45 Head Street

45 Head Street
45 Head Street
45 Head Street
+38
3+1
 bed
4
 bath
6
 parking
2000 - 2500
 sqft
Detached
$2,298,000
For Sale
3 hours
 on site
$2,298,000
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Size
-
Lot size
4122 sqft
Street frontage
-
Possession
Flexible
Price per sqft
$919 - $1,149
Taxes
$9,990.55 (2025)
Parking Type
-
Style
2-Storey
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Description
Nestled in the heart of downtown Oakville, this exceptional custom-built Cochren home offers an enviable lifestyle just steps from boutiques, fine dining, the marina, cafés, and performing arts venues. With every amenity within walking distance, it perfectly captures the charm and sophistication of downtown Oakville living. Built in 2006 with meticulous attention to detail, the residence showcases timeless finishes and refined craftsmanship throughout. Its exterior reflects the classic architectural character of the neighbourhood, blending seamlessly with its historic surroundings. A covered front porch welcomes you into a warm interior featuring rich hardwood floors and a thoughtful layout. The semi open-concept dining room is ideal for both intimate dinners and elegant entertaining. At the heart of the home, the gourmet kitchen flows into the family room with a cozy fireplace and custom built-ins. Cambria countertops, a centre island with seating for four, premium appliances, and a walk-in pantry combine beauty and function. French doors open to a private rear patio, perfect for summer evenings. A side entrance provides access to the driveway, ample parking, and a garage with extra storage. Upstairs offers three spacious bedrooms and two bathrooms, including a serene principal suite with a walk-in closet and spa-inspired ensuite. The finished lower level adds a fourth bedroom, full bath, and versatile recreation space-ideal for guests, extended family, or a home office.
Broker: CENTURY 21 MILLER REAL ESTATE LTD.
MLS®#: W12806280
Property details
Parking:
6
Parking type:
-
Property type:
Detached
Heating type:
Forced Air
Style:
2-Storey
MLS Size:
2000-2500 sqft
Lot front:
39 Ft
Lot depth:
104 Ft
Listed on:
Feb 20, 2026
Show all details
Rooms
LevelNameSizeFeatures
Basement
Bedroom
14.0 x 11.4 ft
Main
Family Room
20.6 x 13.8 ft
Basement
Utility Room
11.4 x 7.9 ft
Show all
Instant estimate:
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$31,219
lower than listed price
i
High
$2,377,458
Mid
$2,266,781
Low
$2,166,906
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About 45 Head Street

45 Head Street is an Oakville detached house for sale. It has been listed at $2298000 since February 2026. This 2000-2500 sqft detached house has 3+1 beds and 4 bathrooms. 45 Head Street, Oakville is situated in Old Oakville, with nearby neighbourhoods in Bronte East, College Park, Glen Abbey and Iroquois Ridge South.

Some good places to grab a bite are Moonshine Cafe, Maro's or Agabi Restaurant. Venture a little further for a meal at one of Old Oakville neighbourhood's restaurants. If you love coffee, you're not too far from Tim Hortons located at 49 Lakeshore Rd W. For those that love cooking, Sweetest Thing is a 3-minute walk.

For those residents of 45 Head St, Oakville without a car, you can get around rather easily. The closest transit stop is a Bus Stop (Chisholm St / Head St) and is only steps away connecting you to Oakville's public transit service. It also has route Lakeshore West, and route Lakeshore West nearby.