244 Colchester Drive, Oakville, ON L6J 5S5
Welcome to this bright and well-maintained home with 5-bedroom, 5-bathroom and over 4,600sf living space on a 100x151.76ft premium lot in Oakville's prestigious Eastlake community. Set on a quiet, tree-lined street surrounded by mature trees, just steps to top-ranked schools (Oakville Trafalgar High School and Maple Grove Public School)The functional main floor features formal living and dining rooms, a private office, and an open-concept kitchen, spacious breakfast area and family room with a fireplace overlooking the backyard. Multiple windows and skylights fill the space with natural light, while multiple walkouts lead to the covered porch, professionally landscaped backyard and inground pool. The kitchen features a large centre island and was refreshed in 2026 with new countertops, refrigerator, stove and range hood.Interior doors and door frames on the main and second floors were also replaced in 2026. A mudroom, laundry room and powder room complete the main level.The second floor offers a practical and well-designed layout with five bright, generously sized bedrooms and three bathrooms, including a spacious primary suite with a private ensuite and walk-in closet. The thoughtful arrangement provides excellent comfort and functionality for family living.The finished walk-up basement with a separate entrance offers exceptional flexibility and is divided into two distinct living areas. One side features a spacious recreation room with a fireplace and wet bar, while the other includes a second kitchen, bedroom, three-piece bathroom, separate laundry and direct access to the backyard. With two kitchens, two laundry areas and a flexible layout, the home is ideal for a large or multigenerational family, with excellent potential for extended family or secondary living arrangements.Additional updates include the roof in 2018 and furnace in 2025. A rare opportunity combining space, functionality, location, a premium lot and outstanding future potential. Must to see!
Living Room
Crown Moulding, Hardwood Floor, California Shutters
5.26 x 4.05 m
Main
Dining Room
Hardwood Floor, French Doors, W/O To Deck
4.07 x 3.56 m
Main
Kitchen
Centre Island, Skylight
5.35 x 3.71 m
Main
Breakfast
Hardwood Floor, Pot Lights, W/O To Pool
6.6 x 3.6 m
Main
Family Room
Hardwood Floor, Fireplace, W/O To Porch
6 x 3.69 m
Main
Office
Hardwood Floor, California Shutters
3.03 x 2.81 m
Main
Primary Bedroom
5 Pc Ensuite, Overlooks Garden, Walk-In Closet(s)
5.7 x 5.01 m
Second
Bedroom 2
California Shutters, Hardwood Floor, Overlooks Garden
3.8 x 3 m
Second
Bedroom 3
California Shutters, Overlooks Garden, Hardwood Floor
4.1 x 3.4 m
Second
Bedroom 4
Closet, Hardwood Floor, Overlooks Garden
4.32 x 3.3 m
Second
Bedroom 5
Hardwood Floor, Closet, Overlooks Backyard
4.32 x 4.5 m
Second
Recreation
Gas Fireplace, Wet Bar, Walk-Up
5 x 7.4 m
Basement
Interior features
Carpet Free
Basement
Finished, Walk-Up, Full
Bathrooms
1 × 5-piece — Second, 1 × 4-piece — Second, 1 × 3-piece — Second, 1 × 2-piece — Main, 1 × 3-piece — Basement
Fireplace
Yes
Family room
Yes
Kitchens
2
Rooms (above / below grade)
11 above, 3 below
Architectural style
2-Storey
Construction materials
Aluminum Siding, Brick
Foundation
Concrete
Roof
Asphalt Shingle
Direction faces
West
Pool
Inground
Garage type
Attached
Garage spaces
3
Total parking spaces
9
Driveway parking
6
Lot size
100 x 150.41 ft
Lot size area
15134 SquareFeet
Cross street
Devon Road/Wedgewood
Directions
Devon Road/Wedgewood
Neighbourhood
1011 - MO Morrison
Heating
Forced Air — Gas
Cooling
Central Air
Water
Sewer
Sewer
List price
$3,250,000
Original list price
Annual taxes
$14,965
Tax year
2025
Assessment year
2025
Legal description
PCL 85-1, SEC M92 ; LT 85, PL M92 ; OAKVILLE
Inclusions
Exclusions
MLS #
W13658672
Status
Active
Transaction type
For Sale
Property type
Residential Freehold
Property sub type
Detached
Days on market
List date
Possession
Flexible
Occupancy
Vacant
Listing brokerage
BAY STREET GROUP INC.
$3,838,000
Median list price
40
Active listings
New in last 30 days
Median days on market
Estimated monthly payment
$15,580
Educational estimate only — actual payment depends on your lender, credit, and insurance requirements.
Sign in to see recent sold prices for homes like this one nearby.

$3,265,000
201 Trelawn Avenue, Oakville, ON L6J 4R3
THE AGENCY

$3,299,000
1168 Carey Road, Oakville, ON L6J 2E4
RE/MAX Escarpment Realty Inc., Brokerage

$3,399,000
1310 Duncan Road, Oakville, ON L6J 2P8
Re/Max Hallmark Realty Ltd.

$3,099,000
1485 Duncan Road, Oakville, ON L6J 2R5
Royal LePage Real Estate Services Ltd., Brokerage

$3,450,000
1179 Carey Road, Oakville, ON L6J 2E3
Royal LePage Real Estate Services Ltd., Brokerage

$3,490,000
452 Avon Crescent, Oakville, ON L6J 2T3
BAY STREET GROUP INC.