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Property at 44 HEAD Street image 1
Property at 44 HEAD Street image 2
Property at 44 HEAD Street image 3
Property at 44 HEAD Street image 4
Property at 44 HEAD Street image 5
50

$2,599,000

44 HEAD Street
Oakville, Ontario, Ontario, L6K1L5

MLS® Number: 40743508
Listed 11 days ago
4 5

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 4th bedroom, 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, cafés & 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.

Building information

Type

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Basement Development

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Basement Type

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Constructed Date

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Construction Material

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Construction Style Attachment

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Cooling Type

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Exterior Finish

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Fireplace Present

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FireplaceTotal

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Foundation Type

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Half Bath Total

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Heating Fuel

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Heating Type

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Size Interior

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Utility Water

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Land information

Amenities

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Sewer

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Size Depth

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Rooms

Main level

Great room

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Dining room

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Kitchen

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2pc Bathroom

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Office

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Lower level

Recreation room

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Bedroom

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3pc Bathroom

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Laundry room

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Second level

Primary Bedroom

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4pc Bathroom

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Bedroom

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3pc Bathroom

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Bedroom

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4pc Bathroom

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Courtesy of RE/MAX Aboutowne Realty Corp.

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