44 Head Street, Oakville, ON L6K 1L5
Oakville
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.
Walkability, transit, and bike-friendliness for 44 Head Street, Oakville, ON L6K 1L5
Provided by Walk Score®. Walk Score, Transit Score, and Bike Score are trademarks of Walk Score.
MLS# W13044812
Listed by RE/MAX ABOUTOWNE REALTY CORP.
Listed Apr 25, 2026
Sold Sep 15, 2026
What comparable homes actually sold for in the last 12 months.
44 Head Street, Oakville, ON L6K 1L5 is listed for $2,299,000 CAD.
44 Head Street, Oakville, ON L6K 1L5 has 4 bedrooms and 5 bathrooms.
44 Head Street, Oakville, ON L6K 1L5 is a Detached.
44 Head Street, Oakville, ON L6K 1L5 is in Oakville, Ontario.
44 Head Street, Oakville, ON L6K 1L5 is currently for sale.
Contact Michael Mezheritsky at +1 (416) 716-4439 to arrange a private showing of 44 Head Street, Oakville, ON L6K 1L5 (MLS# W13044812). You can also send a message through the contact form on this site.
