$2,299,000
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44 Head Street, Oakville on L6K 1L5, Oakville, ON L6K 1L5

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4 Beds
5 Baths
2,183 Sq Ft

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 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, cafs & 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. Dont miss this opportunity to experience Oakvilles historic charm.

Listing By: Laurie Blaha - RE/MAX Aboutowne Realty Corp. cnitso Realty.com
  • MLS® 40764298
  • Date Listed09/04/2025
  • Days on Realty 275 Days
  • Bedrooms 4
  • Bathrooms 4 Full baths, 1 Half baths
  • Lot Size 4,187 sq. ft
  • County Halton
  • Year Built 2010
  • Square Feet 2,183 sq. ft
  • Price Per Sq. Ft $1053.14

Interior Features

  • Appliances Garborator, Dishwasher, Dryer, Gas Oven/ Range, Microwave, Range Hood, Refrigerator, Washer
  • Cooling Central Air
  • Heating Forced Air, Natural Gas

Exterior / Lot Features

  • Exterior Landscaped
  • Roof -
  • Lot Size Acres -
  • Lot Size SQFT 4,187.00
  • Lot Features Urban, Rectangular, Ample Parking, Park, Quiet Area, Shopping Nearby

Directions

Rebecca north on Wilson to Head St

Sales & Tax History

Source: Public Records

Local Neighborhood Highlights for L6K 1L5

Discover key demographics, population statistics, and environmental insights for the Oakville, ON area.

Walkability in ON / L6K 1L5

Source: Walk Score

87/100

Very Walkable

Walk Score ®

43/100

Some Transit

Transit Score ®

70/100

Very Bikeable

Bike Score ®

Overview

Most errands can be accomplished on foot. A few nearby public transportation options. Biking is convenient for most trips.

Transit Summary

8 nearby routes: 8 bus, 0 rail, 0 other

Walkability averages in the surrounding area

The average walkability score in the surrounding area is Walk Score: 40/100, Transit Score: 39/100, Bike Score: 52/100.

Points of Interest near 44 Head Street, Oakville ON L6K 1L5, Oakville, ON L6K 1L5

Frequently Asked Questions for 44 Head Street, Oakville ON L6K 1L5

Source: Realty.com

44 Head Street, Oakville ON L6K 1L5, Oakville, ON L6K 1L5 in Oakville, ON L6K 1L5 is a single family residence listed at $2,299,000. Highlights include 4 bedrooms, 5 bathrooms, 2,183 sq. ft., built in 2010, $1,053 per sq. ft.. Realty.ca has 50 photos, sales history, school insights, and mortgage tools for this listing.

Realty.com has 50 photos of 44 Head Street, Oakville ON L6K 1L5.

Our records indicate that 44 Head Street, Oakville ON L6K 1L5 was built in 2010.

The full address for this home is 44 Head Street, Oakville ON L6K 1L5, Oakville, ON L6K 1L5.

44 Head Street, Oakville ON L6K 1L5 has been listed on Realty.com since Thu September 04, 2025

Most errands can be accomplished on foot. A few nearby public transportation options. Biking is convenient for most trips.

The average walkability score in the surrounding area is Walk Score: 40/100, Transit Score: 39/100, Bike Score: 52/100.

Listing provided courtesy of: Re/max Aboutowne Realty Corp. - itso - 1839932 (tel: 905-842-7000)
Listing agent: Laurie Blaha - UnknownState (tel: 289-981-0200)

This content last refreshed on 2026-06-06 19:09:27. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.