29 Bittersweet Bay

Windsor Park, Winnipeg

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

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)

Sold Count

1,217

Median price

395k

$/sqft

$375/sqft

Avg build year

1961

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Property score

70.8 is composed by the two sections below.

Property Score

63.5Fair
Living Area1,260 sqft66Good
Year Built195643Low
Lot Size7,445 sqft88Excellent
Neighbourhood Sales Activity42Low

Community Score

81.7Excellent
Household Income83Excellent
Education Level63Fair
Housing Stress93Excellent
Core Housing Need100Excellent
Employment Health83Excellent

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: #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

Population (2021)869
Labour force participation rate71%
Median age38.8
Avg household size2.5
Unemployment rate6%
Population density2715 / km²

Households & income

Low income (LIM-AT, % pop.)4%
Single-person households25%
Couple families with children29%
Median household income (2020)$97K

Housing

Renter households2%
Condominium dwellings2%
Median dwelling value (owners)$324K

Diversity, education & language

Immigrants (share of pop.)15%
Visible minority19%
Bachelor's or higher (25–64)32%
Mother tongue (1st)English · 72%
Mother tongue (2nd)French · 12%

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

Rankings

Living Area

above average
1,260 sqft
0255075100
Same streetTop 13%Same areaTop 13%CitywideTop 45%
Same street · Bittersweet Bay
#5 / 40
Top 13% · Avg 1,179 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

around average
355k
0255075100
Same streetBottom 30%Same areaTop 50%CitywideBottom 48%
Same street · Bittersweet Bay
#28 / 40
Bottom 30% · Avg 365.1k
Same area · Windsor Park
#1,662 / 3,307
Top 50% · Avg 354.2k
Citywide · Winnipeg
#101,160 / 194,458
Bottom 48% · Avg 390.1k

Year Built

around average
1956
0255075100
Same streetTop 33%Same areaBottom 25%CitywideBottom 36%

Lot Size

above average
7,445 sqft
0255075100
Same streetTop 8%Same areaTop 9%CitywideTop 14%

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).

Search radius
🏫Education4
🛒Shopping1
🌳Parks2
Worship3
🏛️Government1

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 10/2022CA$300k–350k
Sold price

Same street

Top 42%

Same area

Bottom 49%

City-wide

Bottom 43%
Sold 10/2016CA$250k–300k
Sold price

Same street

Bottom 5%

Same area

Bottom 18%

City-wide

Bottom 28%

Related homes

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.

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