$10,750,000
FOR SALE

Detached 2-Storey

Bedrooms: 5Bathrooms: 8Lot: 149.89 x 187.5 ft
2026 Taxes: $46,602

155 Gloucester Ave
Oakville, ON L6J 3W3 | 1013 - OO Old Oakville | Halton

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.
Extras
Auto Garage Door Remote, Built-In Oven, Separate Heating Controls
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Listed By CENTURY 21 MILLER REAL ESTATE LTD.
Data Provided By Toronto Regional Real Estate Board
MLS® Listing Number W13176888
Last Updated May 26, 2026
Property Summary
Property Type Detached

More like this:
PIN 248100007
Legal Description PT LT 11, CON 3 TRAFALGAR, SOUTH OF DUNDAS STREET , AS IN 57162 ; NOW KNOWN AS ; LT 6, PL 1009 ; OAKVILLE
Possession Date TBD
Taxes (2026) $46,602
Directions/Cross Streets Lakeshore Road E/Gloucester Ave
Neighbourhood 1013 - OO Old Oakville
Area Halton
Price History

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Detailed Information
Fronting On East
Special Designations Unknown
Bedrooms 5
Bathrooms 8
Lot 149.89 x 187.5 ft
Exterior Stone
Air Conditioning Central Air
Family Room Y
Fireplace/Stove Y
Pool Inground, Salt
Basement Full, Walk-Up, Finished
Garage Type Attached
Garage/Park Spaces Y
Parking Spaces 6
Heat Source Gas
Heat Type Forced Air
Sewers Sewer

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