Proudly Canadian
Detached for sale at 2067 Helmsley Avenue, Oakville - 5 bedroom, 5 bathroom - Photo 1 of 50
Detached for sale at 2067 Helmsley Avenue, Oakville - 5 bedroom, 5 bathroom - Photo 2 of 50
Detached for sale at 2067 Helmsley Avenue, Oakville - 5 bedroom, 5 bathroom - Photo 3 of 50
Detached for sale at 2067 Helmsley Avenue, Oakville - 5 bedroom, 5 bathroom - Photo 4 of 50
Detached for sale at 2067 Helmsley Avenue, Oakville - 5 bedroom, 5 bathroom - Photo 5 of 50
Detached for sale at 2067 Helmsley Avenue, Oakville - 5 bedroom, 5 bathroom - Photo 6 of 50
Detached for sale at 2067 Helmsley Avenue, Oakville - 5 bedroom, 5 bathroom - Photo 7 of 50
Detached for sale at 2067 Helmsley Avenue, Oakville - 5 bedroom, 5 bathroom - Photo 8 of 50
Detached for sale at 2067 Helmsley Avenue, Oakville - 5 bedroom, 5 bathroom - Photo 9 of 50
Detached for sale at 2067 Helmsley Avenue, Oakville - 5 bedroom, 5 bathroom - Photo 10 of 50
Detached for sale at 2067 Helmsley Avenue, Oakville - 5 bedroom, 5 bathroom - Photo 11 of 50
Detached for sale at 2067 Helmsley Avenue, Oakville - 5 bedroom, 5 bathroom - Photo 12 of 50
Detached for sale at 2067 Helmsley Avenue, Oakville - 5 bedroom, 5 bathroom - Photo 13 of 50
Detached for sale at 2067 Helmsley Avenue, Oakville - 5 bedroom, 5 bathroom - Photo 14 of 50
Detached for sale at 2067 Helmsley Avenue, Oakville - 5 bedroom, 5 bathroom - Photo 15 of 50
Detached for sale at 2067 Helmsley Avenue, Oakville - 5 bedroom, 5 bathroom - Photo 16 of 50
Detached for sale at 2067 Helmsley Avenue, Oakville - 5 bedroom, 5 bathroom - Photo 17 of 50
Detached for sale at 2067 Helmsley Avenue, Oakville - 5 bedroom, 5 bathroom - Photo 18 of 50
Detached for sale at 2067 Helmsley Avenue, Oakville - 5 bedroom, 5 bathroom - Photo 19 of 50
Detached for sale at 2067 Helmsley Avenue, Oakville - 5 bedroom, 5 bathroom - Photo 20 of 50
Detached for sale at 2067 Helmsley Avenue, Oakville - 5 bedroom, 5 bathroom - Photo 21 of 50
Detached for sale at 2067 Helmsley Avenue, Oakville - 5 bedroom, 5 bathroom - Photo 22 of 50
Detached for sale at 2067 Helmsley Avenue, Oakville - 5 bedroom, 5 bathroom - Photo 23 of 50
Detached for sale at 2067 Helmsley Avenue, Oakville - 5 bedroom, 5 bathroom - Photo 24 of 50
Detached for sale at 2067 Helmsley Avenue, Oakville - 5 bedroom, 5 bathroom - Photo 25 of 50
Detached for sale at 2067 Helmsley Avenue, Oakville - 5 bedroom, 5 bathroom - Photo 26 of 50
Detached for sale at 2067 Helmsley Avenue, Oakville - 5 bedroom, 5 bathroom - Photo 27 of 50
Detached for sale at 2067 Helmsley Avenue, Oakville - 5 bedroom, 5 bathroom - Photo 28 of 50
Detached for sale at 2067 Helmsley Avenue, Oakville - 5 bedroom, 5 bathroom - Photo 29 of 50
Detached for sale at 2067 Helmsley Avenue, Oakville - 5 bedroom, 5 bathroom - Photo 30 of 50
Detached for sale at 2067 Helmsley Avenue, Oakville - 5 bedroom, 5 bathroom - Photo 31 of 50
Detached for sale at 2067 Helmsley Avenue, Oakville - 5 bedroom, 5 bathroom - Photo 32 of 50
Detached for sale at 2067 Helmsley Avenue, Oakville - 5 bedroom, 5 bathroom - Photo 33 of 50
Detached for sale at 2067 Helmsley Avenue, Oakville - 5 bedroom, 5 bathroom - Photo 34 of 50
Detached for sale at 2067 Helmsley Avenue, Oakville - 5 bedroom, 5 bathroom - Photo 35 of 50
Detached for sale at 2067 Helmsley Avenue, Oakville - 5 bedroom, 5 bathroom - Photo 36 of 50
Detached for sale at 2067 Helmsley Avenue, Oakville - 5 bedroom, 5 bathroom - Photo 37 of 50
Detached for sale at 2067 Helmsley Avenue, Oakville - 5 bedroom, 5 bathroom - Photo 38 of 50
Detached for sale at 2067 Helmsley Avenue, Oakville - 5 bedroom, 5 bathroom - Photo 39 of 50
Detached for sale at 2067 Helmsley Avenue, Oakville - 5 bedroom, 5 bathroom - Photo 40 of 50
Detached for sale at 2067 Helmsley Avenue, Oakville - 5 bedroom, 5 bathroom - Photo 41 of 50
Detached for sale at 2067 Helmsley Avenue, Oakville - 5 bedroom, 5 bathroom - Photo 42 of 50
Detached for sale at 2067 Helmsley Avenue, Oakville - 5 bedroom, 5 bathroom - Photo 43 of 50
Detached for sale at 2067 Helmsley Avenue, Oakville - 5 bedroom, 5 bathroom - Photo 44 of 50
Detached for sale at 2067 Helmsley Avenue, Oakville - 5 bedroom, 5 bathroom - Photo 45 of 50
Detached for sale at 2067 Helmsley Avenue, Oakville - 5 bedroom, 5 bathroom - Photo 46 of 50
Detached for sale at 2067 Helmsley Avenue, Oakville - 5 bedroom, 5 bathroom - Photo 47 of 50
Detached for sale at 2067 Helmsley Avenue, Oakville - 5 bedroom, 5 bathroom - Photo 48 of 50
Detached for sale at 2067 Helmsley Avenue, Oakville - 5 bedroom, 5 bathroom - Photo 49 of 50
Detached for sale at 2067 Helmsley Avenue, Oakville - 5 bedroom, 5 bathroom - Photo 50 of 50
1 / 5047 locked
Active

$1,949,000

2067 Helmsley Ave

Oakville, ON L6M 4R5

2067 Helmsley Ave, OakvilleListed at $1,949,000. 5 bedroom, 5 bathroom 2-Storey. MLS® W13541854.

New this week
5Beds
5Baths
3000-3500sqft
2-Storey
6Parking
$7,670 (2025)

What's this home worth?

Get a free estimate for 2067 Helmsley Ave

Description

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.

Property Details

Property TypeDetached
Style2-Storey
Community1019 - WM Westmount
Approximate Age16-30
Rooms20
Kitchens1
Washrooms5
Square Feet3000-3500 sqft
Lot Dimensions50.94 × 98.6 ft
Fronting OnNorth
Dir/Cross StGrand Oak Trail & Hemmford Drive
Garage TypeBuilt-In
Garage Parking Spaces2
Parking Drive Spaces4
Total Parking Spaces6
ExteriorStone, Stucco (Plaster)
RoofAsphalt Shingle
FoundationPoured Concrete
BasementFinished, Full
Fireplace FeaturesFamily Room, Natural Gas
Heating TypeForced Air
Heating SourceGas
A/CCentral Air
SewersSewer
Taxes (2025)$7,670
HSTIncluded In
Listed Date7/9/2026
Days on Market5 days
PossessionFlexible

Virtual Tour

Explore from home

Vick Yogeswaran - REALTOR

Your agent: Vick Yogeswaran

REALTOR® · RE/MAX Realtron Realty Inc.

Same-day showings available
WhatsApp Us About This Listing

Property Insights

Home Value
Estimate

Listing Courtesy of: RE/MAX ABOUTOWNE REALTY CORP.

MLS® #W13541854

TRREBMLS®

The listing data is provided under copyright by the Toronto Regional Real Estate Board (TRREB). The listing data is deemed reliable but is not guaranteed accurate by TRREB. The trademarks REALTOR®, REALTORS®, and the REALTOR® logo are controlled by The Canadian Real Estate Association (CREA) and identify real estate professionals who are members of CREA. The trademarks MLS®, Multiple Listing Service® and the associated logos are owned by CREA and identify the quality of services provided by real estate professionals who are members of CREA. Used under license.

© 2026 Toronto Regional Real Estate Board. All rights reserved.

Thinking about living in Oakville?

Explore the neighbourhood guide for Oakville — market trends, popular areas, buyer tips, and more.

HouseIndex Take: 2067 Helmsley Avenue

This detached (2-Storey) is located in the 1019 - WM Westmount neighbourhood of Oakville.

The home offers 5+1 bedrooms, 5 bathrooms.

Features include a finished, full basement, 6 parking spaces including a 2-car garage, a fireplace.

Additional details: lot dimensions of 50.94 × 98.6 feet.

Listed at $1,949,000 CAD with annual property taxes of $7,670 (2025).

About Oakville Real Estate

This Detached is located in the 1019 - WM Westmount community in Oakville. Oakville is an affluent lakefront town in Halton Region known for heritage estates in Old Oakville, a thriving downtown core along Lakeshore Road, and excellent schools. The QEW provides quick access to Toronto and Hamilton, while the Oakville GO station offers 30-minute service to Union. It consistently ranks among Canada's best places to live. Detached homes in Oakville are in high demand among families seeking space, privacy, and long-term equity growth.

Lakefront trails & Bronte HarbourTop-ranked Halton District School Board30-minute GO Train to Union StationBoutique shops along Lakeshore Road
~35 min commute to downtown TorontoWalkability: Walkable downtown — suburban outer areas
View full Oakville neighbourhood guide →