44 Head Street

Oakville, ON L6K 1L5 ( 1002 - CO Central)

Quick Facts

Type: Detached

Style: 2-Storey

Size: Sq Ft

Age: Years

Taxes: $ 9,999 ( 2025)

Updated: 2026-02-27 15:05:36

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 4thbedroom, 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.

Extras

Detached

Property

Status: For Sale

MLS #: W12826420

Price: $ 2,299,000

Address: 44 Head Street

Type:

Style: 2-Storey

Size: Sq Ft

Age: Years

Front On:

Taxes: $ 9,999

Tax Year: 2025

Lot Size:

Neighbourhood: 1002 - CO Central

Nearest Intersection: Wilson and Rebecca

City: Oakville

Postal Code: L6K 1L5

DOM: 18 Days

Last Update: 2026-02-27 15:05:36

Building

Interior

Bedrooms: 4

Bathrooms: 5

Rooms: 0

Kitchens: 1

Family Room:

Fireplace:

Basement: Full Finished,

Central Vacuum:

Exterior

Exterior: Wood ,

Driveway:

Garage:

Garage Spaces:

Parking Spaces: 7.00

Pool:

Utilities

Electricity (Hydro):

Gas:

Phone:

Cable TV:

Heat Type: Forced Air

Heat Source: Gas

Air Conditioning: Central Air

Water:

Sewers:

Features

Rooms