166 Westchester Drive

Linden Woods, Winnipeg

86.7

Excellent

Overall 86.7

Compared with neighbourhood average

2,009 sqft (top 46%)

Built in 1989 (3 yrs older than avg)

Located in a high-income area

with median household income of ~135k

Transit 70.0

6-min walk to transit with 3 nearby routes

Within 500m: 1 dining spot, 1 school, 4 parks, and 2 sports facilitys nearby

Living Area

Near average

1% smaller 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)

Sold Count

797

Median price

662.5k

$/sqft

$341/sqft

Avg build year

1992

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Property score

86.7 is composed by the two sections below.

Property Score

87.7Excellent
Living Area2,009 sqft94Excellent
Year Built198978Good
Lot Size6,122 sqft81Excellent
Neighbourhood Sales Activity71Good

Community Score

85.3Excellent
Household Income92Excellent
Education Level91Excellent
Housing Stress63Fair
Core Housing Need88Excellent
Employment Health60Fair

Neighbourhood Sales

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.

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: #46111024

Community deep dive

$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

Population, labour & age

Population (2021)766
Labour force participation rate62%
Median age45.2
Avg household size2.9
Unemployment rate9%
Population density2837 / km²

Households & income

Low income (LIM-AT, % pop.)7%
Single-person households13%
Couple families with children44%
Median household income (2020)$135K

Housing

Renter households9%
Condominium dwellings3%
Median dwelling value (owners)$500K

Diversity, education & language

Immigrants (share of pop.)31%
Visible minority35%
Bachelor's or higher (25–64)56%
Mother tongue (1st)English · 66%
Mother tongue (2nd)Chinese · 7%

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

Rankings

Living Area

above average
2,009 sqft
0255075100
Same streetTop 41%Same areaTop 46%CitywideTop 11%
Same street · Westchester Drive
#36 / 88
Top 41% · Avg 1,943 sqft
Same area · Linden Woods
#1,165 / 2,550
Top 46% · Avg 2,023 sqft
Citywide · Winnipeg
#20,669 / 194,458
Top 11% · Avg 1,342 sqft

Tax-Assessed Value

above average
583k
0255075100
Same streetBottom 44%Same areaBottom 31%CitywideTop 9%
Same street · Westchester Drive
#49 / 88
Bottom 44% · Avg 586.2k
Same area · Linden Woods
#1,758 / 2,550
Bottom 31% · Avg 657.1k
Citywide · Winnipeg
#17,988 / 194,458
Top 9% · Avg 390.1k

Year Built

above average
1989
0255075100
Same streetTop 48%Same areaTop 49%CitywideTop 23%

Lot Size

above average
6,122 sqft
0255075100
Same streetTop 26%Same areaBottom 33%CitywideTop 28%

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

166 Westchester Drive — 8 amenities found within 500 m, across 4 categories, including 1 dining (nearest 493 m), 1 education (nearest 425 m), 4 parks (nearest 415 m).

Search radius
🍽️Dining1
🏫Education1
🌳Parks4
💪Sports2

Crime & Safety

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%

Sales History

Sold 7/2023CA$500k–550k
Sold price

Same street

Bottom 46%

Same area

Bottom 27%

City-wide

Top 15%

Related homes

Highlights & common questions: 166 Westchester Drive, Winnipeg

Property Overview: 166 Westchester Drive, Linden Woods

Key Characteristics & Appeal

This home is a well-established property in the desirable Linden Woods neighbourhood, built in 1989. With just over 2,000 square feet of living space, it offers a practical and comfortable size that is notably above the Winnipeg citywide average. Its lot size of over 6,100 square feet is a standout feature on its street, providing more outdoor space than many immediate neighbours—a valuable asset for gardening, play, or future expansion.

The appeal lies in its balanced, grounded profile. The home doesn’t rank as an extreme outlier in any single category for the area, but it consistently performs above average when viewed in the broader city context. This suggests a solid value proposition: you are acquiring a home in a prime neighbourhood with space and characteristics that outpace most of the Winnipeg market, without the premium often attached to the very top-tier listings within Linden Woods itself. It would suit buyers looking for a established family home in a sought-after community, who prioritize a generous lot and functional space over a brand-new build, and who appreciate a property that represents a strong long-term investment relative to the wider city.

Frequently Asked Questions

1. How does this home’s value compare to others nearby?
Based on assessed value, this home is around the average for Westchester Drive and the Linden Woods area. However, its assessed value places it in the top 9% citywide, indicating that for its price point, you are gaining access to a neighbourhood and property scale that is well above the norm for Winnipeg.

2. What does the sold price history indicate?
The home sold between $500,000 and $550,000 in 2023. This sale price was above the citywide average but aligned with the typical range for the area at that time, reflecting the sustained demand for Linden Woods properties.

3. Is the lot size a significant advantage?
Yes. The lot is ranked in the top 26% on Westchester Drive, meaning it is larger than most on the same street. This offers more privacy and usable yard space compared to many neighbouring properties, which is a less obvious but valuable perk.

4. What should I consider about the home’s age?
Built in 1989, the home is of an age where some major components (like the roof, windows, or HVAC system) may be nearing or have undergone updates. A thorough inspection is recommended to understand the condition and any upcoming maintenance, which is typical for homes of this vintage.

5. How can I find out the exact past sold price?
The precise sale price is not publicly listed in detail. You can request it directly via the provided email service on the listing page, which manually supplies accurate historical data without obligation.

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