155 Gloucester Avenue, Oakville, ON

$10,750,000
MLS#:W13176888
5 beds
8 baths
5000 + sqft
9.0 parking
Residential Freehold
Loading property media...

Description

Property Highlights

Welcome to this remarkable ["2-Storey"] detached located in the coveted neighborhood of 1013 - OO Old Oakville. Expertly crafted featuring premium stone and wood construction, this residence presents an exceptional opportunity offered at $10,750,000 to acquire a beautiful home in a highly sought-after setting. Designed for both comfortable daily living and elegant entertaining, the layout maximizes natural light, functional flow, and lifestyle utility.

  • 5 Bedrooms and 8 Bathrooms
  • Generous living space spanning 5000 + sqft on a premium 149.89 x 187.5 ft lot
  • Features a ["full", "walk-up", "finished"] basement, adding superb versatility for recreation, a home gym, or extra storage
  • 9.0 total parking spaces available with a convenient attached configuration
  • Notable attributes: Auto Garage Door Remote, Built-In Oven, Separate Heating Controls
  • equipped with ["central air"] central cooling and highly efficient forced air heating via gas

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.

Schedule a Tour

Contact us to schedule a private viewing of this property.

Contact Agent

Generate CMA Report

Key Features

Bedrooms
5
Bathrooms
8
Kitchens
1
Living Area
5000 + sqft
Property Type
Residential Freehold

Additional Details

StatusActive
Listed Date5/26/2026
Transaction TypeFor Sale

Property Details

Property Sub-TypeDetached
ConstructionStone, Wood
Lot Size149.89 × 187.5 Feet
CountyHalton
Annual Tax$46,602
Legal DescriptionPT LT 11, CON 3 TRAFALGAR, SOUTH OF DUNDAS STREET , AS IN 57162 ; NOW KNOWN AS ; LT 6, PL 1009 ; OAKVILLE

Parking & Garage

Parking Spaces9.0
Garage Spaces6
Garage TypeAttached

Heating & Cooling

Heat SourceGas
Heat TypeForced Air
Cooling["Central Air"]

Features

Property Features

Lake/Pond, Library, Marina, Park, Rec./Commun.Centre, School

Community Features

Location

Initializing map...
155 Gloucester Avenue, Oakville, ON

City & Neighborhood Guide

Comprehensive neighborhood overview, demographics, and school rankings for 1013 Oo Old Oakville, Oakville.

Verified Local Data
Population6,202,225
Median Age41.2 Yrs
Ownership82% Owners
Avg Area List Price$850,000

People & Families

Age Distribution

Household Composition

One-person households
25%
Families with children
50%
Couples without children
24%
Other households
0%

Top Ethnic Origins

English22%
Canadian16%
Scottish16%
Irish15%

Local Schools Guide

Elementary Schools

Sunningdale
PublicOakville, Ontario, L6H 1T4
8.8
Abbey Lane
Public1160 Old Abbey Lane, Oakville, Ontario, L6M 1S4
7.5
Forest Trail
PublicForest Trail Place, Oakville, Ontario, L6M 2G3
10.0
Montclair
Public1285 Montclair Drive, Oakville, Ontario, L6H 1Z3
4.4
du Chêne
Public150 Ridge Drive, Oakville, Ontario, L6H 1B8
9.4

Secondary Schools

White Oaks
PublicOnslow Court, Oakville, Ontario, L6H 1H9
8.8
Gaétan Gervais
Public1075 McCraney Street East, Oakville, Ontario, L6H 1H9
9.3
St. Ignatius of Loyola
Catholic1550 Nottinghill Gate, Oakville, Ontario, L6M 1X7
8.1

Homes & Housing

Structural Home Types

Tenure (Ownership vs Rental)

Owner-Occupied82%
Rented18%

Need more details or a custom CMA?

Generate a full market evaluation or explore city guides using the sidebar links.

Loading local market trends...

Property History

No historical data available for this property.

This could be the first listing for this address.

Pricing & Value Insights

Data-driven valuation for 155 Gloucester Avenue, Oakville, ON L6J 3W3

Estimated Sales Range
$1.2M - $1.4M

Based on 0 recent similar sales in the pocket.

Market Speed
Loading stats...

Properties in this area are selling at a steady pace.

Market Trend
Calculating trend...
Financial Audit

Estimated Costs

Loan Amount$8,600,000
Monthly Mortgage$49,969
Property Tax (Est.)$3,884
Utilities & Maint.$350
Total Monthly Cost$54,203

Nearby School Rankings

No schools found within 3 km of this property.

Within 2km radiusFraser Institute Ratings

Nearby Listings

Distance:

No current listings found in Oakville.

Notice: Market Insights are generated by analyzing real-time data and should be used for informational purposes only. Consult with a licensed professional for exact valuations.

Disclaimer: AI Insights are generated by an automated system and should be used for informational purposes only. While we strive for accuracy using current market data and deep-learning models, these assessments do not constitute professional real estate, legal, or financial advice. All property values, predictions, and scores are estimates. We strongly recommend verifying all property details and conducting independent due diligence with a licensed professional before making any purchase decisions.