27 Maywood Road

Key Characteristics & Appeal

This 1,260 sqft home on Maywood Road in Windsor Park stands out most for its generous land size. The lot measures 7,646 sqft, ranking it in the top 7% on the street and top 13% city-wide. For buyers who value outdoor space—gardening, room for additions, or simply not feeling boxed in by neighbours—this is a rare find in an established neighbourhood.

The assessed value sits at $385,000, above both the street and community averages but close to the city median. That suggests fair pricing relative to the area, with the land likely carrying more weight than the structure itself. Built in 1961, the house is typical for the neighbourhood but a few years older than the city average. It isn’t a turn-key modern home; it’s a solid, mid-century house on an above-average lot.

This property would suit buyers who see potential in an older home and prioritise land and location over cosmetic updates. It appeals most to people willing to invest in renovations or who simply want more yard than similar-priced homes offer elsewhere. First-time buyers looking for a project, small families wanting room to expand, or anyone who values outdoor space in a well-ranked street would find it a strong fit.

Five Possible FAQs

1. How does this property compare to others on Maywood Road?
It ranks first out of 28 homes for living area (1,260 sqft vs. the street average of 1,042 sqft), second for lot size, and third for assessed value. So it’s one of the larger, more valuable homes on the street.

2. The building is from 1961. Should I expect major updates?
Not necessarily, but you should budget for typical mid-century home maintenance. The age is average for the neighbourhood, and the house isn’t unusually old for its area, but systems like HVAC, plumbing, and windows may be original or near end-of-life. A home inspection is recommended.

3. Is the assessed value of $385,000 a realistic market price?
Assessed value is used for property tax calculation and often lags behind market conditions. Given the large lot and strong street rankings, the market price could reasonably be higher or lower depending on recent sales in Windsor Park. It’s best to compare with active listings and sold data.

4. What does the large lot allow me to do?
With 7,646 sqft, you have more flexibility than most neighbouring properties. Options could include building a garage, a garden suite, expanding the house, or creating extensive outdoor living space. Any major changes would still need to comply with local zoning and permits.

5. How does Windsor Park compare to other Winnipeg neighbourhoods?
Windsor Park is an established, largely residential area with a mix of older homes and mature trees. This property ranks in the top 13% of the community for lot size and top 17% for assessed value, meaning it’s on the higher end for the area without being among the most expensive city-wide. It offers a quieter, family-oriented setting with decent access to amenities.