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44 HEAD STREET Oakville
  • 44 HEAD STREET Oakville
  • 44 HEAD STREET Oakville
  • 44 HEAD STREET Oakville
  • 44 HEAD STREET Oakville
  • 44 HEAD STREET Oakville
  • 44 HEAD STREET Oakville
  • 44 HEAD STREET Oakville
  • 44 HEAD STREET Oakville
  • 44 HEAD STREET Oakville
  • 44 HEAD STREET Oakville
  • 44 HEAD STREET Oakville
  • 44 HEAD STREET Oakville
  • 44 HEAD STREET Oakville
  • 44 HEAD STREET Oakville
  • 44 HEAD STREET Oakville
  • 44 HEAD STREET Oakville
  • 44 HEAD STREET Oakville
  • 44 HEAD STREET Oakville
  • 44 HEAD STREET Oakville
  • 44 HEAD STREET Oakville
  • 44 HEAD STREET Oakville
  • 44 HEAD STREET Oakville
  • 44 HEAD STREET Oakville
  • 44 HEAD STREET Oakville
  • 44 HEAD STREET Oakville
  • 44 HEAD STREET Oakville
  • 44 HEAD STREET Oakville
  • 44 HEAD STREET Oakville
  • 44 HEAD STREET Oakville
  • 44 HEAD STREET Oakville
  • 44 HEAD STREET Oakville
  • 44 HEAD STREET Oakville
  • 44 HEAD STREET Oakville
  • 44 HEAD STREET Oakville
  • 44 HEAD STREET Oakville
  • 44 HEAD STREET Oakville
  • 44 HEAD STREET Oakville
  • 44 HEAD STREET Oakville
  • 44 HEAD STREET Oakville
  • 44 HEAD STREET Oakville
  • 44 HEAD STREET Oakville
  • 44 HEAD STREET Oakville
  • 44 HEAD STREET Oakville
  • 44 HEAD STREET Oakville
  • 44 HEAD STREET Oakville
  • 44 HEAD STREET Oakville
  • 44 HEAD STREET Oakville
  • 44 HEAD STREET Oakville
  • 44 HEAD STREET Oakville
  • 44 HEAD STREET Oakville

44 HEAD STREET, Oakville, Ontario

$2,699,000

  • 4 Beds
  • 5 Baths

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. (id:50212)

Open house this Sat, Jun 28th from 2:00 PM to 4:00 PM and Sun, Jun 29th from 2:00 PM to 4:00 PM.

  • Listing ID: W12246254
  • Property Type: Single Family
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Rooms

LevelTypeDimensions
Bathroom Second level 2.46 m x 1.52 m
Primary Bedroom Second level 3.99 m x 4.75 m
Bathroom Second level 2.51 m x 2.82 m
Bedroom 2 Second level 4.37 m x 3.25 m
Bathroom Second level 1.83 m x 2.11 m
Bedroom 3 Second level 5.23 m x 3.84 m
Recreational, Games room Lower level 5.23 m x 5.69 m
Bedroom 4 Lower level 6.32 m x 4.42 m
Bathroom Lower level 1.45 m x 3.1 m
Laundry room Lower level 2.62 m x 3.05 m
Great room Main level 4.9 m x 3.94 m
Dining room Main level 4.9 m x 2.74 m
Kitchen Main level 5.44 m x 3.94 m
Office Main level 3.89 m x 4.5 m
Bathroom Main level 1.12 m x 1.47 m

Details

  • Equipment: Water Heater
  • Features: Level lot, Sump Pump
  • Ownership: Freehold
  • Parking Spaces: 7
  • Rental Equipment: Water Heater
  • Structure: Patio(s), Porch
  • Transaction: For sale
  • Zoning Description: RL8 sp 129

Building

  • Amenities: Fireplace(s)
  • Appliances: Garage door opener remote(s), Central Vacuum, Garburator, All, Blinds, Garage door opener, Alarm System, Window Coverings
  • BasementType: Full (Finished)
  • Basement Development: Finished
  • Bedrooms Main Level: 3
  • Bedrooms Lower Level: 1
  • Constructed Status: Insulation upgraded
  • Construction Style Attachment: Detached
  • Cooling: Central air conditioning
  • Exterior Finish: Wood
  • Fireplace Present: True
  • Fireplace Total: 1
  • Flooring: Hardwood
  • Foundation: Poured Concrete
  • Bathrooms (Half): 1
  • Bathrooms (Total): 5
  • Heating: Forced air
  • Heating Fuel: Natural gas
  • Size Interior: 2000 - 2500 sqft
  • Stories Total: 2
  • Type: House
  • Utility Water: Municipal water

Land

  • Sewer: Sanitary sewer
  • Size Frontage: 40 ft
  • Size Irregular: 40 x 104.3 FT
MLS®

Listing provided by RE/MAX ABOUTOWNE REALTY CORP.
MLS®, REALTOR®, and the associated logos are trademarks of the Canadian Real Estate Association.

REALTOR®

This REALTOR.ca listing content is owned and licensed by REALTOR® members of the Canadian Real Estate Association. This property for sale is located at 44 HEAD STREET in Oakville Ontario. It was last modified on June 26th, 2025. Contact Prashanth Prabakaran to schedule a viewing or to discover other Oakville homes for sale.

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