155 Gloucester Avenue, Oakville, ON L6J 3W3, Oakville, ON
Bed 5
Bath 8
Set on one of the most coveted streets in Old Oakville, this extraordinary residence offers a rare combination of landmark architecture, timeless design, and resort-inspired living on an irreplaceable 0.6-acre property. Originally designed by renowned architect Bill Hicks and built by Legend Homes, the home underwent an extensive renovation in 2021, resulting in nearly 12,000 square feet of impeccably finished living space that blends classic elegance with modern luxury. Surrounded by mature trees and lush landscaping, the home makes an unforgettable first impression with its sweeping drive, triple car garage, and striking architectural presence. Inside, beautifully scaled principal rooms, soaring ceilings, expansive windows, and refined finishes create an atmosphere equally suited for grand entertaining and everyday family living. The chef's kitchen features custom Downsview cabinetry, extensive stone surfaces, and professional-grade appliances, seamlessly connecting to the surrounding family and entertaining spaces. A dramatic extra-wide staircase leads to the second level, where each bedroom is designed as a private suite with semi-vaulted ceilings and luxurious ensuites. The primary retreat is exceptional in scale, offering a private sitting room with balcony access, a boutique-inspired dressing room with extensive custom cabinetry, and a spa-like ensuite designed for complete relaxation. The lower level is thoughtfully designed with an oversized fitness studio, temperature-controlled wine cellar, sophisticated wet bar, expansive recreation spaces, and a walk-up to the backyard. Outdoors, the resort-like setting was refreshed in 2025 and features a gunite pool, winter-operational hot tub, extensive natural stone patios, and a fully equipped outdoor kitchen beneath the mature tree canopy. Located just moments from the lake, downtown Oakville, top-ranked schools, and parks. This home represents one of the finest luxury offerings to come to market in Old Oakville.
Property Highlights
For Sale
MLS NO.
W13176888
Type
Residential Freehold
Sub Type
Detached
Bedrooms
5
Bathrooms
8
Parking
9.0
Garage
Yes
Complete Property Details
Property Type
Residential Freehold
Sub Type
Detached
Transaction Type
For Sale
Status
Cancelled
Contract Status
Unavailable
MLS® Number
W13176888
Living Area Range
5000 +
Total Bedrooms
5
Bedrooms Above Grade
5
Total Bathrooms
8
Total Kitchens
1
Kitchens Above Grade
1
Rooms Above Grade
16
Rooms Below Grade
10
Interior Features
Auto Garage Door Remote, Built-In Oven, Separate Heating Controls
Fireplace
Yes
Fireplace Features
Family Room, Living Room, Natural Gas
Central Vacuum Yn
No
Security Features
Alarm System
Construction
Stone, Wood
Roof
Asphalt Shingle
Lot Width
149.89
Lot Size
0.642
Lot Size Units
Acres
Parking Features
Private Triple
Parking Total
9.0
Covered Spaces
3.0
Garage Type
Attached
Garage
Yes
Pool
Inground, Salt
Direction Facing
East
Cooling
Central Air
Heat Source
Gas
Heat Type
Forced Air
Internet Address Display Yn
Yes
Internet Entire Listing Display Yn
Yes
Full Address
155 Gloucester Avenue, Oakville, ON L6J 3W3
City
Oakville
Neighbourhood
1013 - OO Old Oakville
County / Region
Halton
Province / State
ON
Postal Code
L6J 3W3
Cross Street
Lakeshore Road E/Gloucester Ave
Directions
Lakeshore Road E/Gloucester Ave
Country
CA
List Price
$10,750,000
Annual Taxes
$46,602
Tax Year
2026
Legal Description
PT LT 11, CON 3 TRAFALGAR, SOUTH OF DUNDAS STREET , AS IN 57162 ; NOW KNOWN AS ; LT 6, PL 1009 ; OAKVILLE
Possession Type
Flexible
Possession Details
TBD
Listing Office
CENTURY 21 MILLER REAL ESTATE LTD.
Board
Toronto Regional Real Estate Board
Original Entry
2026-05-26T19:30:55Z
Media Updated
2026-05-27T19:57:55Z
Photos Updated
2026-05-27T15:12:43Z
Last Modified
2026-06-22T13:05:51Z
System Modified
2026-06-22T13:06:06.193742Z
MLS Status
Terminated
Architectural Style
2-Storey
Basement
Full, Walk-Up, Finished
Co List Office Name
CENTURY 21 MILLER REAL ESTATE LTD.
Ddfyn
Yes
Expiration Date
2026-09-30
Foundation Details
Poured Concrete
Heat Source Multi
Gas
Heat Type Multi
Forced Air
Hstapplication
Not Subject to HST
Link Yn
No
Occupant Type
Owner
Originating System Id
A00001796
Parcel Number
248100007
Parking Spaces
6
Property Features
Lake/Pond, Library, Marina, Park, Rec./Commun.Centre, School
Public Remarks
Set on one of the most coveted streets in Old Oakville, this extraordinary residence offers a rare combination of landmark architecture, timeless design, and resort-inspired living on an irreplaceable 0.6-acre property. Originally designed by renowned architect Bill Hicks and built by Legend Homes, the home underwent an extensive renovation in 2021, resulting in nearly 12,000 square feet of impeccably finished living space that blends classic elegance with modern luxury. Surrounded by mature trees and lush landscaping, the home makes an unforgettable first impression with its sweeping drive, triple car garage, and striking architectural presence. Inside, beautifully scaled principal rooms, soaring ceilings, expansive windows, and refined finishes create an atmosphere equally suited for grand entertaining and everyday family living. The chef's kitchen features custom Downsview cabinetry, extensive stone surfaces, and professional-grade appliances, seamlessly connecting to the surrounding family and entertaining spaces. A dramatic extra-wide staircase leads to the second level, where each bedroom is designed as a private suite with semi-vaulted ceilings and luxurious ensuites. The primary retreat is exceptional in scale, offering a private sitting room with balcony access, a boutique-inspired dressing room with extensive custom cabinetry, and a spa-like ensuite designed for complete relaxation. The lower level is thoughtfully designed with an oversized fitness studio, temperature-controlled wine cellar, sophisticated wet bar, expansive recreation spaces, and a walk-up to the backyard. Outdoors, the resort-like setting was refreshed in 2025 and features a gunite pool, winter-operational hot tub, extensive natural stone patios, and a fully equipped outdoor kitchen beneath the mature tree canopy. Located just moments from the lake, downtown Oakville, top-ranked schools, and parks. This home represents one of the finest luxury offerings to come to market in Old Oakville.
