$2,299,000
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44 Head Street, Oakville (co Central), ON L6K1L5

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4 Beds
5 Baths
- 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 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, cafes & 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. (id:58753)

Listing By: LAURIE BLAHA - RE/MAX ABOUTOWNE REALTY CORP. cncrea2 Realty.com
  • MLS® W13044812
  • Date Listed04/25/2026
  • Days on Realty 43 Days
  • Bedrooms 4
  • Bathrooms 5 baths
  • Lot Size -
  • Sewer Other
  • Property Type Single Family Residence
  • Water Public

Interior Features

  • Appliances Washer, Refrigerator, Central Vacuum, Gas stove(s), Dishwasher, Dryer, Microwave, Alarm System, Freezer, Blinds, Window Coverings
  • Flooring Hardwood
  • Cooling Central air conditioning
  • Heating Forced air, Natural gas

Exterior / Lot Features

  • Roof -
  • Lot Size Acres -
  • Lot Size SQFT -
  • Lot Features -

Directions

Cross Streets: Wilson and Rebecca. ** Directions: Rebecca to Wilson to Head St.

Sales & Tax History

Source: Public Records

Local Neighborhood Highlights for L6K1L5

Discover key demographics, population statistics, and environmental insights for the Oakville (co Central), ON area.

Walkability in ON / L6K1L5

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 (CO Central), ON L6K1L5

Frequently Asked Questions for 44 HEAD STREET

Source: Realty.com

44 HEAD STREET, Oakville (CO Central), ON L6K1L5 in Oakville (CO Central), ON L6K1L5 is a single family residence listed at $2,299,000. Highlights include 4 bedrooms, 5 bathrooms. Realty.ca has 49 photos, sales history, school insights, and mortgage tools for this listing.

Realty.com has 49 photos of 44 HEAD STREET.

The full address for this home is 44 HEAD STREET, Oakville (CO Central), ON L6K1L5.

44 HEAD STREET has been listed on Realty.com since Sat April 25, 2026

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.
Listing agent: LAURIE BLAHA

This content last refreshed on 2026-06-07 23:11:21. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.