2067 Helmsley Avenue, Oakville, ON
Westmount, Oakville · MLS® W13541854
About this home
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.
Key facts
- Property type
- Detached, 2-Storey
- MLS®
- W13541854
- Bedrooms
- 5 (4 + 1)
- Bathrooms
- 5 (1 half)
- Size
- 3000-3500
- Lot
- 50.94 × 98.6 ft
- Cross streets
- Grand Oak Trail & Hemmford Drive
- Parking
- 2 garage · 6 parking (built-in)
- Basement
- Finished, Full
- Heating
- Forced Air
- A/C
- Central Air
- Exterior
- Stone, Stucco (Plaster)
- Foundation
- Poured Concrete
- Roof
- Asphalt Shingle
- Sewer
- Sewer
- Property tax
- $7,670 / 2025
- Days on market
- 8
- Listing brokerage
- RE/MAX ABOUTOWNE REALTY CORP.
Rooms
Listed at $1,949,000, this home is about 3% above what comparable homes suggest. The number above is my independent estimate of value, not the asking price.
Priced above comparable homes overall, but the price per square foot ($600/sqft) is in line with the area, so you are paying for extra space rather than a premium.
Based on 8 similar homes nearby, adjusted for size, beds, and baths.Median of 8 comparable active listings, adjusted for size, beds, and baths. The city (MPAC) assessment points to about $1.67M, a bit lower.
How I got there
Here is the exact math behind the estimate. I start from the closest comparable listing and adjust for the real differences (size, beds, baths) to land on a like-for-like value for this home.
- Closest comparable, listed at $1.65M
- Bathrooms +$15K
- Adjusts to $1.66M
That comparable adjusts to $1.66M; the $1.88M estimate above is the median of all 8 comparables, which is steadier than any single home.This uses comparable active listings, not sold prices. Lot, condition, and finishes are my in-person call, and I can run a full CMA with recent solds.
On location, it is moderately walkable, so some daily errands are within reach and for the rest you will likely drive. Grand Oak Trail + Hemford Dr is about a 1-minute walk away.
Total price vs nearby homes. Fair value about $1.88M, median of 8 comparables.
What the listing highlightsThese are claims from the listing. The only way to know for sure is to see it in person, and I am happy to book you a private showing.
- Renovated / rebuilt: recent work can mean fewer upfront costs, worth confirming the scope, quality, and that permits were pulled.
- Upscale kitchen: a genuine value driver, verify the appliances, stone, and finishes in person.
- Tall ceilings: they transform how a home feels, worth confirming the actual heights room to room.
- Open-concept layout: modern, sought-after flow.
- Value driver
- Worth verifying
- Lifestyle
The closest active listings by size, beds, and price, so you can see what this home is up against.
The 5 closest of 8 active listings nearby.
See all comparable homesThis home lists 2% below the area average of $613/sqft.
3 days longer than the Oakville average (5 days).
View comparable listingsPrice per square foot vs the area average.
Neighbourhood & location
Westmount, Oakville, ON
Enter a workplace or destination and we’ll show the door-to-door time by car, transit and bike.
Getting around
WalkableA walkability read built from the amenities around this home: how close the nearest transit stop is, and how many grocery, dining, park, and pharmacy destinations fall within a 15-minute walk. It is a guide, not a guarantee. Places data from Google.
Many errands can be done on foot; a car still helps.
🚉 Nearest transit: Grand Oak Trail + Hemford Dr, about 51 m away
Within a 15-minute (1.5 km) walk.
How asking prices compare in the closest areas to this home. Longer bars mean a pricier market.
Typical asking price of active listings of the same type, per area (outliers removed). Oakville.
Get the full neighbourhood report (schools, parks, transit & safety) →
Affordability & Mortgage
Income needed assumes a ~32% GDS ratio; weekly is mortgage principal & interest only. Price ÷ income is the home price over the income needed. Fixed reference assumptions so listings compare on equal footing, not a lending decision.
Calculate and customize your mortgage and other expenses
Adjust the down payment, rate, and amortization, and add property tax, condo fees, and heating to see your true monthly cost.
Your numbers
Homes over $1.5M can't be insured, so 20% down or more is required.
Conventional (20%+ down). Best insured 5-year fixed 3.99% via Ratehub.ca (as of July 17, 2026); conventional rates run a little higher.
Mortgage amount $1,559,200 · 4.14% over 25 years
Total monthly cost
- Mortgage payment (monthly equivalent)
- $8,320
- Property tax
- $639
- Condo / maintenance fees
- $0
- Heating
- $0
- Estimated monthly cost
- $8,960
Add your own property tax, condo fees, and heating on the left for a sharper total.
One-time closing costs
- Ontario land transfer tax
- $35,455
- Estimated closing costs
- $35,455
Plus your down payment of $389,800. Legal fees, title insurance, and adjustments are extra and vary by deal.
Mortgage stress test
Lenders qualify you at the greater of your rate plus 2% or 5.25%. You do not pay this rate. It just shows you could still handle payments if rates rose, so aim to stay comfortable at this higher number.
Over the full 25 years
At the end of your 5-year term
- Total paid over the term
- $499,228
- Principal paid down
- $198,564
- Interest paid
- $300,664
- Balance remaining
- $1,360,636
Talk to Team Asgarian about your options
Rates and programs change often. We will connect you with a trusted mortgage professional and build a plan that fits your budget and goals.
Estimates only, not a mortgage quote or pre-approval. Figures use Canadian semi-annual compounding, current minimum down-payment rules, CMHC premium tiers, and Ontario (plus Toronto, when selected) land transfer tax. Actual rates, taxes, insurance, and closing costs vary by lender and property. Confirm every number with your mortgage professional.
Investor snapshot
Thinking of this home as an investment? We will pull real comparable rents and run the full numbers with you.
Talk about the numbersEstimates only. Rent is modelled on above-grade size and local norms, so a finished basement or second suite (a separate entrance often means one) can push real rent well above this. Taxes, fees, and vacancy vary by property, and cap rate is before financing. A starting point, not a final number, let us run the real ones with you.
Helpful resources
All information deemed reliable but not guaranteed. For personal, non-commercial use only. Listing courtesy of RE/MAX ABOUTOWNE REALTY CORP.. MLS®/PropTx.