For Sale: 155 Gloucester Avenue, Oakville, ON - REW
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$10,750,000
5 bd • 8 ba • 7355 sf • House
155 Gloucester Avenue
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$10,750,000
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155 Gloucester AvenueOakville, ON, L6J 3W3

Old Oakville
  • 5 Bed
  • 8 Bath
  • 7355 Sqft
  • House

About this home

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.
Listed by: Brad Miller, Century 21 Miller Real Estate Ltd.

Home facts and features

Price details
List Price
$10,750,000
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Gross Taxes for 2026
$46,602
Home facts
Bedrooms
5
Full Bathrooms
6
Partial Bathrooms
2
Parking Spaces
9
Parking Details
Attached Garage, Asphalt
Property Type
House
Lot Size
149 ft x 187 ft (28088 ft²)
Depth
187.5
Frontage
149.8
Year Built
Built in 2004 (22 yrs old)
Style
Two Story
Heating Type
Forced Air
Cooling
Central Air
Pool
In Ground, Salt Water
Basement Details
Walk-Up Access,Full,Finished
Features
Alarm System, Auto Garage Door Remote(s), Built-in Appliances, Built-in Barbecue, Family Room, Gas, Lake/pond, Landscape Lighting, Landscaped, Lawn Sprinkler System, Lighting, Living Room, Main Level, Other, Privacy, Wet Bar
Community
Agent details
Primary Agent
Primary Broker
Century 21 Miller Real Estate Ltd.
Secondary Agent
Secondary Broker
Non-MEM Brokerage
Listing details
Days on REW
11 Days
Property Views
16
MLS® Number
40833571
Source
Information Technology Systems Ontario
Board
Cornerstone Association of REALTORS®
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Property Insights

New Central Public School
  • Public
  • JK - 6
MacLachlan College
  • Private
  • Pre-K - 12
Dearcroft Montessori School
  • Private
  • PS - 8
St Mildred's-Lightbourn School
  • Private
  • PS - 12
Linbrook School
  • Private
  • JK - 8
St Vincent's Catholic School
  • Catholic
  • JK - 8
Oakwood Public School
  • Public
  • JK - 5
Toronto International Academy Oakville
  • Private
  • 9 - 12
E J James Public School
  • Public
  • 1 - 8
ÉÉC Sainte-Marie-Oakville
  • Catholic
  • JK - 8
School catchments and distances are intended to be used as reference only. To verify enrolment eligibility for a property, contact the school directly.Report Incorrect Info
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Call Agent
Brad Miller
Phone:
(905) 845-9180
Cell:
905-467-1369
Office:
905-845-9180
Fax:
905-845-7674
Non Mem
Office:
123-123-1234
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