299 Cherrywood Road

Bridgwater Trails, Winnipeg

Property score

86.5

Excellent

Overall 86.5 · Larger than most nearby homes

2,152 sqft (top 24%) · Built in 2019

Located in a high-income area with median household income of ~103k

Transit 70.0 · 7-min walk to transit with 3 nearby routes · Within 500m: 2 parks nearby

Living Area

Above average

16% larger than neighborhood avg.

Year Built

Near average

0 yrs newer than neighborhood avg.

Mother tongue

English · 40%Chinese · 21%

Past 10 years Bridgwater Trails sales snapshot (~80% of all data)

Sold Count

1,068

Median price

563.8k

$/sqft

$347/sqft

Avg build year

2019

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Property score

86.5 is composed by the two sections below.

Property Score

89.2Excellent
Living Area2,152 sqft94Excellent
Year Built201997Excellent
Lot Size4,667 sqft60Fair
Neighbourhood Sales Activity89Excellent

Community Score

82.5Excellent
Household Income86Excellent
Education Level91Excellent
Housing Stress42Low
Core Housing Need88Excellent
Employment Health83Excellent

Neighbourhood Sales

Bridgwater Trails

How to read: Share of sales in each ~$50k price band for “bridgwater trails” (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: #46111257

Community deep dive

$103K

Median household income

$120K

Average household income

14%

Low income (LIM-AT)

0.3

Income inequality (Gini)

4.4

P90 / P10 ratio

13%

Single-person households

44%

Families with children

Population, labour & age

Population (2021)11,365
Labour force participation rate77%
Median age30.4
Avg household size3.1
Unemployment rate8%
Population density1696 / km²

Households & income

Low income (LIM-AT, % pop.)14%
Single-person households13%
Couple families with children44%
Median household income (2020)$103K

Housing

Renter households21%
Condominium dwellings14%
Median dwelling value (owners)$500K

Diversity, education & language

Immigrants (share of pop.)47%
Visible minority69%
Bachelor's or higher (25–64)58%
Mother tongue (1st)English · 39%
Mother tongue (2nd)Chinese · 20%

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

Rankings

Living Area

above average
2,152 sqft
0255075100
Same streetTop 28%Same areaTop 24%CitywideTop 7%
Same street · Cherrywood Road
#46 / 163
Top 28% · Avg 1,895 sqft
Same area · Bridgwater Trails
#307 / 1,282
Top 24% · Avg 1,849 sqft
Citywide · Winnipeg
#14,502 / 194,458
Top 7% · Avg 1,342 sqft

Tax-Assessed Value

above average
623k
0255075100
Same streetTop 21%Same areaTop 25%CitywideTop 7%
Same street · Cherrywood Road
#35 / 163
Top 21% · Avg 558.6k
Same area · Bridgwater Trails
#323 / 1,282
Top 25% · Avg 596.2k
Citywide · Winnipeg
#12,659 / 194,458
Top 7% · Avg 390.1k

Year Built

Elite
2019
0255075100
Same streetTop 33%Same areaTop 35%CitywideTop 4%

Lot Size

around average
4,667 sqft
0255075100
Same streetTop 45%Same areaBottom 49%CitywideBottom 37%

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

299 Cherrywood Road — 2 amenities found within 500 m, across 1 categories, including 2 parks (nearest 303 m).

Search radius
🌳Parks2

Crime & Safety

Bridgwater Trails · WPS public data · 2026

Annual incidents

2

2026

vs. city avg

-93%

relative to avg

Year-over-year

-97%

vs. prior year

Primary type

Property

50%

Sales History

Sold 10/2021CA$650k–700k
Sold price

Same street

Top 17%

Same area

Top 16%

City-wide

Top 4%
Sold 10/2019CA$500k–550k
Sold price

Same street

Top 48%

Same area

Top 36%

City-wide

Top 13%

Related homes

Highlights & common questions: 299 Cherrywood Road, Winnipeg

Property Summary: 299 Cherrywood Road, Bridgwater Trails

Key Characteristics & Appeal

This is a modern, two-storey home built in 2019, offering a move-in-ready condition with a renovated basement. Its primary appeal lies in its strong position within the desirable and relatively new Bridgwater Trails community. The home stands out for its above-average living space (2,152 sqft) and lot size compared to most on its street and in the neighbourhood. A key, less obvious strength is its proven value appreciation; the sold price increased significantly between 2019 and 2021, and its current assessed value ranks in the top tiers city-wide, suggesting a solid investment history.

The property would suit buyers looking for a modern home in a master-planned area without the wait of new construction. It’s ideal for growing families who need the space and appreciate the community amenities, or for professionals seeking a low-maintenance, contemporary property with recent updates. The renovated basement adds valuable flexible space for entertainment, a home office, or guests.

Frequently Asked Questions

1. How does this home compare to others in Bridgwater Trails?
Based on the data, this home is newer than about 65% of the neighbourhood and has more living area than about 76% of homes here. Its lot size is roughly average for the area.

2. What does the sale history indicate about the property's value?
The home sold for $53.1k in 2019 and then for $66.8k in 2021, showing notable appreciation in a short period. Its current assessed value continues to rank highly, within the top 6% of Winnipeg.

3. Is the basement development a full, permitted renovation?
The listing confirms the basement is renovated. As with any property, a buyer should verify the scope of work, necessary permits, and quality of finishes during their due diligence and home inspection.

4. Who might this property not be suited for?
Buyers seeking a historic character home, a very large or private lot, or a property with a pool would need to look elsewhere. The attached garage and typical suburban lot size offer standard conveniences rather than unique custom features.

5. How does the assessed value relate to the likely listing or sale price?
The assessed value ($62.30k) is for municipal tax purposes and is typically different from market value. The 2021 sale price provides a more recent market benchmark, but current conditions will determine the final price.

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