For Sale: 44 Head Street, Oakville, ON - REW
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$2,299,000
3 + 1 bd • 5 ba • 2000 - 2500 sf • House
44 Head Street
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$2,299,000
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44 Head StreetOakville, ON, L6K 1L5

Old Oakville
  • 3 + 1 Bed
  • 5 Bath
  • 2000 - 2500 Sqft
  • House

About this home

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.
Listed by: Laurie Blaha, Salesperson, RE/MAX Aboutowne Realty Corp., Brokerage
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Home facts and features

Price details
List Price
$2,299,000
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Gross Taxes for 2025
$9,999
Home facts
Bedrooms
3 + 1
Full Bathrooms
5
Parking Spaces
7
Property Type
House
Depth
104.33
Frontage
40.0
Year Built
6 - 15 yrs old
Exterior Finish
Wood
Heating Type
Forced Air, Gas
Cooling
Central Air
Basement Details
Full, Finished
Features
Electric Car Charger, Fenced Yard, Patio, Porch, Public Transit
Community
Agent details
Primary Agent
Laurie Blaha
Primary Broker
RE/MAX Aboutowne Realty Corp., Brokerage
Secondary Agent
Michelle Blaha
Secondary Broker
RE/MAX ABOUTOWNE REALTY CORP., BROKERAGE
Listing details
Days on REW
43 Days
Property Views
85
MLS® Number
W13044812
Source
Toronto Real Estate Board
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Property Insights

Oakwood Public School
  • Public
  • JK - 5
St Thomas Aquinas Roman Catholic Secondary School
  • Catholic
  • 9 - 12
ÉÉC Sainte-Marie-Oakville
  • Catholic
  • JK - 8
MacLachlan College
  • Private
  • Pre-K - 12
St James School
  • Catholic
  • JK - 8
W H Morden Public School
  • Public
  • JK - 8
New Central Public School
  • Public
  • JK - 6
Toronto International Academy Oakville
  • Private
  • 9 - 12
Appleby College
  • Private
  • 7 - 12
Pine Grove Public School
  • Public
  • 1 - 8
School catchments and distances are intended to be used as reference only. To verify enrolment eligibility for a property, contact the school directly.Report Incorrect Info
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Listing data is subject to copyright, disclaimer, and additional requirements from the data provider. See our Terms of Use for terms applicable to this listing. Listing data was last updated on 2026-06-05.
Call Agent
Laurie Blaha
Phone:
(905) 842-7000
Cell:
289-981-0200
Office:
(905) 842-7000
Fax:
(905) 842-7010
Salesperson
Michelle Blaha
Phone:
(905) 338-9000
Cell:
416-797-7957
Office:
905-338-9000
Fax:
905-338-3411
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