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.