Aldo Udovicic, BrokerRe/Max Crossroads Realty Inc., Brokerage533 Danforth Rd, Scarborough(416) 438-2536getaldonow@gmail.com
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Listings44 Head Street

44 Head Street, Oakville, ON L6K 1L5

$2,299,000

activeNEW
MLS® #W12826420Single Family Home
4Beds
5Baths
2,000Sq Ft
44 Head Street, Oakville, ON L6K 1L5 - Photo 1
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About This Property

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.

Property Details

Property Type

Single Family Home

Status

Active

MLS® Number

W12826420

Bedrooms

4

Bathrooms

5

Interior Sq Ft

2,000

Listed

March 3, 2026

Features & Amenities

View
Fireplace
Air Conditioning
Basement

Location

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44 Head Street, Oakville, ON L6K 1L5

44 Head Street, Oakville, ON L6K 1L5

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Listing Information

MLS®# W12826420
RE/MAX ABOUTOWNE REALTY CORP.
Listed March 3, 2026

$2,299,000

Single Family Home · For Sale

4

Beds

5

Baths

2,000

Sq Ft

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Re/Max Crossroads Realty Inc., Brokerage — 533 Danforth Rd, Scarborough ON M1K 1C9