For Sale - 44 Head Street, Oakville, Ontario

Est payment $11,040/mo
Views   2
Time on Jump  40 day
  • Steps away from Kerr Village, local shops, and the lakefront.
  • Spacious home with high ceilings, hardwood floors, and timeless charm.
  • Entertainer's kitchen features granite countertops and professional-grade appliances.
  • Private rear yard perfect for relaxing, with guaranteed parking for 6 cars.
  • Well-maintained with recent updates, ideal for empty nesters and families.



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, 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.
Listing IDW12826420
Address44 Head Street
CityOakville, Ontario
Price$2,299,000
Bed / Bath4 / 5 Full
Style2-Storey, Detached
ConstructionWood
Land Size0.1
TypeResidential
StatusFor Sale
Subtype DetachedIndoor Features Central VacuumOutdoor Features Porch, PatioAmenities Electric Car Charger, Fenced Yard, Public TransitOwnership FreeholdBasement Full, FinishedFoundation Poured ConcreteHeating / Cooling Forced AirHeating Fuel GasSewer Sewer
Parking 7.00
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Listing Agency:  RE/MAX ABOUTOWNE REALTY CORP.

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44 Head Street
Oakville , Ontario
4 5 $2,299,000
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