317 GLOUCESTER AVENUE
Oakville-Milton · L6J3W8
$4,980,000
About this residence
Transitional Elegance in the Heart of Olde Oakville. A rare property on one of the community's most coveted streets. Experience refined living in this exceptional residence- set on a triple lot over 1/2 acres with an impressive 154.73 ft frontage, curated for those who value privacy, design and indoor-outdoor living at its finest. Beautifully reimagined in 2024, the main level showcases a sophisticated blend of transitional elegance and casual upscale comfort, perfect for both everyday living and effortless entertaining. A Main Floor Redesigned for Modern Luxury. Step inside to wide-plank oak hardwood floors, luxurious finishes, and stunning sightlines to the property's park-like grounds. The brand-new designer kitchen is a true showpiece, featuring: Main kitchen+ second "messy kitchen" for concealed prep, storage, and small appliances. Silk granite farmhouse sink with brushed gold gooseneck faucet and gold hardware accents throughout- Oversized picture window overlooking the gardens. Square island with integrated fridge/freezer drawers. Quartz countertops & full-height backsplash in both kitchens. Built-in wine/beverage station. Dedicated coffee bar. A walk-out from the dining room and a large picture window open to views of the serene screened-in sun porch ,creating a seamless flow for indoor-outdoor enjoyment. The magnificent great room features dramatic cathedral ceilings, a stone wood-burning fireplace (forced-air assist) with aged beam mantel, and wiring/rough-ins for a full theatre- quality sound system. A second walk-out continues to the sun porch- offering year-round enjoyment framed by nature. Flexible living spaces: Third floor loft/suite ideal for guests, teens, studio oroffice.4+1 bedrooms, 4 bathrooms, and over 5200 sq ft of total finished living space. Finished basement with heated floors in media room (or current gym). Dust-free heat system with individually controlled room zones. **Remarks continued in Attachments (id:61366)
Property details
- Property type
- Single Family
- Style
- House
- Ownership
- Freehold
- Bedrooms
- 5 (4 above, 1 below)
- Bathrooms
- 4
- Storeys
- 2
- Living area
- 3,500–5,000 sq ft
- Lot size
- 154.7 x 151.3 FT
- Frontage
- 154.8 feet
- Parking
- 12 spaces
- Fireplace
- 1
- Annual tax
- $24,430
- MLS®
- W13160262
- Board
- Oakville-Milton
- Status
- Active
- Listed
- May 22, 2026
- Updated
- Jul 8, 2026
Room dimensions
| Room | Level | Dimensions |
|---|---|---|
| Great room | Other | 7.21 × 6.08 m |
| Recreational, Games room | Basement | 8.05 × 3.2 m |
| Bedroom 4 | Basement | 3.96 × 3.66 m |
| Dining room | Main level | 6.22 × 4.22 m |
| Kitchen | Main level | 9.07 × 4.27 m |
| Laundry room | Main level | 3.38 × 2.54 m |
| Other | Main level | 4.7 × 3.63 m |
| Primary Bedroom | Second level | 8.48 × 3.45 m |
| Bedroom 2 | Second level | 3.35 × 3.33 m |
| Bedroom 3 | Second level | 4.04 × 3.4 m |
| Loft | Third level | 4.44 × 4.04 m |
| Media | Basement | 6.1 × 3.53 m |
Features & finishes
Appliances
- Garage door opener remote(s)
Heating
- Other
- Wood
Cooling
- Central air conditioning
Basement
- Finished
Exterior
- Stucco
Parking
- Attached Garage
- Garage
Sewer & Utilities
- Sanitary sewer
Community
- Community Centre
Financing
Estimated monthly payment
$23,290/mo
Loan amount
$3,984,000
Down payment
$996,000
Estimate only. Rates and terms vary by lender and qualification.
Powered by Lenderoo.caLocation & area
Oakville-Milton
Nearby
About the area
Census · L6J- 24,420
- Population
- 46
- Median age
- $158,000
- Median income
- $1,740,000
- Median home value
- 84%
- Home ownership
- 27 min
- Avg. commute
Age distribution
Tenure
Neighbourhood statistics for the property’s forward sortation area. Figures are census-derived estimates.
Powered by Neighbourly.ioFrequently asked questions
What is the asking price for 317 GLOUCESTER AVENUE?
317 GLOUCESTER AVENUE is listed for $4,980,000, in Oakville-Milton.
How many bedrooms and bathrooms does 317 GLOUCESTER AVENUE have?
It offers 5 bedrooms and 4 bathrooms.
What type of home is 317 GLOUCESTER AVENUE?
317 GLOUCESTER AVENUE is a Single Family, House set over 2 storeys.
How large is 317 GLOUCESTER AVENUE?
The home offers approximately 3,500–5,000 sq ft of living space on a lot measuring 154.7 x 151.3 FT.
What would the monthly mortgage payment be?
With a 20% down payment at a 5.0% interest rate over a 25-year amortization, the estimated monthly payment is about $23,290. Use the mortgage calculator above to model your own scenario.
What are the annual property taxes?
Property taxes are approximately $24,430 per year.
Is there parking?
Yes — 317 GLOUCESTER AVENUE includes 12 parking spaces.
What is the Oakville-Milton area like?
Oakville-Milton has a population of about 24,420, a median age of 46, a 84% home-ownership rate, with an average commute of about 27 minutes.
What is the average home value in Oakville-Milton?
The median dwelling value in this area is approximately $1,740,000, based on census data via Neighbourly.
What is the median household income in Oakville-Milton?
The median household income in this area is approximately $158,000.
Similar residences
Comparable House near Oakville-Milton at a similar price.

$4,980,000
Single Family88 OLD COLONY ROAD
St.Andrew-Windfields, GREATER TORONTO AREA

$4,990,000
Single Family54 PLYMBRIDGE ROAD
Bridle Path-Sunnybrook-York Mills, GREATER TORONTO AREA

$4,990,000
Single Family7 LEGACY COURT
St.Andrew-Windfields, GREATER TORONTO AREA
Private viewings
Arrange a private viewing of 317 GLOUCESTER AVENUE.
Our advisors offer discreet, personal guidance from first viewing through to closing. We’d be delighted to assist.

