
2067 HELMSLEY Avenue
Oakville, Ontario
5 bed • 5 bath • Single Family
Situated on one of Westmount's most sought-after streets, this exceptional Royal Pine-built detached residence offers over 4,900 sq. ft. of beautifully finished living space, combining timeless elegance with extensive top-to-bottom renovations. Designed for modern family living, this impressive home features 4+1 bedrooms, 5 bathrooms and an outstanding open-concept layout with generously proportioned principal rooms throughout. The main level is both sophisticated and functional, highlighted by a dramatic living room with soaring open-to-above ceilings, an elegant dining room for formal entertaining, a stunning renovated chef's kitchen with an expansive breakfast area, and a large sunken family room that creates the perfect space for everyday living. A dedicated main floor office provides an ideal work-from-home environment or quiet study. Upstairs, the luxurious primary retreat offers a beautifully renovated spa-inspired ensuite and separate his-and-her walk-in closets. A second bedroom enjoys the privacy of its own ensuite, while two additional generously sized bedrooms share a well-appointed Jack-and-Jill bathroom, providing exceptional accommodation for a growing family. The professionally finished lower level adds almost 1,500 sq. ft. of additional living space, featuring a spacious recreation room, a fifth bedroom, a full bathroom, and exceptional flexibility for extended family, guests, or recreation. Perfectly positioned within walking distance of Westmount's award-winning schools, parks, scenic trails and recreation facilities, and offering convenient access to Bronte GO Station, public transit and major highways, this is a home that delivers both luxury and lifestyle. Substantial family homes of this calibre, quality and size are seldom offered for sale in Westmount. 2067 Helmsley Avenue presents an exceptional opportunity to own one of the neighbourhood's finest residences.
Price History
Schools
Elementary
- Captain R. Wilson Public School0.2 km
Public · Halton DSB · 830 students
Grade 3 reading: 88% met the provincial standard · Grade 6 math: 83% met the provincial standard
- St. Joan of Arc Catholic Elementary School0.4 km
Catholic · Halton CDSB · 295 students
Grade 3 reading: 91% met the provincial standard · Grade 6 math: 72% met the provincial standard
- St. Mary Catholic Elementary School1.2 km
Catholic · Halton CDSB · 675 students
Grade 3 reading: 91% met the provincial standard · Grade 6 math: 75% met the provincial standard
Secondary
- Garth Webb Secondary School0.9 km
Public · Halton DSB · 1655 students
Grade 10 literacy: 94% met the provincial standard
- ÉSC Sainte-Trinité1.7 km
French Catholic · CS catholique MonAvenir · 365 students
Grade 10 literacy: 99% met the provincial standard
- Abbey Park High School2 km
Public · Halton DSB · 1290 students
Grade 10 literacy: 92% met the provincial standard
Straight-line distance. Nearby schools are not necessarily the assigned schools — confirm catchment with the school board. Scores are EQAO provincial test results for 2024-2025.
Community
Postal area L6M
- Population
- 72,547
- Private dwellings
- 23,351
- Median age
- 39.6
- Average household size
- 3.2
- Median household income
- $143,000
Source: Statistics Canada, 2021 Census of Population, catalogue 98-401-X2021013. Adapted from Statistics Canada. This does not constitute an endorsement by Statistics Canada of this product.
Local market
Single Family in Oakville · last 12 months
- Median sold price
- $1,250,000
- Homes sold
- 2,556
- Median days on market
- 25
- Sale-to-list price
- 96.5%
Based on 2,556 recorded sales of single family properties in Oakville over the last 12 months.
Location
Mortgage Calculator
$389,800
Estimated Monthly Payment
$9,575
Investment Analysis
No recent nearby lease data. Enter a rent to see the numbers.
Mortgage: $9,575/mo (20% down, 5.5%)
Taxes: $0/mo · Insurance: $487/mo
Estimates only. Consult a financial advisor.
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