2275 Whitecliffe Way, Oakville, ON
Westmount, Oakville · MLS® W13480758
About this home
Welcome to your own private summer retreat in prestigious Westmount! Freshly painted, this exceptional premium pie-shaped ravine property sits on an impressive 183.9 FT deep lot with 131.78 FT across the rear, offering unmatched privacy and outdoor living. Discover the true showstopper, a resort-inspired backyard oasis complete with a custom 9ft deep saltwater pool, tranquil waterfall, lush landscaping and expansive green space for children and pets to enjoy. Whether hosting summer gatherings or relaxing in your own private sanctuary, this outdoor setting is truly exceptional. Designed for both family comfort and elegant entertaining, this beautifully maintained home offers over 4,000 sq ft of finished living space, featuring 4 spacious bedrooms upstairs, each with access to their own ensuite ensuite bathroom. The thoughtfully designed 9ft main floor includes a dedicated home office, soaring cathedral ceilings in the family room, a convenient mudroom/laundry room with direct garage access and hardwood flooring throughout the main and upper level. The finished basement extends your living space with a full kitchen, 3-piece bathroom and in-law suite potential-ideal for multi-generational living, guests, or recreation. Additional features include an in-ground sprinkler system, security system, insulated garage doors with automatic garage door openers. Ideally located in one of Oakville's most sought-after neighbourhoods, within walking distance to highly rated Captain R. Wilson, Garth Webb, and St. Joan of Arc schools, just minutes from Oakville Trafalgar Memorial Hospital, parks, shopping, major highways (407 & QEW) and all essential amenities. Recent Updates: Roof (2018), Main Floor Appliances (within 5 years), Pool Safety Cover (2024), Pool Salt Cell (2025), Pool Transformer (2026). Freshly updated, professionally presented, and move-in ready-this is Westmount living at its finest.
Key facts
- Property type
- Detached, 2-Storey
- MLS®
- W13480758
- Bedrooms
- 5 (4 + 1)
- Bathrooms
- 5 (1 half)
- Size
- 3000-3500
- Lot
- 32.12 × 110.99 ft
- Cross streets
- Westoak Trails and Postmaster
- Parking
- 2 garage · 4 parking (attached)
- Basement
- Finished, Full
- Kitchens
- 2 (1 + 1)
- Heating
- Forced Air
- A/C
- Central Air
- Exterior
- Brick
- Foundation
- Concrete
- Roof
- Asphalt Shingle
- Sewer
- Sewer
- Pool
- Inground, Salt
- Property tax
- $10,074 / 2025
- Days on market
- 24
- Listing brokerage
- RIGHT AT HOME REALTY
Rooms
hardwood floor · casement windows · closet
hardwood floor · casement windows
Window
casement windows · closet · access to garage
hardwood floor · casement windows · cathedral ceiling(s)
3 pc ensuite · ceramic floor · casement windows
3 Pc Bath
casement windows · hardwood floor
finished · combined w/kitchen · eat-in kitchen
combined w/dining · hardwood floor · casement windows
b/i dishwasher · ceramic backsplash · ceramic floor
cathedral ceiling(s) · carpet free · casement windows
Combined w/Great Rm
hardwood floor · casement windows · closet
3 pc ensuite · ceramic floor
casement windows · ceramic floor · 2 pc bath
Unfinished
6 pc ensuite · soaking tub · bidet
Dry Bar
eat-in kitchen · ceramic floor
Listed at $2,029,000, this home is about 8% 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 ($624/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 $2.24M, a bit higher.
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. Westoak Trails Blvd. + Stratus Dr. (Garth Webb Secondary School) is about a 4-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.
- Finished basement: added living space, worth checking ceiling height and that the work was permitted.
- Ravine lot: privacy and premium value, but confirm the buildable area and any conservation limits.
- Pool: lifestyle appeal, but adds maintenance, insurance, and resale is mixed.
- Tall ceilings: they transform how a home feels, worth confirming the actual heights room to room.
- Premium lot / gardens: lot size and privacy hold value and cannot be changed, verify frontage, depth, and any easements.
- Value driver
- Worth verifying
- Weigh carefully
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% above the area average of $612/sqft.
18 days longer than the Oakville average (6 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: Westoak Trails Blvd. + Stratus Dr. (Garth Webb Secondary School), about 349 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 18, 2026); conventional rates run a little higher.
Mortgage amount $1,623,200 · 4.14% over 25 years
Total monthly cost
- Mortgage payment (monthly equivalent)
- $8,662
- Property tax
- $840
- Condo / maintenance fees
- $0
- Heating
- $0
- Estimated monthly cost
- $9,501
Add your own property tax, condo fees, and heating on the left for a sharper total.
One-time closing costs
- Ontario land transfer tax
- $37,200
- Estimated closing costs
- $37,200
Plus your down payment of $405,800. 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
- $519,720
- Principal paid down
- $206,715
- Interest paid
- $313,005
- Balance remaining
- $1,416,485
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 RIGHT AT HOME REALTY. MLS®/PropTx.