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$2,299,000
Ontario,Oakville (CO Central)
For Sale Active
44 HEAD STREET, Oakville (CO Central), Ontario L6K1L5
  • 4
  • 5
  • 2000 - 2500Square Feet
Next Open House
  • Apr 25 14:00 - 16:00
Basic Details
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. (id:62650)

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Basic Details
  • Property Type: Residential
  • Listing Type: For Sale
  • Listing ID: W12826420
  • Price: $2,299,000
  • Bedrooms: 4
  • Bathrooms: 5
  • Half Bathrooms: 1
  • Square Footage: 2000 - 2500 Sqft
  • Status: Active
  • Property Sub Type: Single Family
  • Office Key: 286883
Features & Appliances
Features
  • Heating System: Forced air, Natural gas
  • Cooling System: Central air conditioning
  • Basement: Finished, Full
  • Fence: Fenced yard
  • Parking: Detached Garage, Garage
  • Exterior Features: Wood
  • Flooring: Hardwood
  • Sewer: Sanitary sewer
  • Fireplaces Total: 1
Address Map
  • Location: CA, Ontario, Oakville (CO Central), L6K1L5
  • Street: Head
  • Street Number: 44
  • Street Suffix: Street
  • Longitude: W80° 19' 27.6''
  • Latitude: N43° 26' 31.9''
Additional Information
  • Water Source:
  • Foundation Details:
  • Lot Size Dimensions: 40 x 104.3 Acre
  • Stories: 2.0
Financial
  • Tax Annual Amount: 9999
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Listing updated: 2026-04-23 23:43:51
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Listing Information
  • List Agent Key: 2086486
  • List Office Key: 286883
  • Modification Timestamp: 2026-04-23T21:35:15Z
  • Originating System Name: Toronto Regional Real Estate Board
  • Status Change Timestamp: 2026-04-23T21:17:27Z
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Listing updated: 2026-04-23 23:43:51
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