88.7
Excellent
Property score
88.7
Excellent
Overall 88.7
Larger than most nearby homes
2,337 sqft (top 19%)
Built in 1989 (3 yrs older than avg)
Located in a high-income area
with median household income of ~135k
Transit 70.0
7-min walk to transit with 3 nearby routes
Within 500m: 1 dining spot, 1 school, 4 parks, and 2 sports facilitys nearby
Sold for $250,000 over asking
Winnipeg Real Estate Sales Summary & Market Analysis May 11–17, 2026
Living Area
Above average
16% larger than neighborhood avg.
Year Built
Near average
3 yrs older than neighborhood avg.
Mother tongue
English · 66%Chinese · 7%
Past 10 years Linden Woods sales snapshot (~80% of all data)
797
662.5k
$341/sqft
1992
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88.7 is composed by the two sections below.
Property Score
Community Score
Linden Woods
How to read: Share of sales in each ~$50k price band for “linden woods” (Detached houses (non-condo), 2024). The tallest band is the mainstream budget range; multi-year view shows how that band shifts over time.
Sales-to-New-Listings
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
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.
Dissemination area (DA) — Statistics Canada 2021 Census · Area: #46111024
$135K
Median household income
$154K
Average household income
7%
Low income (LIM-AT)
0.3
Income inequality (Gini)
3.4
P90 / P10 ratio
13%
Single-person households
44%
Families with children
Figures are for the census dissemination area containing this listing location; sources and margins may apply per Statistics Canada.
Rank by land area, larger = better rank
Rank by year, newer = better rank
Rank by living area, larger = better rank
Rank by assessed value, higher = better rank
Bar: fill length ≈ share of peers you outperform. Fill color reflects tier (red / blue / amber / gray). “Avg” is a rough median benchmark for comparable homes in that scope.
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.
Nearby stops, routes & transit score
Dining, education, healthcare, shopping & more
158 Westchester Drive — 8 amenities found within 500 m, across 4 categories, including 1 dining (nearest 498 m), 1 education (nearest 460 m), 4 parks (nearest 385 m).
Linden Woods · WPS public data · 2026
Annual incidents
16
2026
vs. city avg
-46%
relative to avg
Year-over-year
▼ -95%
vs. prior year
Primary type
Property
81%
Same street
Same area
City-wide
| Metric | Same street | Same area | City-wide |
|---|---|---|---|
Sold price | Bottom 43% | Bottom 23% | Top 17% |
Request exact sold prices and history by email
Address · Year Built · Living Area
Address · Distance
Address · Tax-Assessed Value
Property Overview: 158 Westchester Drive, Linden Woods
Key Characteristics & Appeal
This home presents a compelling opportunity in Winnipeg’s desirable Linden Woods neighbourhood. Its primary strength lies in its generous proportions, both in living space and land. With 2,337 sqft of living area, it ranks in the top 9% on its street and offers significantly more space than the average Winnipeg home. The nearly 9,300 sqft lot is a standout feature, placing it in the elite top 3% on Westchester Drive, offering rare potential for outdoor living, gardening, or expansion.
Built in 1989, the home is of a mature vintage, suggesting established landscaping and a settled streetscape. Its assessed value is strong relative to its immediate area and city-wide, indicating a solid underlying value proposition. The appeal here is for buyers seeking space and location over a brand-new build. It would particularly suit a growing family looking for room to spread out indoors and on one of the larger lots in the area, or a buyer who values the established charm and maturity of Linden Woods and sees potential in a well-sized property from the late 1980s.
Frequently Asked Questions
1. How does the home’s size compare to others?
The living space is notably larger than average. It ranks in the top 9% on its own street and offers about 1,000 more square feet than the typical Winnipeg home.
2. Is the lot size a significant feature?
Yes. At over 9,200 sqft, the lot is exceptionally large for the street (top 3%) and the broader Linden Woods area. This provides a substantial backyard and more privacy than many neighbouring properties.
3. What does the 1989 build year mean for a buyer?
The home is a mature property. Buyers can expect established trees and neighbourhood character, but should budget for potential updates to systems, windows, or interiors that are consistent with a home of this age.
4. How is the assessed value positioned?
The assessed value is above average for the street and city-wide, and around the middle range for Linden Woods as a whole. This suggests the property is valued consistently with its substantial lot and living space within a premium neighbourhood.
5. Where can I see more detailed context about the area?
You can view an interactive neighbourhood analysis map to compare this property directly with nearby homes in terms of year built, living area, assessed value, and lot size. A link is provided in the full property details.
Radar charts, rankings, and side-by-side layouts work best on a larger screen. Open this page on a desktop browser for the full experience.
