442 Sherin Drive, Oakville, ON
West, Oakville · MLS® W13496464
About this home
Welcome to this exceptional custom-built home in the heart of South Oakville, where timeless design meets modern luxury. Offering 3,387 sq. ft. above grade (MPAC) and approximately 5,400 sq. ft. of beautifully finished living space, this residence was thoughtfully designed for comfortable family living and elegant entertaining.The sun-filled open-concept layout features dramatic floor-to-ceiling windows, 10-foot ceilings on the main floor, and premium finishes throughout. The gourmet kitchen is the centerpiece of the home, complete with custom white cabinetry, quartz countertops, high-end appliances, and a large centre island overlooking the spacious family and dining areas.This home offers 4+2 generously sized bedrooms, a private main-floor office, and 5 beautifully finished bathrooms, providing plenty of space for growing families. The professionally finished walk-up basement with 9-foot ceilings includes an oversized recreation room, wet bar, exercise area, and two additional bedrooms, making it ideal for entertaining or extended family living.Step outside to a professionally landscaped backyard featuring a covered cedar-ceiling patio, creating the perfect setting for relaxing or hosting family and friends.Situated in one of South Oakville's most desirable neighbourhoods, this home is within walking distance to parks, shopping, Appleby College, Queen Elizabeth Park Community and Cultural Centre, and is just minutes from the lake. It is also surrounded by some of the area's top-rated public, Catholic, and private schools.Proudly built by the owner for personal use-not as a speculative build-this home reflects exceptional craftsmanship, quality materials, and meticulous attention to detail throughout. This is a rare opportunity to own a truly remarkable custom home in one of Oakville's most sought-after communities.
Key facts
- Property type
- Detached, 2-Storey
- MLS®
- W13496464
- Bedrooms
- 6 (4 + 2)
- Bathrooms
- 5 (1 half)
- Size
- 3000-3500
- Lot
- 60 × 125 ft
- Cross streets
- Bridge Rd/Sherin Dr Third Line
- Parking
- 2 garage · 7 parking (attached)
- Basement
- Walk-Up
- Kitchens
- 2 (1 + 1)
- Heating
- Forced Air
- A/C
- Central Air
- Exterior
- Stone, Stucco (Plaster)
- Foundation
- Concrete
- Roof
- Asphalt Shingle
- Sewer
- Sewer
- Property tax
- $13,370 / 2025
- Days on market
- 21
- Listing brokerage
- HOME AND BUSINESS REALTY
Rooms
Carpet Free
hardwood floor · built-in speakers
hardwood floor · built-in speakers
hardwood floor · built-in speakers
hardwood floor · built-in speakers
Carpet Free
hardwood floor · built-in speakers
hardwood floor · built-in speakers · access to garage
Carpet Free
hardwood floor · built-in speakers
hardwood floor · built-in speakers
hardwood floor · built-in speakers
hardwood floor · built-in speakers
Listed at $3,300,000, this home is about 22% above what comparable homes suggest. The number above is my independent estimate of value, not the asking price.
Based on 5 similar homes nearby, adjusted for size, beds, and baths.Median of 5 comparable active listings, adjusted for size, beds, and baths. The city (MPAC) assessment points to about $3.25M, 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 $2.50M
- Adjusts to $2.50M
That comparable adjusts to $2.50M; the $2.70M estimate above is the median of all 5 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, this is a very walkable address with everyday errands close by. Bridge Rd + Sherin Dr is about a 2-minute walk away. Walkable, transit-friendly spots tend to hold value and widen your resale pool.
Total price vs nearby homes. Fair value about $2.70M, median of 5 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.
- 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 6 active listings nearby.
See all comparable homesThis home lists 11% above the area average of $917/sqft.
16 days longer than the Oakville average (5 days).
View comparable listingsPrice per square foot vs the area average.
Neighbourhood & location
West, Oakville, ON
Enter a workplace or destination and we’ll show the door-to-door time by car, transit and bike.
Getting around
Very 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.
Most daily errands can be done on foot.
🚉 Nearest transit: Bridge Rd + Sherin Dr, about 167 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 $2,640,000 · 4.14% over 25 years
Total monthly cost
- Mortgage payment (monthly equivalent)
- $14,088
- Property tax
- $1,114
- Condo / maintenance fees
- $0
- Heating
- $0
- Estimated monthly cost
- $15,202
Add your own property tax, condo fees, and heating on the left for a sharper total.
One-time closing costs
- Ontario land transfer tax
- $68,975
- Estimated closing costs
- $68,975
Plus your down payment of $660,000. 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
- $845,281
- Principal paid down
- $336,205
- Interest paid
- $509,077
- Balance remaining
- $2,303,795
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 HOME AND BUSINESS REALTY. MLS®/PropTx.