Save on House

From Data to Your Dream Home

Winnipeg Real Estate – Home Prices, Sales History & Market Trends

House

168 Chestnut Street

BasementYes, renovated
PoolNo
GarageNone
Building TypeTwo & 1/2 Storey

Redder color means more recent sale.

Yellow star means multiple sale records.

Rankings

Living Area

1,524 sqft

Same street

75/99
Top 76%
Avg1,810 sqft

Same area

1261/2349
Top 54%
Avg1,622 sqft

City-wide

56512/194458
Top 29%
Avg1,342 sqft

168 Chestnut Street: Living Area Analysis

  • Street Level (Chestnut Street): Below Average. Ranked #75 out of 99 (Top 76%). The average living area for comparable homes on this street is 1,810 sqft.
  • Neighborhood Level (Wolseley): Around Average. Ranked #1,261 out of 2,349 (Top 54%). The neighborhood average for this group is 1,622 sqft.
  • Citywide Level (Winnipeg): Above Average. Ranked #56,512 out of 194,458 (Top 29%). The citywide average for comparable homes is 1,342 sqft.

Assessed Value

500k

Same street

4/99
Top 4%
Avg358.5k

Same area

246/2349
Top 10%
Avg371.3k

City-wide

38410/194458
Top 20%
Avg390.1k

168 Chestnut Street: Assessed Value Analysis

  • Street Level (Chestnut Street): Elite. Ranked #4 out of 99 (Top 4%). The average assessed value for comparable homes on this street is 358.5k.
  • Neighborhood Level (Wolseley): Above Average. Ranked #246 out of 2,349 (Top 10%). The neighborhood average for this group is 371.3k.
  • Citywide Level (Winnipeg): Above Average. Ranked #38,410 out of 194,458 (Top 20%). The citywide average for comparable homes is 390.1k.

Year Built

1907

Same street

66/99
Top 67%
Avg1913

Same area

2087/2349
Top 89%
Avg1916

City-wide

187649/194458
Top 96%
Avg1966

168 Chestnut Street: Year Built Analysis

  • Street Level (Chestnut Street): Around Average. Ranked #66 out of 99 (Top 67%). The average year built for comparable homes on this street is 1913.
  • Neighborhood Level (Wolseley): Below Average. Ranked #2,087 out of 2,349 (Top 89%). The neighborhood average for this group is 1916.
  • Citywide Level (Winnipeg): Below Average. Ranked #187,649 out of 194,458 (Top 96%). The citywide average for comparable homes is 1966.

Land Area

3,556 sqft

Same street

11/99
Top 11%
Avg3,167 sqft

Same area

709/2349
Top 30%
Avg3,434 sqft

City-wide

155902/194458
Top 80%
Avg6,570 sqft

168 Chestnut Street: Land Area Analysis

  • Street Level (Chestnut Street): Above Average. Ranked #11 out of 99 (Top 11%). The average land area for comparable homes on this street is 3,167 sqft.
  • Neighborhood Level (Wolseley): Above Average. Ranked #709 out of 2,349 (Top 30%). The neighborhood average for this group is 3,434 sqft.
  • Citywide Level (Winnipeg): Below Average. Ranked #155,902 out of 194,458 (Top 80%). The citywide average for comparable homes is 6,570 sqft.

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.

Sales History

Sold 8/2016CA$400k–450k
Sold price

Same street

Top 22%

Same area

Top 23%

City-wide

Top 31%

168 Chestnut Street · Sold transaction data notes

Data source:

Sold prices are based on publicly available internet data. We do not guarantee accuracy; figures have had limited verification and are reasonably reliable. Data is not sourced from the MLS and does not involve MLS copyright.

Coverage:

Sold price data from January 2016 through April 2025; some months may be missing.

Precision:

If you are not signed in, we show sold price ranges in CA$50k bands, not exact amounts. To see exact sold prices, please create an account and sign in.

How do I get fully verified figures?

Because of industry association rules, this system does not include MLS sold records and does not display them on the site. If you need a property’s full transaction history and exact figures, email us. We will look them up manually and send them by email. You can email us or leave your email below (if you are already logged in, we have your email—click the button to request). We will send exact sold prices by email. Manual lookup and sending may take until the end of the same day at the latest. No tricks—we will not use your email for ads or spam.

Request exact figures by email

People interested in 168 Chestnut Street often also view these related homes

Highlights & common questions: 168 Chestnut Street, Winnipeg

Property Summary: 168 Chestnut Street

Key Characteristics & Buyer Profile

This is a 1907 home with 1,524 sqft of living space on a 3,556 sqft lot. Its standout feature is assessed value: ranked 4th out of 99 homes on Chestnut Street (top 4%) and 10th in the Wolseley neighbourhood, with an assessed value of $500k against street and area averages closer to $360k–$370k. The lot is also above average for the street (top 11%) and neighbourhood (top 30%), though smaller than typical citywide lots. The living area is below average on the street (top 76%) but roughly average for Wolseley and above average citywide (top 29%). The home’s age is older than most—96th percentile citywide—suggesting original character and likely deferred maintenance.

Its appeal lies in land value and overall property worth relative to the immediate street and neighbourhood, not in square footage or modern construction. A buyer here is paying for location and lot, not interior size. This suits someone who prioritizes being on a high-value street in Wolseley, values a larger-than-typical city lot for that area, and is comfortable with an older home that may need updates. It is less suitable for someone who wants a move-in-ready, spacious interior or a low-maintenance newer build.

Five Possible FAQs

1. How does the assessed value compare to similar homes nearby?
It’s significantly higher. The $500k assessment is roughly $140k above the average on Chestnut Street and $130k above the Wolseley neighbourhood average. This places it in the top 4% on the street and top 10% in the area—meaning it’s one of the more valuable properties in its immediate context.

2. Is the living space smaller than typical for this street?
Yes. At 1,524 sqft, it’s about 286 sqft below the street average of 1,810 sqft and ranks 75th out of 99 homes. It’s closer to average for Wolseley (1,622 sqft) and above average citywide, so the smaller size is mainly a local street-level consideration.

3. What kind of lot does this property have?
It’s 3,556 sqft. That’s above average for Chestnut Street (top 11%) and above average for Wolseley (top 30%), but it’s well below the citywide average of 6,570 sqft (bottom 20%). So it’s a generous lot for the immediate area but small compared to typical Winnipeg lots overall.

4. Is a 1907 home a concern?
It depends on your tolerance for older construction. The home is older than most on its street (built 1907 vs. average 1913) and much older than the citywide average (1966)—96th percentile citywide. This likely means original details and character, but also potential issues with insulation, wiring, plumbing, or foundation that a newer home might not have. A thorough inspection is advisable.

5. Who is this property not for?
It’s likely not ideal for buyers who need a large, modern interior with an open floor plan; for those who want a low-maintenance, newer-build home; or for anyone who prefers a yard that matches citywide lot averages. It’s also less suitable if you’re price-sensitive and want top value for interior square footage, since you’re paying a premium for the street and lot, not for living space.

Nearby & similar assessment

Map & Street View

Redder color means more recent sale.

Yellow star means multiple sale records.