27 Maywood Road

Windsor Park, Winnipeg

67.7

Good

Overall 67.7

Larger than most nearby homes

1,260 sqft (top 13%)

Built in 1961

Located in a high-income area

with median household income of ~97k

Transit 82.0

2-min walk to transit with 2 nearby routes

Within 500m: 2 dining spots, 1 school, 2 healthcare facilitys, and 2 parks nearby

Living Area

Above average

15% larger 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

67.7 is composed by the two sections below.

Property Score

64.5Fair
Living Area1,260 sqft66Good
Year Built196146Low
Lot Size7,646 sqft91Excellent
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

Elite
1,260 sqft
0255075100
Same streetTop 4%Same areaTop 13%CitywideTop 45%
Same street · Maywood Road
#1 / 28
Top 4% · Avg 1,042 sqft
Same area · Windsor Park
#432 / 3,307
Top 13% · Avg 1,091 sqft
Citywide · Winnipeg
#87,069 / 194,458
Top 45% · Avg 1,342 sqft

Tax-Assessed Value

above average
385k
0255075100
Same streetTop 11%Same areaTop 17%CitywideTop 42%
Same street · Maywood Road
#3 / 28
Top 11% · Avg 358.9k
Same area · Windsor Park
#552 / 3,307
Top 17% · Avg 354.2k
Citywide · Winnipeg
#82,459 / 194,458
Top 42% · Avg 390.1k

Year Built

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

Lot Size

above average
7,646 sqft
0255075100
Same streetTop 7%Same areaTop 7%CitywideTop 13%

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 Maywood Road — 11 amenities found within 500 m, across 7 categories, including 2 dining (nearest 423 m), 1 education (nearest 334 m), 2 healthcare (nearest 163 m).

Search radius
🍽️Dining2
🏫Education1
🏥Healthcare2
🌳Parks2
💪Sports1
Fuel Stations1
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 12/2022CA$400k–450k
Sold price

Same street

Top 14%

Same area

Top 9%

City-wide

Top 32%
Sold 1/2016CA$250k–300k
Sold price

Same street

Bottom 7%

Same area

Bottom 13%

City-wide

Bottom 25%

Related homes

Highlights & common questions: 27 Maywood Road, Winnipeg

Key Characteristics & Appeal

This 1,260 sqft home on Maywood Road in Windsor Park stands out most for its generous land size. The lot measures 7,646 sqft, ranking it in the top 7% on the street and top 13% city-wide. For buyers who value outdoor space—gardening, room for additions, or simply not feeling boxed in by neighbours—this is a rare find in an established neighbourhood.

The assessed value sits at $385,000, above both the street and community averages but close to the city median. That suggests fair pricing relative to the area, with the land likely carrying more weight than the structure itself. Built in 1961, the house is typical for the neighbourhood but a few years older than the city average. It isn’t a turn-key modern home; it’s a solid, mid-century house on an above-average lot.

This property would suit buyers who see potential in an older home and prioritise land and location over cosmetic updates. It appeals most to people willing to invest in renovations or who simply want more yard than similar-priced homes offer elsewhere. First-time buyers looking for a project, small families wanting room to expand, or anyone who values outdoor space in a well-ranked street would find it a strong fit.


Five Possible FAQs

1. How does this property compare to others on Maywood Road?
It ranks first out of 28 homes for living area (1,260 sqft vs. the street average of 1,042 sqft), second for lot size, and third for assessed value. So it’s one of the larger, more valuable homes on the street.

2. The building is from 1961. Should I expect major updates?
Not necessarily, but you should budget for typical mid-century home maintenance. The age is average for the neighbourhood, and the house isn’t unusually old for its area, but systems like HVAC, plumbing, and windows may be original or near end-of-life. A home inspection is recommended.

3. Is the assessed value of $385,000 a realistic market price?
Assessed value is used for property tax calculation and often lags behind market conditions. Given the large lot and strong street rankings, the market price could reasonably be higher or lower depending on recent sales in Windsor Park. It’s best to compare with active listings and sold data.

4. What does the large lot allow me to do?
With 7,646 sqft, you have more flexibility than most neighbouring properties. Options could include building a garage, a garden suite, expanding the house, or creating extensive outdoor living space. Any major changes would still need to comply with local zoning and permits.

5. How does Windsor Park compare to other Winnipeg neighbourhoods?
Windsor Park is an established, largely residential area with a mix of older homes and mature trees. This property ranks in the top 13% of the community for lot size and top 17% for assessed value, meaning it’s on the higher end for the area without being among the most expensive city-wide. It offers a quieter, family-oriented setting with decent access to amenities.

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