44 Head St

Oakville, ON L6K 1L5
  • $2,399,000

    Price
  • 4

    Bed
  • 5

    Bath
  • 2,183

    SqFt

Open House Times

  • Sat. Jan. 17 at 2:00pm to 4:00pm

About the Listing HBREMAXABT2 - HBBLAHALA

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.

Listing Highlights

Status Active With Contingency
Days on Site 133
Property Type Residential
MLS ® 40764298
Year Built 2010
Total Square Footage 2,183
Lot/Acreage 40 x 104.33

Interior Details

  • Bedrooms: 4
  • Bathrooms: 4 Full / 1 Half
  • Appliances: Garborator, Dishwasher, Dryer, Gas Oven/Range, Microwave, Range Hood, Refrigerator, Washer
  • Air Cond: Central Air
  • Heating: Forced Air,Natural Gas
  • Fireplaces: 1
  • Floor:
  • Above Ground Sq Ft: 2183
  • Below Ground Sq Ft: 1015
  • Basement: Full,Finished,Sump Pump
  • Other: Central Vacuum,Auto Garage Door Remote(s),Built-In Appliances
  • Water: Municipal

Exterior Details

  • Lot Description: Urban,Rectangular,Ample Parking,Park,Quiet Area,Shopping Nearby
  • Garage Capacity: 1 car
  • Parking Spaces: 7
  • Lot Dimensions: 40 x 104.33
  • Zoning: RL8 sp:129
  • Roof: Asphalt Shing
  • Others: Landscaped
  • Sewer: Sewer (Municipal)
  • Parking Features: Private Drive Single Wide,Detached Garage,Garage Door Opener,Asphalt

Financial Details

  • Tax Amount: N/A
  • Taxes w/Assessments: N/A
  • Tax/Property ID: 248190071
  • Tax Year: N/A

Payment Calculator

Monthly Payment

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

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.

Originating MLS: Cornerstone

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