$2,599,000
16.55 BTC
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Map
44 Head Street, Oakville
$2,599,000
PRICE
3 + 1
BEDROOMS
5
BATHROOMS
W12246254
MLSID

44 Head Street, Oakville

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, 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.
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Sold History

SOLD
27 October 2009
$419,000
SOLD
6 September 2001
$184,500

Summary

Address
44 Head Street
MLSID
W12246254
Property Type
Detached
Property Category
Bedrooms
3 + 1
Bathrooms
5
Kitchens
1
Zoning
RL8 sp 129
Taxes (Annual)
$9,999.00
Tax Year
2025
Published
June 26, 2025
Days on Market
38 Days
Possession Type
60-89 Days
Possession Details
90 Days
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Inclusions

All appliances, all light fixtures, , all window coverings and blinds, TV bracket in Great Room, Central Vac and all attachments, Dyson Vacuum, Security system ( not currently monitored), garage door opener and remote

Exclusions

TV in Great room, Fridge & freezer in cold cellar, metal shelves in garage and cold cellar

Details

Property Features
Electric Car Charger, Level
Bathroom 1
4-Piece Second Level
Bathroom 2
3-Piece Second Level
Bathroom 3
2-Piece Main Level
Bathroom 4
3-Piece Lower Level
Parking Spaces
6
Parking Total
7
Parking Features
Private
Architectural Style
2-Storey
Roof
Asphalt Shingle
Construction Materials
Wood
Lot Width
40 Feet
Lot Depth
104 Feet
Water
Municipal
Heat Source
Gas
Heat Type
Forced Air
New Construction
No
Occupant Type
Owner
Private Entrance
No
Sauna
No
Seasonal Property
No
Hot Tub / Spa
No
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Listing Contracted with RE/MAX ABOUTOWNE REALTY CORP.
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