Address
44 Head Street, Oakville, ON
Price
$ 2,599,000
Property Attributes
- ID#40743508
- TypeSingle Family
- Listing Status Active
- CityOakville
- AreaOakville
- Neighbourhood1002 - Co Central
- Postal CodeL6K 1L5
- StyleTwo Story
- Year Built2010
- Taxes$ 9999
- Price$ 2,599,000
- Bedrooms4
- Full Bathrooms4
- Half Bathrooms1
- Sqr Footage2183
Data Source:
REALTORS® Association of Hamilton-Burlington (RAOHB)
Property Description
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.
| Price History | |
|---|---|
| 6/26/2025 | Listed $2,699,000 |
| 7/25/2025 | 4$2,599,000 |
General Features
| Sewer | Sewer (Municipal) |
|---|---|
| Heating | Forced Air,Natural Gas |
| Cooling | Central Air |
| Roof | Asphalt Shing |
| Appliances | Garborator,Dishwasher,Dryer,Gas Oven/Range,Microwave,Range Hood,Refrigerator,Washer |
| Zoning | RL8 sp:129 |
| Garage Spaces | 1 |
| Patio/Porch Features | Patio,Porch |
| Architectural Style | Two Story |
| Construction Materials | Wood Siding |
| Exclusions | Freezer And Wine Fridge In The Cold Cellar,Metal Racks In Garage & Cold Cellar tv In Great Room |
| Year Built | 2010 |
| Topography | Flat |
| Property Subtype | Single Family Residence |
| Waterfront Features | River/Stream |
| County | Halton |
| New Construction | No |
| Property Type | Residential |
| HOA | No |
| Attached Garage | No |
| Garage Y/N | Yes |
| Total Rooms | 15 |
| Full Baths | 4 |
| Status | Active |
| Directions | Rebecca north on Wilson to Head St |
| ModificationTimestamp | 2025-08-09T20:00:09.930Z |
| City | Oakville |
| Senior Community Y/N | No |
| Open Parking Spaces | 6 |
| MLS Area | 1 - Oakville |
| Lot Size Units | Square Feet |
| Carport Y/N | No |
| HOA Fee 2 Frequency | Monthly |
| Land Lease Y/N | No |
| Tax Annual Amount | 9999 |
| Property Condition | 6-15 Years |
| Lease Renewal Y/N | No |
| MLS Area Minor | 1002 - CO Central |
| Additional Parcels Y/N | No |
| Building Area Units | Square Feet |
| Standard Status | Active |
| Year Built Source | Owner |
| Virtual Tour | https://tours.vogelcreative.ca/listing-preview/105995536 |
Interior Features
| Interior Amenities | Central Vacuum,Auto Garage Door Remote(s),Built-In Appliances |
|---|---|
| Basement | Full,Finished,Sump Pump |
| Total Fireplaces | 1 |
| Kitchen Level | Main |
| Air Conditioning Y/N | No |
| Heating Y/N | Yes |
| Window Features | Window Coverings |
| Fireplace Y/N | Yes |
| Above Grade Finished Area | 2183 |
| Half Baths | 1 |
| Laundry Features | Lower Level |
| Total Bedrooms | 4 |
| Below Grade Finished Area | 1015 |
| Main Level Bathrooms | 1 |
| Below Grade Finished Area Unit Type | Square Feet |
| Below Grade Finished Area Source | Plans |
| Above Grade Finished Area Source | Plans |
| Above Grade Finished Area Unit Type | Square Feet |
| Total Baths | 5 |
Exterior Features
| Exterior Amenities | Landscaped |
|---|---|
| Fencing | Full |
| Parking Features | Detached Garage,Garage Door Opener,Asphalt |
| Lot Features | Urban,Rectangular,Ample Parking,Park,Quiet Area,Shopping Nearby |
| Water Source | Municipal |
| Total Parking | 7 |
| Inclusions | Central Vac,Dishwasher,Dryer,Garage Door Opener,Gas Oven/Range,Microwave,Range Hood,Refrigerator,Washer,Window Coverings,Tv Mount In Great Room,Dyson Vac And Mount In Lower Level Bathroom |
| Lot Size Area | 4187 |
| Foundation Details | Poured Concrete |
| Spa | No |
| Building Area Total | 3198 |
| Lot Dimensions | 40 x 104.33 |
| Frontage Length | 40.00 |
| Frontage Type | South |
| Lot Size Source | GeoWarehouse |
| Waterfront Y/N | No |
| Covered Spaces | 1 |
| Crops Included Y/N | No |
| Horse Y/N | No |
Amenities
- Foreclosure
- Views
- Short Sale
- New Construction
- Adult 55+
- Lease To Own
- No Strata Fees
- Furnished
- Primary On Main
- Air Conditioning
- Seller Finance
- Green
- Fixer Upper
- Horse
- Golf
- Fireplace
- Deck
- Garage
- Basement
- Pool
Property vs Single Family Average in L6K 1L5
Price
Taxes
Year Built
Visits
In The Neighbourhood
Just Listed
Oakville (CO Central)
$ 2,138,000
- Type
- Single Family
- Rooms
- 3 Beds + 2.5 Baths
CENTURY 21 MILLER REAL ESTATE LTD.
Just Listed
Oakville
$ 2,138,000
- Type
- Single Family
- Size
- 2,037 SqFt
- Rooms
- 3 Beds + 2.5 Baths
Century 21 Miller Real Estate Ltd.
Oakville (CO Central)
$ 5,750
- Type
- Single Family
- Rooms
- 3 Beds + 3.5 Baths
Royal LePage Real Estate Services Ltd., Brokerage
Oakville (CO Central)
$ 1,199,900
- Type
- Single Family
- Rooms
- 4 Beds + 2 Baths
ROYAL LEPAGE REAL ESTATE SERVICES LTD.
Oakville (CO Central)
$ 1,849,000
- Type
- Single Family
- Rooms
- 4 Beds + 3 Baths
CITYSCAPE REAL ESTATE LTD.
Oakville
$ 980,000
- Type
- Single Family
- Size
- 1,560 SqFt
- Rooms
- 3 Beds + 1.5 Baths
RE/MAX Escarpment Realty Inc.
Toronto Real Estate Board (TRREB); All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested
The information on this system is from sources deemed reliable, but should not be relied upon without independent verification. All data contained in the system is property of REALTORS ® Association of Hamilton-Burlington © 2018 or the originating source board/association.