44 Head Street
Oakville (Central)44 Head Street
Oakville (Central)
See all 50 photosProperty history
This listing has ended. It is no longer available.
Property not available for sale or for rent.
About this home
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.
Facts & features
Ask about this home
A HOMEH agent will answer your questions about this home.
Rooms
15 rooms · 5 bathrooms
- Great room16′1″ × 12′11″208 sq.ft.
- Dining room16′1″ × 9′145 sq.ft.
- Kitchen17′10″ × 12′11″231 sq.ft.
- Office12′9″ × 14′9″188 sq.ft.
- Bathroom3′8″ × 4′10″18 sq.ft.
- Primary bedroom13′1″ × 14′9″193 sq.ft.
- Bathroom8′3″ × 9′3″76 sq.ft.
- Bedroom 214′4″ × 10′8″153 sq.ft.
- Bathroom6′ × 6′11″42 sq.ft.
- Bedroom 317′2″ × 18′8″320 sq.ft.
- Bathroom8′1″ × 5′40 sq.ft.
- Recreation17′2″ × 14′6″249 sq.ft.
- Bedroom 420′9″ × 14′6″301 sq.ft.
- Bathroom4′9″ × 10′2″48 sq.ft.
- Laundry8′7″ × 10′86 sq.ft.
Around this home
Listing details
Helpful tools
Your HOMEH agent
"I would see it this week."
Ask HOMEH about this home
Price, neighbourhood, monthly cost. Ask anything.
HOMEH Intelligent Agent is an AI, not a licensed representative. Check anything important with your agent.