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Active

MLS® W12826420

44 Head St

Name: HouseIndex
Address: 100 King Street West, Toronto, ON, M5X 1A9, CA
Telephone: +1-647-849-9977
Price range: Free

Oakville, ON L6K 1L5

$2,299,000

Bedrooms

Bathrooms

Size

2000-2500 sqft

Type

2-Storey

Parking

7 spaces

Age

6-15 yrs

Taxes (2025)

$9,999

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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.

Price & Status History

Price history is locked

Property Details

Property TypeDetached

Style2-Storey

Community1002 - CO Central

Approximate Age6-15

Rooms7+3

Kitchens1

Washrooms5

Square Feet2000-2500 sqft

Lot Size0.10 acres (4,356 sq ft)

Lot Dimensions40 × 104.33 ft

Lot Size Area0.1 sqft (MPAC)

Fronting OnSouth

Dir/Cross StWilson and Rebecca

Garage TypeDetached

Garage Parking Spaces1

Parking Drive Spaces6

Total Parking Spaces7

ExteriorWood

RoofAsphalt Shingle

FoundationPoured Concrete

BasementFull, Finished

Fireplace FeaturesNatural Gas

Heating TypeForced Air

Heating SourceGas

A/CCentral Air

SewersSewer

Taxes (2025)$9,999

HSTIncluded In

Listed Date2/27/2026

Days on Market43 days

PossessionFlexible

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RE/MAX Realtron Realty Inc., Brokerage

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Listing Courtesy of:

RE/MAX ABOUTOWNE REALTY CORP.

This listing is provided through the TRREB MLS® System.

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MLS® #W12826420

MLS® Data Disclaimer: The listing data provided is courtesy of the Toronto Regional Real Estate Board (TRREB) and its members. The information provided herein must only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate and may not be used for any commercial purpose or any other purpose. The information is deemed reliable but is not guaranteed accurate by TRREB. MLS® and the associated logos are trademarks of The Canadian Real Estate Association (CREA) and identify the quality of services provided by members of CREA. REALTOR® is a trademark of REALTOR® Canada Inc., a corporation owned by CREA and the National Association of REALTORS®.

Data Accuracy: While every effort has been made to ensure the accuracy of the information, HouseIndex.ca makes no warranties or representations as to the accuracy, completeness, or reliability of this data. All information should be independently verified. Last updated data may not reflect the most current MLS® listings.