44 Head Street Oakville, Ontario L6K 1L5
4 Bedroom
5 Bathroom
2,000 - 2,500 ft2
Fireplace
Central Air Conditioning
Forced Air
$2,399,000
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:15069)
Open House
This property has open houses!
February
7
Saturday
Starts at:
2:00 pm
Ends at:4:00 pm
Property Details
| MLS® Number | W12379865 |
| Property Type | Single Family |
| Community Name | 1002 - CO Central |
| Amenities Near By | Public Transit |
| Equipment Type | Water Heater |
| Parking Space Total | 7 |
| Rental Equipment Type | Water Heater |
| Structure | Porch, Patio(s) |
Building
| Bathroom Total | 5 |
| Bedrooms Above Ground | 3 |
| Bedrooms Below Ground | 1 |
| Bedrooms Total | 4 |
| Age | 6 To 15 Years |
| Amenities | Fireplace(s) |
| Appliances | Central Vacuum, All, Blinds, Garage Door Opener, Alarm System, Window Coverings |
| Basement Development | Finished |
| Basement Type | Full (finished) |
| Construction Style Attachment | Detached |
| Cooling Type | Central Air Conditioning |
| Exterior Finish | Wood |
| Fireplace Present | Yes |
| Fireplace Total | 1 |
| Flooring Type | Hardwood |
| Foundation Type | Poured Concrete |
| Half Bath Total | 1 |
| Heating Fuel | Natural Gas |
| Heating Type | Forced Air |
| Stories Total | 2 |
| Size Interior | 2,000 - 2,500 Ft2 |
| Type | House |
| Utility Water | Municipal Water |
Parking
| Detached Garage | |
| Garage |
Land
| Acreage | No |
| Fence Type | Fenced Yard |
| Land Amenities | Public Transit |
| Sewer | Sanitary Sewer |
| Size Irregular | 40 X 104.3 Acre |
| Size Total Text | 40 X 104.3 Acre |
| Zoning Description | Rl8 Sp:129 |
Rooms
| Level | Type | Length | Width | Dimensions |
|---|---|---|---|---|
| Second Level | Bathroom | 2.46 m | 1.52 m | 2.46 m x 1.52 m |
| Second Level | Primary Bedroom | 3.99 m | 4.5 m | 3.99 m x 4.5 m |
| Second Level | Bathroom | 2.51 m | 2.82 m | 2.51 m x 2.82 m |
| Second Level | Bedroom 2 | 4.37 m | 3.25 m | 4.37 m x 3.25 m |
| Second Level | Bathroom | 1.83 m | 2.11 m | 1.83 m x 2.11 m |
| Second Level | Bedroom 3 | 5.23 m | 5.69 m | 5.23 m x 5.69 m |
| Lower Level | Recreational, Games Room | 5.23 m | 4.42 m | 5.23 m x 4.42 m |
| Lower Level | Bedroom 4 | 6.32 m | 4.42 m | 6.32 m x 4.42 m |
| Lower Level | Bathroom | 1.45 m | 3.1 m | 1.45 m x 3.1 m |
| Lower Level | Laundry Room | 2.62 m | 3.05 m | 2.62 m x 3.05 m |
| Main Level | Great Room | 4.9 m | 3.94 m | 4.9 m x 3.94 m |
| Main Level | Dining Room | 4.9 m | 2.74 m | 4.9 m x 2.74 m |
| Main Level | Kitchen | 5.44 m | 3.94 m | 5.44 m x 3.94 m |
| Main Level | Office | 3.89 m | 4.5 m | 3.89 m x 4.5 m |
| Main Level | Bathroom | 1.12 m | 1.47 m | 1.12 m x 1.47 m |
https://www.realtor.ca/real-estate/28811863/44-head-street-oakville-co-central-1002-co-central
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February 03 2026 06:42:05
Toronto Regional Real Estate Board
RE/MAX Aboutowne Realty Corp.