155 Gloucester Avenue Oakville, Ontario L6J 3W3

5 Bedroom 8 Bathroom 11,719 sqft
2 Level Fireplace Inground Pool Central Air Conditioning Forced Air Lawn Sprinkler

$10,750,000

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. (id:36096)

Property Details

MLS® Number 40833571
Property Type Single Family
Amenities Near By Park, Schools
Community Features Community Centre
Features Wet Bar, Paved Driveway, Automatic Garage Door Opener
Parking Space Total 9
Pool Type Inground Pool
Structure Shed

Building

Bathroom Total 8
Bedrooms Above Ground 5
Bedrooms Total 5
Appliances Wet Bar
Architectural Style 2 Level
Basement Development Finished
Basement Type Full (finished)
Constructed Date 2004
Construction Material Wood Frame
Construction Style Attachment Detached
Cooling Type Central Air Conditioning
Exterior Finish Stone, Wood
Fire Protection Alarm System
Fireplace Present Yes
Fireplace Total 3
Fireplace Type Other - See Remarks
Foundation Type Poured Concrete
Half Bath Total 2
Heating Type Forced Air
Stories Total 2
Size Interior 11,719 Sqft
Type House
Utility Water Municipal Water

Parking

Attached Garage

Land

Access Type Highway Nearby
Acreage No
Land Amenities Park, Schools
Landscape Features Lawn Sprinkler
Sewer Municipal Sewage System
Size Depth 188 Ft
Size Frontage 150 Ft
Size Irregular 0.642
Size Total 0.642 Ac|1/2 - 1.99 Acres
Size Total Text 0.642 Ac|1/2 - 1.99 Acres
Zoning Description Rl1-0

Rooms

Level Type Dimensions
Second Level 3pc Bathroom Measurements not available
Second Level Bedroom 13'5'' x 11'10''
Second Level 3pc Bathroom Measurements not available
Second Level Bedroom 13'0'' x 12'0''
Second Level 3pc Bathroom Measurements not available
Second Level Bedroom 16'11'' x 14'11''
Second Level 3pc Bathroom Measurements not available
Second Level Bedroom 17'10'' x 15'0''
Second Level Sitting Room 15'0'' x 14'11''
Second Level Full Bathroom Measurements not available
Second Level Primary Bedroom 18'3'' x 17'8''
Basement Cold Room 9'9'' x 9'1''
Basement Wine Cellar 9'11'' x 7'0''
Basement Utility Room 17'7'' x 6'9''
Basement Utility Room 30'2'' x 16'6''
Basement Other 14'11'' x 14'6''
Basement Other 11'3'' x 11'0''
Basement 3pc Bathroom Measurements not available
Basement Gym 54'0'' x 10'3''
Basement Other 14'0'' x 8'1''
Basement Games Room 21'6'' x 19'1''
Basement Recreation Room 27'1'' x 25'2''
Main Level 2pc Bathroom Measurements not available
Main Level 2pc Bathroom Measurements not available
Main Level Laundry Room 11'11'' x 10'11''
Main Level Office 13'4'' x 12'3''
Main Level Den 15'0'' x 14'11''
Main Level Family Room 25'11'' x 20'8''
Main Level Dining Room 17'10'' x 15'0''
Main Level Living Room 19'2'' x 14'11''
Main Level Breakfast 12'0'' x 12'0''
Main Level Kitchen 23'9'' x 19'7''
Main Level Foyer 15'0'' x 10'1''

https://www.realtor.ca/real-estate/29807941/155-gloucester-avenue-oakville

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