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    Home Oakville CO Central 44 Head Street 40764298
    Single Family Residence for sale at 44 Head Street, Oakville, ON, L6K 1L5 - CO Central - MLS: 40764298
    Single Family Residence for sale at 44 Head Street, Oakville, ON, L6K 1L5 - CO Central - MLS: 40764298
    Single Family Residence for sale at 44 Head Street, Oakville, ON, L6K 1L5 - CO Central - MLS: 40764298
    Single Family Residence for sale at 44 Head Street, Oakville, ON, L6K 1L5 - CO Central - MLS: 40764298
    Single Family Residence for sale at 44 Head Street, Oakville, ON, L6K 1L5 - CO Central - MLS: 40764298
    Single Family Residence for sale at 44 Head Street, Oakville, ON, L6K 1L5 - CO Central - MLS: 40764298
    Single Family Residence for sale at 44 Head Street, Oakville, ON, L6K 1L5 - CO Central - MLS: 40764298
    Single Family Residence for sale at 44 Head Street, Oakville, ON, L6K 1L5 - CO Central - MLS: 40764298
    Single Family Residence for sale at 44 Head Street, Oakville, ON, L6K 1L5 - CO Central - MLS: 40764298
    Single Family Residence for sale at 44 Head Street, Oakville, ON, L6K 1L5 - CO Central - MLS: 40764298
    Single Family Residence for sale at 44 Head Street, Oakville, ON, L6K 1L5 - CO Central - MLS: 40764298
    Single Family Residence for sale at 44 Head Street, Oakville, ON, L6K 1L5 - CO Central - MLS: 40764298
    Single Family Residence for sale at 44 Head Street, Oakville, ON, L6K 1L5 - CO Central - MLS: 40764298
    Single Family Residence for sale at 44 Head Street, Oakville, ON, L6K 1L5 - CO Central - MLS: 40764298
    Single Family Residence for sale at 44 Head Street, Oakville, ON, L6K 1L5 - CO Central - MLS: 40764298
    Single Family Residence for sale at 44 Head Street, Oakville, ON, L6K 1L5 - CO Central - MLS: 40764298
    Single Family Residence for sale at 44 Head Street, Oakville, ON, L6K 1L5 - CO Central - MLS: 40764298
    Single Family Residence for sale at 44 Head Street, Oakville, ON, L6K 1L5 - CO Central - MLS: 40764298
    Single Family Residence for sale at 44 Head Street, Oakville, ON, L6K 1L5 - CO Central - MLS: 40764298
    Single Family Residence for sale at 44 Head Street, Oakville, ON, L6K 1L5 - CO Central - MLS: 40764298
    Single Family Residence for sale at 44 Head Street, Oakville, ON, L6K 1L5 - CO Central - MLS: 40764298
    Single Family Residence for sale at 44 Head Street, Oakville, ON, L6K 1L5 - CO Central - MLS: 40764298
    Single Family Residence for sale at 44 Head Street, Oakville, ON, L6K 1L5 - CO Central - MLS: 40764298
    Single Family Residence for sale at 44 Head Street, Oakville, ON, L6K 1L5 - CO Central - MLS: 40764298
    Single Family Residence for sale at 44 Head Street, Oakville, ON, L6K 1L5 - CO Central - MLS: 40764298
    Single Family Residence for sale at 44 Head Street, Oakville, ON, L6K 1L5 - CO Central - MLS: 40764298
    Single Family Residence for sale at 44 Head Street, Oakville, ON, L6K 1L5 - CO Central - MLS: 40764298
    Single Family Residence for sale at 44 Head Street, Oakville, ON, L6K 1L5 - CO Central - MLS: 40764298
    Single Family Residence for sale at 44 Head Street, Oakville, ON, L6K 1L5 - CO Central - MLS: 40764298
    Single Family Residence for sale at 44 Head Street, Oakville, ON, L6K 1L5 - CO Central - MLS: 40764298
    Single Family Residence for sale at 44 Head Street, Oakville, ON, L6K 1L5 - CO Central - MLS: 40764298
    Single Family Residence for sale at 44 Head Street, Oakville, ON, L6K 1L5 - CO Central - MLS: 40764298
    Single Family Residence for sale at 44 Head Street, Oakville, ON, L6K 1L5 - CO Central - MLS: 40764298
    Single Family Residence for sale at 44 Head Street, Oakville, ON, L6K 1L5 - CO Central - MLS: 40764298
    Single Family Residence for sale at 44 Head Street, Oakville, ON, L6K 1L5 - CO Central - MLS: 40764298
    Single Family Residence for sale at 44 Head Street, Oakville, ON, L6K 1L5 - CO Central - MLS: 40764298
    Single Family Residence for sale at 44 Head Street, Oakville, ON, L6K 1L5 - CO Central - MLS: 40764298
    Single Family Residence for sale at 44 Head Street, Oakville, ON, L6K 1L5 - CO Central - MLS: 40764298
    Single Family Residence for sale at 44 Head Street, Oakville, ON, L6K 1L5 - CO Central - MLS: 40764298
    Single Family Residence for sale at 44 Head Street, Oakville, ON, L6K 1L5 - CO Central - MLS: 40764298
    Single Family Residence for sale at 44 Head Street, Oakville, ON, L6K 1L5 - CO Central - MLS: 40764298
    Single Family Residence for sale at 44 Head Street, Oakville, ON, L6K 1L5 - CO Central - MLS: 40764298
    Single Family Residence for sale at 44 Head Street, Oakville, ON, L6K 1L5 - CO Central - MLS: 40764298
    Single Family Residence for sale at 44 Head Street, Oakville, ON, L6K 1L5 - CO Central - MLS: 40764298
    Single Family Residence for sale at 44 Head Street, Oakville, ON, L6K 1L5 - CO Central - MLS: 40764298
    Single Family Residence for sale at 44 Head Street, Oakville, ON, L6K 1L5 - CO Central - MLS: 40764298
    Single Family Residence for sale at 44 Head Street, Oakville, ON, L6K 1L5 - CO Central - MLS: 40764298
    Single Family Residence for sale at 44 Head Street, Oakville, ON, L6K 1L5 - CO Central - MLS: 40764298
    Single Family Residence for sale at 44 Head Street, Oakville, ON, L6K 1L5 - CO Central - MLS: 40764298
    Single Family Residence for sale at 44 Head Street, Oakville, ON, L6K 1L5 - CO Central - MLS: 40764298
    • new
    • for sale

    44 Head Street

    Oakville, ON, L6K 1L5 - CO Central

    $2,450,000

    • Neighbourhood

      CO Central

    • Major Intersection

    • Listed Since: 24 day(s)

    • Last update: today

    Overview

    • Property Type

      Single Family Residence, Two Story

    • Bedrooms

      3 + 1

    • Bathrooms

      5

    • Basement

      Full, Finished, Sump Pump

    • Kitchen

      n/a

    • Total Parking

      7 (1 null Garage)

    • Lot Size

      40.00x104.33 (Square Feet)

    • Taxes

      $9,999.00 (2025)

    • Type

      Freehold

    Property Description

    Property description for 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 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 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.

    Listed by RE/MAX Aboutowne Realty Corp.

    Property details
    Room details
    Map

    • MLS #

      40764298

    • Sq. Ft

      3198

    • Sq. Ft. Source

      MLS

    • Lot Irregularities

      n/a

    • Year Built

      2010

    • Pool

      n/a

    • Drive

      n/a

    • Garage

      n/a

    • Total Parking

      7

    • Family Room

      n/a

    • Den

      n/a

    • Exterior

      Wood Siding

    • Fireplace

      1

    • Roof

      Asphalt Shing

    • Foundation

      Poured Concrete

    • Elevator

      n/a

    • Water View

      n/a

    • Laundry Level

      n/a

    • Heat

      Forced Air, Natural Gas

    • A/C

      Central Air

    • Water

      Municipal

    • Water Supply

      n/a

    • Sewers

      n/a

    • Central Vac

      Y

    • Great Room

      4.90 x 3.94 ft Main level

      crown moulding, fireplace, french doors

    • Dining Room

      4.90 x 2.74 ft Main level

      crown moulding, french doors, hardwood floor

    • Bathroom

      1.12 x 1.47 ft Main level

      2-Piece

    • Kitchen

      5.44 x 3.94 ft Main level

      crown moulding, hardwood floor

    • Office

      3.89 x 4.50 ft Main level

      crown moulding, french doors, hardwood floor

    • Bedroom Primary

      3.99 x 4.75 ft Second level

      ensuite, walk-in closet

    • Bathroom

      2.51 x 2.82 ft Second level

      4-piece, ensuite, heated floor

    • Bedroom

      4.37 x 3.25 ft Second level

      ensuite, walk-in closet

    • Bedroom

      5.23 x 3.84 ft Second level

      ensuite, walk-in closet

    • Bathroom

      1.83 x 2.11 ft Second level

      3-piece, ensuite, heated floor

    • Bathroom

      2.46 x 1.52 ft Second level

      4-piece, ensuite, heated floor

    • Recreation Room

      5.23 x 5.69 ft Lower level

    • Bedroom

      6.32 x 4.42 ft Lower level

    • Bathroom

      1.45 x 3.10 ft Lower level

      3-Piece

    • Laundry

      2.62 x 3.05 ft Lower level

    • MLS #

      40764298

    • Sq. Ft

      3198

    • Sq. Ft. Source

      MLS

    • Lot Irregularities

      n/a

    • Year Built

      2010

    • Pool

      n/a

    • Drive

      n/a

    • Garage

      n/a

    • Total Parking

      7

    • Family Room

      n/a

    • Den

      n/a

    • Exterior

      Wood Siding

    • Fireplace

      1

    • Roof

      Asphalt Shing

    • Foundation

      Poured Concrete

    • Elevator

      n/a

    • Water View

      n/a

    • Laundry Level

      n/a

    • Heat

      Forced Air, Natural Gas

    • A/C

      Central Air

    • Water

      Municipal

    • Water Supply

      n/a

    • Sewers

      n/a

    • Central Vac

      Y

    • Great Room

      4.90 x 3.94 ft Main level

      crown moulding, fireplace, french doors

    • Dining Room

      4.90 x 2.74 ft Main level

      crown moulding, french doors, hardwood floor

    • Bathroom

      1.12 x 1.47 ft Main level

      2-Piece

    • Kitchen

      5.44 x 3.94 ft Main level

      crown moulding, hardwood floor

    • Office

      3.89 x 4.50 ft Main level

      crown moulding, french doors, hardwood floor

    • Bedroom Primary

      3.99 x 4.75 ft Second level

      ensuite, walk-in closet

    • Bathroom

      2.51 x 2.82 ft Second level

      4-piece, ensuite, heated floor

    • Bedroom

      4.37 x 3.25 ft Second level

      ensuite, walk-in closet

    • Bedroom

      5.23 x 3.84 ft Second level

      ensuite, walk-in closet

    • Bathroom

      1.83 x 2.11 ft Second level

      3-piece, ensuite, heated floor

    • Bathroom

      2.46 x 1.52 ft Second level

      4-piece, ensuite, heated floor

    • Recreation Room

      5.23 x 5.69 ft Lower level

    • Bedroom

      6.32 x 4.42 ft Lower level

    • Bathroom

      1.45 x 3.10 ft Lower level

      3-Piece

    • Laundry

      2.62 x 3.05 ft Lower level

    Thinking of Selling?

    Find Out Your Home’s Value in Today’s Market!

    No Email or Signup is required to view your home estimate.

    estimate your home value

    Contact Manoj Kukreja

    Sales Representative,
    Century 21 People’s Choice Realty Inc.,
    Brokerage
    (647) 576 - 2100

    Manoj profile avatar

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    Additional information

    Provincial Land Transfer Tax

    Ontario Land Transfer Tax Rebate

    Toronto Land Transfer Tax

    Toronto Land Transfer Tax Rebate

    PST on CMHC Insurance Premium

    Lawyer Fees

    $2,825

    Government Registration Fee's

    $164

    Title Insurance

    Closing Cost Total

    Total Cash flow for purchasing this property

    Provincial Land Transfer Tax

    Ontario Land Transfer Tax Rebate

    Toronto Land Transfer Tax

    Toronto Land Transfer Tax Rebate

    PST on CMHC Insurance Premium

    Lawyer Fees

    $2,825

    Government Registarion Fee's

    $164

    Title Insurance

    Down Payment(%)*

    * A down payment of less than 20% is permitted only for first-time home buyers purchasing their principal residence. The minimum down payment required is 5% for the portion of the purchase price up to $500,000, and 10% for the portion between $500,000 and $1,500,000. For properties priced over $1,500,000, a minimum down payment of 20% is required.

    Thinking of Selling?

    Find Out Your Home’s Value in Today’s Market!

    No Email or Signup is required to view your home estimate.

    estimate your home value

    Contact Manoj Kukreja

    Sales Representative, Century 21 People’s Choice Realty Inc., Brokerage
    (647) 576 - 2100

    Manoj profile avatar

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