44 Head St

Oakville, ON L6K 1L5
  • $2,450,000

    Price
  • 4

    Bed
  • 5

    Bath
  • 2,000

    SqFt

About the Listing 083603 -

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

Listing Highlights for 44 Head St

Status Active
Days on Site 5
Property Type Residential
MLS ® W12379865
Year Built
Total Square Footage 2,000
Lot/Acreage 0.1
County Halton
Neighborhood 1002 - CO Central

Interior Details

  • Bedrooms: 4
  • Bathrooms: 5 Full
  • Appliances:
  • Air Cond: Central Air
  • Heating:
  • Fireplaces: Natural Gas
  • Floor:
  • Above Ground Sq Ft:
  • Below Ground Sq Ft: n/a
  • Basement: Full,Finished
  • Other: Central Vacuum
  • Water:

Exterior Details

  • Garage Capacity: N/A
  • Roof: Asphalt Shingle
  • Others: Porch,Patio
  • Sewer: Sewer
  • Parking Features: Detached

Financial Details

  • Tax Amount: $9,999
  • Taxes w/Assessments: N/A
  • Tax/Property ID: 248190071
  • Tax Year: 2025

Payment Calculator

Monthly Payment

  • in Principal and Interest
  • in Taxes
Years
% Down Payment
% Mortgage Rate

Listing Location

Questions About..

44 Head St Oakville, ON L6K 1L5

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Never Miss A New Property

Get notified any time there's a new home on the market in this neighborhood!

Don't worry! We'll never spam you or sell your details. You can unsubscribe whenever you'd like.

home

Are you buying or selling a home?

Buying
Selling
Both
home

When are you planning on buying a new home?

1-3 Mo
3-6 Mo
6+ Mo
home

Are you pre-approved for a mortgage?

Yes
No
Using Cash
home

Would you like to schedule a consultation now?

Yes
No

When would you like us to call?

Thanks! We’ll give you a call as soon as possible.

home

When are you planning on selling your home?

1-3 Mo
3-6 Mo
6+ Mo

Would you like to schedule a consultation or see your home value?

Schedule Consultation
My Home Value

or another way