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Copyright © 2026 The Canadian Home Realty Inc.
  • Ontario
  • Oakville
  • 1002 - CO Central
  • 44 Head Street
44-head-street-oakville-ontario-40823865
44-head-street-oakville-ontario-40823865
44-head-street-oakville-ontario-40823865
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  • For SaleAdded in Apr 2026
  • Detached

44 Head Street

Oakville, 1002 - CO Central
  • 3 + 1 Bedrooms
  • 5 Bathrooms
  • 1 Garage
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Listed for: $2,299,000
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Room Details of 44 Head Street, Oakville

FloorBedroomsBathrooms
Basement11
Ground*1
Second33
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Key Facts About 44 Head Street, Oakville

  • Tax$9,999 / 2025
  • Property TypeResidential
  • Building TypeSingle Family Residence
  • Property AttachedDetached
  • Building Age2010
  • Size2183 feet²
  • Lot Size40.00 x 104.33 feet
  • Parking1 garage, 6 parking
  • BasementFull, Finished, Sump Pump
  • Listing #40823865
  • Data SourceITSO
  • Days on Market54
  • Listed On25/04/2026
  • Updated On14/06/2026
  • Market Demand
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Description

Welcome to 44 Head St—an exceptional residence in the heart of Oakville—just steps to Kerr Village, downtown boutiques, cafés & the lakefront. Here, vibrant walkability meets peaceful, tree-lined charm. Offering nearly 2,200 sq ft above grade + a fully finished 1,015 sq ft lower level, this timeless home blends character with modern comfort. Set behind manicured gardens, dark slate wood siding & crisp white trim frame a welcoming front porch—perfect for morning coffee or evening wine. Inside, 9' ceilings, hardwood floors, crown moulding & high

Property Details of 44 Head Street, Oakville

Property

  • Property TypeDetached, Detached
  • Fronting OnSouth
  • Community1002 - CO Central
  • MunicipalityOakville

Inside

  • Bedrooms3
  • Bathrooms5
  • BasementFull, Finished, Sump Pump
  • Kitchen1
  • Rooms15
  • FireplaceY
  • AppliancesGarborator, Dishwasher, Dryer, Gas Oven/Range, Microwave, Ra...View More
  • Appliances IncludedCentral Vac,Dishwasher,Dryer,Garage Door Opener,Gas Oven/Ran...View More

Utilities

  • WaterMunicipal
  • CoolingCentral Air
  • Heating TypeForced Air, Natural Gas

Building

  • Size2183 feet²
  • Exterior FeatureLandscaped
  • RoofAsphalt Shing
  • ConstructionWood Siding
  • Foundation TypePoured Concrete
  • Building Age2010

Parking

  • Drive WayPrivate Drive Single Wide
  • Garage TypeDetached Garage, Garage Door Opener, Asphalt
  • Garage1
  • Parking Places6
  • Total Parking Places7

Land

  • Frontage40.00
  • Depth104.33
  • ZoningRL8 sp:129
  • Lot Size40.00 x 104.33 feet
  • Lot Size CodeSquare Feet
  • TopographyFlat
  • Acreage< 0.5
  • Cross StreetRebecca and Chisholm

Features

  • Central VacuumY
  • Auto Garage Door Remote(s)Y
  • Built-In AppliancesY

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Rooms

Recreation Room (5.23X5.69X2.79 metre)
Level: Lower
Bedroom (6.32X4.42X2.74 metre)
Level: Lower
Laundry (2.62X3.05X2.77 metre)
Level: Lower
Bathroom (1.45X3.1X2.79 metre)
Level: Lower
Dining Room (4.9X2.74X2.74 metre)
Level: Main
Bedroom (5.23X3.84X2.57 metre)
Level: Second
Bathroom (2.51X2.82X2.57 metre)
Level: Second
Office (3.89X4.5X2.74 metre)
Level: Main
Bathroom (1.12X1.47X2.74 metre)
Level: Main
Bathroom (1.83X2.11X2.57 metre)
Level: Second
Great Room (4.9X3.94X2.74 metre)
Level: Main
Bedroom (4.37X3.25X2.57 metre)
Level: Second
Bathroom (2.46X1.52X2.57 metre)
Level: Second
Bedroom Primary (3.99X4.75X2.57 metre)
Level: Second
Kitchen (5.44X3.94X2.74 metre)
Level: Main

Expense Breakdown

Monthly Mortgage Payment

$0/monthly

30 Year , 3.99% interest

Cash Expenditure for Home Purchase

$1,000

  • Downpayment
    $0
  • PST on Mortgage Insurance
    $0
  • Land Transfer Tax
    $0
  • Lawyer Fees
    $1,000
  • Title Insurance
    $0

Monthly Expenses After Home Purchase

$569

  • Mortgage Payment
    $0
  • Property Insurance
    $50
  • Property Tax
    $250
  • Phone
    $40
  • Monthly debt payments
    $0
  • Cable
    $60
  • Utilities
    $124
  • Internet
    $45
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Data is provided courtesy of ITSO © 2021 ITSO ( https://www.itsosystems.ca ) The information provided herein must only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate and may not be used for any commercial purpose or any other purpose. Information deemed reliable but not guaranteed.

Copyright:© The Canadian Home Realty Inc. All rights reserved. The Canadian Home Realty Inc is a registered real estate brokerage.

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About 44 Head Street, Oakville

It is a 3 + 1 bedroom, 5 bathroom, Single Family Residence property located at 1002 - CO Central. 44 Head Street, Oakville lies on 40.00 x 104.33 feet lot. This Single Family Residence house in Oakville has Recreation Room,Bedroom,Laundry,Bathroom,Dining Room,Bedroom,Bathroom,Office,Bathroom,Bathroom,Great Room,Bedroom,Bathroom,Bedroom Primary,Kitchen in main level. This house in 1002 - CO Central have 3 bedrooms and 3 bathrooms in Second level. Forced Air, Natural Gas heating systems are used in heating/cooling systems for 44 Head Street, Oakville. This property which is located in Head Street does not have a pool. This property located in 1 - Oakville have a fire place. This Residential property in Oakville also has Central Vacuum, Auto Garage Door Remote(s), Built-In Appliances.

FAQs About 44 Head Street, Oakville

How many bathrooms does this property have?

This property features 5 bathroom(s) and 3 bedroom(s).

Does this 3 bedroom property have additional bedrooms or a den?

This Detached property includes 1 additional bedrooms.

What is the square footage (sqft) of this Detached property?

The total square footage of this Detached 3 bed property in Oakville is 2183.

How many parking spaces are available with this property?

44 Head Street boasts 6 convenient parking spaces.

How many cars can be parked in the garage of 44 Head Street?

This property features a garage with space for 1 cars.

What type of garage does this property have?

This property includes an Detached Garage, Garage Door Opener, Asphalt garage with space for 1 cars.

Does this property have a basement?

Yes, this property has a basement.

What type of basement is it?

This property features Full, Finished, Sump Pump basement.

Does this property have a swimming pool?

It is not specified whether this property has a swimming pool.

Does this property have a fireplace?

A fireplace is available in this property.

How many kitchens does this property have?

This property includes 1 kitchen(s).

Is there a maintenance fee associated with this property?

Information about the maintenance fee is not available.

Is this property furnished?

Information about whether this property is furnished is not available.

What type of heating system is in place?

The heating system in place is a Forced Air, Natural Gas.

What utilities are available for this property?

Information about utilities is not available.

School Rating for 44 Head Street, Oakville

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Listing History

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