44 Head Street, Oakville, ON L6K 1L5, Oakville, ON, L6K 1L5
MLS: W13044812 | Detached
$2,299,000

Property Description
Welcome to 44 Head St - an exceptional home in the heart of Oakville- steps from Kerr Village & downtown. Enjoy walkable access to local shops, dining & the lakefront-the perfect blend of convenience & tranquility. Offering almost 2200 sq ft plus fully finished basement ( 1015 sq ft),this remarkable residence offers timeless charm & modern functionality. Set behind pretty gardens, the Dark Slate wood siding & crisp white trim frame an inviting front porch-perfect for morning coffee or evening wine. Inside, 9' ceilings, hardwood floors, crown moulding & high baseboards create a refined, elevated feel. The entertainer's kitchen showcases granite countertops, a large island, professional-grade appliances & generous storage, seamlessly flowing into the bright, open-concept living & dining areas. A cozy gas fireplace with custom millwork adds warmth, while French doors lead to the beautifully landscaped rear garden-perfect for relaxing or hosting outdoors. A versatile room on the main floor can serve as your personal office or den; it could also be transformed into a separate dining room if desired. Upstairs are 3 spacious bedrooms, each with ensuites with heated floors & walk-in closets . The lower level (9' ceilings) includes a spacious family room plus 4thbedroom, 3pc bath & large laundry room. Storage is no issue in this home with the many custom built-in closets & cabinets. A detached garage with EV charger features a rare basement for even more storage! Plus there is parking for 6 cars on the extra long driveway. A fully fenced private rear yard, & unbeatable walkability to parks, shops, cafes & the waterfront make this turnkey property a rare offering. Meticulously maintained by the current owners, recent updates include powder room renovation (2024), driveway resurfaced (2024), exterior newly stained(2024) & insulation upgraded to R60 (2025). Ideal for empty nesters, downsizers & families. Don't miss this opportunity to experience Oakville's historic charm.
Quick Facts
- Property Type: Detached
- Style: 2-Storey
- Bedrooms: 4 (3 above, 1 below)
- Bathrooms: 5
- Fireplaces: 1
- Parking: 7.0 spaces
- Lot Size: 0.1000 acres (0.04 ha)
Costs
- Annual Taxes: $9,999.00 (2025)
Listing Provided by: RE/MAX ABOUTOWNE REALTY CORP.
Board: Toronto Regional Real Estate Board
Data provided via CREA DDF®.
Detailed Features
Interior & Systems
- Cooling: Central Air
- Basement: Full, Finished
- Fireplace Features: Natural Gas
Exterior & Construction
- Style: 2-Storey
- Exterior: Porch, Patio
- Roof: Asphalt Shingle
- Construction: Wood
- Foundation: Poured Concrete
- Sewer: Sewer
Lot & Land
- Lot Size: 0.1000 acres (0.04 ha)
- Pool: None
- Zoning: RL8 sp:129
Community & Neighbourhood
- Neighbourhood: 1002 - CO Central
Listing Information
Listing History
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44 Head Street, Oakville, ON L6K 1L5, Oakville, ON, L6K 1L5


