zoning and setback requirements. Buyers should confirm local regulations before planning.

4. How does the street compare to the wider neighbourhood?
Crestwood Crescent itself has slightly higher average assessed values than the broader Windsor Park area, and the lot sizes are generally larger. This property sits well above the street average for land area but below it for living space, making it an outlier on an otherwise relatively consistent street.

5. What should someone expect from the home’s condition?
No condition details are provided here, but given the 1959 build date and low living-space ranking, the home likely retains many of its original features or has had minimal updates. A buyer should expect to budget for updates to mechanicals, insulation, and finishes, regardless of the property’s overall structural soundness.

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