44 Head Street

- $2,399,000

1002 - CO Central, Oakville, L6K1L5
MLS ® W12379865

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 molding & 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 (id:38551)

Location

Details

44 Head Street, 1002 - CO Central, , Oakville

  • Land

    40 x 104.3 Acre

  • Bedrooms

    Above Grade: 3 Below Grade: 1

    4
  • Bathrooms
    5 + 1 Half
  • Parking

    Detached Garage, Garage

    7

Rooms

44 Head Street, 1002 - CO Central, , Oakville

  • Bathroom

    second level

    2.46 m x 1.52 m
  • Primary Bedroom

    second level

    3.99 m x 4.5 m
  • Bathroom

    second level

    2.51 m x 2.82 m
  • Bedroom 2

    second level

    4.37 m x 3.25 m
  • Bathroom

    second level

    1.83 m x 2.11 m
  • Bedroom 3

    second level

    5.23 m x 5.69 m
  • Recreational, Games Room

    lower level

    5.23 m x 4.42 m
  • Bedroom 4

    lower level

    6.32 m x 4.42 m
  • Bathroom

    lower level

    1.45 m x 3.1 m
  • Laundry Room

    lower level

    2.62 m x 3.05 m
  • Great Room

    main level

    4.9 m x 3.94 m
  • Dining Room

    main level

    4.9 m x 2.74 m
  • Kitchen

    main level

    5.44 m x 3.94 m
  • Office

    main level

    3.89 m x 4.5 m
  • Bathroom

    main level

    1.12 m x 1.47 m