70.8
Good
Property score
70.8
Good
Overall 70.8
Larger but older than most nearby homes
1,260 sqft (top 13%)
Built in 1956 (5 yrs older than avg)
Located in a high-income area
with median household income of ~97k
Transit 92.0
3-min walk to transit with 5 nearby routes
Within 500m: 4 schools, 1 shop, 2 parks, and 3 place of worships nearby

Sold for $250,000 over asking
Winnipeg Real Estate Sales Summary & Market Analysis May 11–17, 2026
Living Area
Above average
15% larger than neighborhood avg.
Year Built
Below average
5 yrs older than neighborhood avg.
Mother tongue
English · 72%French · 12%
Past 10 years Windsor Park sales snapshot (~80% of all data)
1,217
395k
$375/sqft
1961
Need help understanding this property?
Buying a home is more than a transaction. Our Winnipeg real estate agents provide market insights, pricing analysis, and neighbourhood expertise to help you decide with confidence.
Usually replies in a few minutes
Get the full property report
- Exact sold prices
- Detailed market analysis
- PDF report download
- Neighbourhood insights
- Recent sold count in the area
Free · No credit card required
Property score
70.8 is composed by the two sections below.
Property Score
Community Score
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.
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.
Area census snapshot
Dissemination area (DA) — Statistics Canada 2021 Census · Area: #46110591
Community deep dive
$97K
Median household income
$105K
Average household income
4%
Low income (LIM-AT)
0.2
Income inequality (Gini)
2.6
P90 / P10 ratio
25%
Single-person households
29%
Families with children
Population, labour & age
Households & income
Housing
Diversity, education & language
Figures are for the census dissemination area containing this listing location; sources and margins may apply per Statistics Canada.
Rankings
Tax-Assessed Value
around averageYear Built
around averageLot Size
above averageRank 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.
Transit & Walkability
Nearby stops, routes & transit score
Nearby Amenities
Dining, education, healthcare, shopping & more
29 Bittersweet Bay — 11 amenities found within 500 m, across 5 categories, including 4 education (nearest 321 m), 1 shopping (nearest 263 m), 2 parks (nearest 170 m).
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
Same street
Same area
City-wide
| Metric | Same street | Same area | City-wide |
|---|---|---|---|
Sold price | Top 42% | Bottom 49% | Bottom 43% |
Same street
Same area
City-wide
| Metric | Same street | Same area | City-wide |
|---|---|---|---|
Sold price | Bottom 5% | Bottom 18% | Bottom 28% |
29 Bittersweet Bay · Sold transaction data notes
Data Source
Data Coverage
Data Precision
Is Current Data Suitable for You
How to Get More Accurate Data
Privacy & Commitment
Request exact sold prices and history by email
Related homes
Nearby interested homes
Address · Year Built · Living Area
Nearby properties
Address · Distance
Similar assessed value
Address · Tax-Assessed Value
Highlights & common questions: 29 Bittersweet Bay, Winnipeg
29 Bittersweet Bay – Property Summary
Key Characteristics & Buyer Profile
This is a 1,260 sqft home built in 1956 on a notably large 7,445 sqft lot. The lot size is the standout feature here—it ranks in the top 8% on the street, top 9% in the neighbourhood, and top 14% citywide. That means significantly more outdoor space than most comparable homes in Windsor Park or across Winnipeg. The living area is above average locally (top 13% on the street and in the neighbourhood), though it falls slightly below the citywide average. The assessed value of $355,000 sits right around the middle of the pack for both the neighbourhood and the city, which suggests you're not paying a premium for the larger lot—at least based on current assessments.
Where the property shows its age is the 1956 build year. It's older than most homes in the neighbourhood (top 75% bracket) and the city. That doesn't automatically mean problems, but it does mean systems, insulation, windows, and layout likely reflect an older build standard.
The appeal is land—not just size, but the relatively low assessed value tied to it. In markets where lot value often drives resale potential, this property offers more dirt for the same tax bracket as smaller neighbouring lots. The downside risk is mostly around maintenance and updating; the upside opportunity is in the land itself, especially if the neighbourhood continues to densify or lot values rise.
Best suited for: Buyers who prioritize outdoor space and are comfortable with an older home's quirks—either as a long-term hold, a renovation project, or someone who values the yard over a newer kitchen. Less suited for anyone looking for move-in-ready modern finishes or a tight urban footprint with low upkeep.
Frequently Asked Questions
1. How does this property's assessed value compare to similar homes?
It's right around the neighbourhood average ($354,200) and below the citywide average ($390,100). The street-level rank is #28 out of 40, which means it's on the lower half of Bittersweet Bay. Given the larger lot, this is worth noting—it's not "over-assessed" relative to neighbours.
2. What's the actual lot size, and what can you do with it?
The lot is 7,445 sqft. That's roughly 40% larger than the average lot on the street (6,395 sqft) and well above the Windsor Park average (6,030 sqft). Zoning will determine what's possible, but this is a generous city lot for a single-family home, suitable for gardens, additions, or potentially sidelot development depending on local rules.
3. Is this a good investment property?
Possibly, but primarily for land appreciation rather than rental yield. The assessed value is moderate, and the lot size puts it in an above-average position citywide. However, the older build may mean higher carrying costs for maintenance and utilities. A buyer would want to check the condition of the foundation, roof, and mechanicals before banking on a long-term hold.
4. How does the age of the home affect things like insurance and renovations?
Homes built in 1956 may have original wiring (knob-and-tube), lead paint, or aging plumbing. Insurance can be slightly higher, and some insurers require an inspection for older electrical systems. Renovations often uncover unforeseen issues, so a contingency budget of 15–20% above typical renovation costs is realistic. On the plus side, older homes in this bracket often have solid wood framing and good bones if they've been maintained.
5. What's the neighbourhood like—and should I look at neighbouring properties?
Windsor Park is a well-established Winnipeg neighbourhood with a mix of post-war bungalows and newer infill. The street-level rankings here are quite strong for lot size and living area relative to neighbours. It's worth opening the neighbourhood map to see how 29 Bittersweet Bay compares to homes directly next door—particularly regarding year built and lot size, since older homes on larger lots often sit next to tear-downs or recent builds. That can give you a clearer picture of the block's trajectory.
Map & Street View
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.