20 Maywood Road

Windsor Park, Winnipeg

Property score

60.5

Fair

Overall 60.5 · Compared with neighbourhood average

1,027 sqft (bottom 35%) · Built in 1961

Located in a high-income area with median household income of ~97k

Transit 82.0 · 1-min walk to transit with 2 nearby routes · Within 500m: 1 dining spot, 1 school, 1 healthcare facility, and 2 parks nearby

Living Area

Below average

6% smaller than neighborhood avg.

Year Built

Near average

0 yrs newer than neighborhood avg.

Mother tongue

English · 68%French · 14%

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

60.5 is composed by the two sections below.

Property Score

52.5Fair
Living Area1,027 sqft52Fair
Year Built196146Low
Lot Size5,355 sqft67Good
Neighbourhood Sales Activity42Low

Community Score

72.6Good
Household Income83Excellent
Education Level34Low
Housing Stress83Excellent
Core Housing Need100Excellent
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: #46110525

Community deep dive

$97K

Median household income

$96K

Average household income

4%

Low income (LIM-AT)

0.2

Income inequality (Gini)

2.3

P90 / P10 ratio

20%

Single-person households

30%

Families with children

Population, labour & age

Population (2021)556
Labour force participation rate59%
Median age42.4
Avg household size2.6
Unemployment rate7%
Population density2647 / km²

Households & income

Low income (LIM-AT, % pop.)4%
Single-person households20%
Couple families with children30%
Median household income (2020)$97K

Housing

Renter households0%
Condominium dwellings0%
Median dwelling value (owners)$314K

Diversity, education & language

Immigrants (share of pop.)20%
Visible minority21%
Bachelor's or higher (25–64)19%
Mother tongue (1st)English · 67%
Mother tongue (2nd)French · 13%

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

Rankings

Living Area

around average
1,027 sqft
0255075100
Same streetBottom 46%Same areaBottom 35%CitywideBottom 29%
Same street · Maywood Road
#15 / 28
Bottom 46% · Avg 1,042 sqft
Same area · Windsor Park
#2,160 / 3,307
Bottom 35% · Avg 1,091 sqft
Citywide · Winnipeg
#138,467 / 194,458
Bottom 29% · Avg 1,342 sqft

Tax-Assessed Value

around average
368k
0255075100
Same streetTop 32%Same areaTop 33%CitywideTop 48%
Same street · Maywood Road
#9 / 28
Top 32% · Avg 358.9k
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

above average
1961
0255075100
Same streetTop 21%Same areaTop 34%CitywideBottom 43%

Lot Size

around average
5,355 sqft
0255075100
Same streetBottom 18%Same areaBottom 20%CitywideTop 47%

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 Maywood Road — 8 amenities found within 500 m, across 6 categories, including 1 dining (nearest 495 m), 1 education (nearest 289 m), 1 healthcare (nearest 158 m).

Search radius
🍽️Dining1
🏫Education1
🏥Healthcare1
🌳Parks2
💪Sports1
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%

Sales History

Sold 1/2022CA$350k–400k
Sold price

Same street

Top 43%

Same area

Top 27%

City-wide

Top 45%

Related homes

Highlights & common questions: 20 Maywood Road, Winnipeg

20 Maywood Road – Property Summary

Key Characteristics & Buyer Profile

This is a 1,027 sqft single-family home built in 1961 on a 5,355 sqft lot in the Windsor Park neighbourhood of Winnipeg. The property is valued at $368,000.

The house sits on a street where most homes were built around the same year, which gives the area a consistent, settled feel. The living space is slightly smaller than the citywide average for comparable homes, but it ranks well within its street and neighbourhood for assessed value—meaning you’re getting solid value relative to nearby properties. The lot is smaller than average for the street and neighbourhood, but not by a dramatic margin when compared citywide.

The appeal here is about predictability and location. Windsor Park is an established area with mature trees and services. The home’s value ranks in the top third on its street, but the living area is more modest—so buyers who prioritize a lower upfront cost or want a home that’s already fairly priced for its size will find it logical. It’s not a “wow” property in terms of square footage or land, but it’s a sensible entry point for someone who wants a home in a functional neighbourhood without paying a premium for extra space they don’t need.

This property would suit first-time buyers looking for a solid, mid-century home in a well-rated area, or someone downsizing who wants a manageable lot and single-level living (assuming a bungalow layout). It may also appeal to investors who see the assessed value as a fair floor for long-term appreciation in a stable neighbourhood.


Five Possible FAQs

1. How does the living area compare to other homes nearby?
It’s just about average for the street and neighbourhood, but below the citywide average for similar homes. You won’t feel cramped, but you’re not getting a spacious interior compared to newer or larger builds elsewhere.

2. Is the lot size a concern?
It’s smaller than both the street and neighbourhood averages—ranked in the bottom 20% locally. But citywide, it’s close to the median. So if you want a big yard for gardening or expansion, this might feel tight. For low-maintenance outdoor space, it’s fine.

3. Why is the assessed value higher than some homes on the street?
The home ranks 9th out of 28 on Maywood Road for assessed value, meaning it’s above average for the street and neighbourhood. This likely reflects good upkeep, interior finishes, or a desirable position on the lot—but not a guarantee of recent renovations. Worth checking in person.

4. What year was the house built, and does that matter?
Built in 1961, which is typical for the street and neighbourhood. That era generally means solid construction, but you’ll want to inspect the electrical, plumbing, and insulation. Being older can be a positive for character but may also mean more maintenance than a newer build.

5. How does this property compare to a typical starter home in Winnipeg?
It’s a bit smaller than the citywide average in both living area and lot size, but the assessed value sits close to the middle of the market. That means you’re not overpaying relative to the whole city, but you’re also not getting a bargain on space. It’s a reasonable starter home if location matters more than square footage.

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