2371 Calloway Drive, Oakville, ON
Westmount, Oakville · MLS® W13154094
About this home
Welcome to this beautifully updated family home in Oakville's sought-after Westmount community, backing onto lush greenery & scenic trails for a private setting. Situated on a premium landscaped lot, this home offers over 4,260 sq. ft. of updated living space & was extensively renovated in 2023. Features hardwood flooring throughout the main living areas, upper hallway & all bdrms, crown moulding, California shutters & modern neutral finishes T/O. Functional layout with main floor office, combined living/dining area & sun-filled family room with coffered ceilings & gas fireplace open to the chef-inspired kitchen. Bright open-concept kitchen & breakfast area featuring oversized centre island with breakfast bar seating, quartz counters with waterfall edge detail, quartz backsplash, extended white cabinetry with glass display accents, walk-in pantry, stainless steel appliances, undermount sink, upgraded lighting, pot lights & large-format porcelain tile flooring. Spacious breakfast area with walk-out to the fully fenced backyard featuring a large deck overlooking greenspace. Wood staircase with upgraded spindles leads to the upper level offering 4 spacious bdrms including a luxurious primary retreat with 2 walk-in closets & spa-like ensuite with double sinks, glass shower, soaker tub & water closet. Bdrms 2 & 3 share semi-ensuite access to a 4-pc bath. Additional 4-pc bath & upper-level laundry with built-in cabinetry, counter space & utility sink. Fully finished lower level with pot lights, laminate flooring, large rec room, 5th bdrm & full bath. Additional features include central vac, roof replaced in 2018, double car garage with inside entry & double driveway parking. Close to top-rated schools, parks, trails, shopping, transit, Oakville Trafalgar Hospital & major highways.
Key facts
- Property type
- Detached, 2-Storey
- MLS®
- W13154094
- Bedrooms
- 5 (4 + 1)
- Bathrooms
- 5 (1 half)
- Size
- 3000-3500
- Lot
- 39.7 × 83.66 ft
- Cross streets
- Bronte Rd/West Oak Trails
- Parking
- 2 garage · 4 parking (attached)
- Driveway
- Private Double
- Basement
- Finished, Full
- Heating
- Forced Air
- A/C
- Central Air
- Exterior
- Stone, Stucco (Plaster)
- Foundation
- Poured Concrete
- Roof
- Asphalt Shingle
- Sewer
- Sewer
- Property tax
- $8,488 / 2025
- Days on market
- 58
- Listing brokerage
- CENTURY 21 MILLER REAL ESTATE LTD.
Rooms
Listed at $1,969,000, this home is about 5% 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 ($606/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 $1.85M, a close match.
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. Pine Glen Rd. + Grand Oak Trail is about a 3-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.
- Primary suite: a key comfort and resale feature.
- Open-concept layout: modern, sought-after flow.
- Hardwood floors: quality hardwood is durable and broadly desirable.
- Transit / schools nearby: convenience and resale support, verify the exact distances and school catchment.
- Value driver
- 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 1% below the area average of $612/sqft.
52 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: Pine Glen Rd. + Grand Oak Trail, about 268 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 $1,575,200 · 4.14% over 25 years
Total monthly cost
- Mortgage payment (monthly equivalent)
- $8,406
- Property tax
- $707
- Condo / maintenance fees
- $0
- Heating
- $0
- Estimated monthly cost
- $9,113
Add your own property tax, condo fees, and heating on the left for a sharper total.
One-time closing costs
- Ontario land transfer tax
- $35,855
- Estimated closing costs
- $35,855
Plus your down payment of $393,800. 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
- $504,351
- Principal paid down
- $200,602
- Interest paid
- $303,749
- Balance remaining
- $1,374,598
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 CENTURY 21 MILLER REAL ESTATE LTD.. MLS®/PropTx.