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    44 Head Street, Oakville, ON L6K 1L5

    44 Head Street, Oakville, ON L6K 1L5
    44 Head Street, Oakville, ON L6K 1L5
    44 Head Street, Oakville, ON L6K 1L5
    44 Head Street, Oakville, ON L6K 1L5
    44 Head Street, Oakville, ON L6K 1L5
    44 Head Street, Oakville, ON L6K 1L5
    44 Head Street, Oakville, ON L6K 1L5
    44 Head Street, Oakville, ON L6K 1L5
    44 Head Street, Oakville, ON L6K 1L5
    44 Head Street, Oakville, ON L6K 1L5
    44 Head Street, Oakville, ON L6K 1L5
    44 Head Street, Oakville, ON L6K 1L5
    44 Head Street, Oakville, ON L6K 1L5
    44 Head Street, Oakville, ON L6K 1L5
    44 Head Street, Oakville, ON L6K 1L5
    44 Head Street, Oakville, ON L6K 1L5
    44 Head Street, Oakville, ON L6K 1L5
    44 Head Street, Oakville, ON L6K 1L5
    44 Head Street, Oakville, ON L6K 1L5
    44 Head Street, Oakville, ON L6K 1L5
    44 Head Street, Oakville, ON L6K 1L5
    44 Head Street, Oakville, ON L6K 1L5
    44 Head Street, Oakville, ON L6K 1L5
    44 Head Street, Oakville, ON L6K 1L5
    44 Head Street, Oakville, ON L6K 1L5
    44 Head Street, Oakville, ON L6K 1L5
    44 Head Street, Oakville, ON L6K 1L5
    44 Head Street, Oakville, ON L6K 1L5
    44 Head Street, Oakville, ON L6K 1L5
    44 Head Street, Oakville, ON L6K 1L5
    44 Head Street, Oakville, ON L6K 1L5
    44 Head Street, Oakville, ON L6K 1L5
    44 Head Street, Oakville, ON L6K 1L5
    44 Head Street, Oakville, ON L6K 1L5
    44 Head Street, Oakville, ON L6K 1L5
    44 Head Street, Oakville, ON L6K 1L5
    44 Head Street, Oakville, ON L6K 1L5
    44 Head Street, Oakville, ON L6K 1L5
    44 Head Street, Oakville, ON L6K 1L5
    44 Head Street, Oakville, ON L6K 1L5
    44 Head Street, Oakville, ON L6K 1L5
    44 Head Street, Oakville, ON L6K 1L5
    For Sale Cancelled Residential Freehold

    44 Head Street, Oakville, ON L6K 1L5

    $2,599,000

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    44 Head Street, Oakville, ON L6K 1L5, Oakville, ON
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      Bed 4
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      Bath 5

    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 entertainers 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.

    Property Highlights

    For Sale
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      MLS NO.

      W12246254

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      Type

      Residential Freehold

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      Sub Type

      Detached

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      Bedrooms

      4

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      Bathrooms

      5

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      Parking

      7.0

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      Garage

      Yes

    Complete Property Details

    Property Type Residential Freehold
    Sub Type Detached
    Transaction Type For Sale
    Status Cancelled
    Contract Status Unavailable
    MLS® Number W12246254
    Living Area Range 2000-2500
    Total Bedrooms 4
    Bedrooms Above Grade 3
    Bedrooms Below Grade 1
    Total Bathrooms 5
    Total Kitchens 1
    Kitchens Above Grade 1
    Rooms Above Grade 7
    Rooms Below Grade 3
    Interior Features Auto Garage Door Remote, Central Vacuum, Garburator, Sump Pump, Storage, Upgraded Insulation
    Fireplace Yes
    Fireplace Features Natural Gas
    Central Vacuum Yn Yes
    Construction Wood
    Roof Asphalt Shingle
    Lot Width 40.0
    Parking Features Private
    Parking Total 7.0
    Covered Spaces 1.0
    Garage Type Detached
    Garage Yes
    Pool None
    Direction Facing South
    Cooling Central Air
    Heat Source Gas
    Heat Type Forced Air
    Internet Address Display Yn Yes
    Internet Entire Listing Display Yn Yes
    Full Address 44 Head Street, Oakville, ON L6K 1L5
    City Oakville
    Neighbourhood 1002 - CO Central
    County / Region Halton
    Province / State ON
    Postal Code L6K 1L5
    Cross Street Rebecca and Chisholm
    Directions Rebecca to Wilson to Head St.
    Country CA
    List Price $2,599,000
    Annual Taxes $9,999
    Tax Year 2025
    Legal Description PT LT 7, BLK 95, PL1 AS IN 526751. Town of Oakville
    Possession Type 60-89 days
    Possession Details 90 Days
    Listing Office RE/MAX ABOUTOWNE REALTY CORP.
    Board Toronto Regional Real Estate Board
    Original Entry 2025-06-26T12:22:38Z
    Media Updated 2025-07-21T17:46:25Z
    Photos Updated 2025-07-21T17:46:25Z
    Last Modified 2025-09-04T13:32:28Z
    System Modified 2025-10-12T10:30:11.854335Z
    MLS Status Terminated
    Architectural Style 2-Storey
    Basement Full, Finished
    Co List Office Name RE/MAX ABOUTOWNE REALTY CORP.
    Ddfyn Yes
    Expiration Date 2025-12-31
    Foundation Details Poured Concrete
    Heat Source Multi Gas
    Heat Type Multi Forced Air
    Hstapplication Included In
    Link Yn No
    Occupant Type Owner
    Originating System Id A00001796
    Parcel Number 248190071
    Parking Spaces 6
    Property Features Electric Car Charger, Level
    Public Remarks 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 entertainers 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.
    Showing Requirements Lockbox
    Street Name Head
    Street Number 44
    Street Suffix Street
    Vendor Property Info Statement No
    Virtual Tour Urlunbranded https://tours.vogelcreative.ca/mls/105995536
    Washrooms Type1 2
    Washrooms Type1 Level Second
    Washrooms Type1 Pcs 4
    Washrooms Type2 1
    Washrooms Type2 Level Second
    Washrooms Type2 Pcs 3
    Washrooms Type3 1
    Washrooms Type3 Level Main
    Washrooms Type3 Pcs 2
    Washrooms Type4 1
    Washrooms Type4 Level Lower
    Washrooms Type4 Pcs 3