Oakville Family Fin. Basement, Walk to Kerr Village

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 a fully finished basement (1015 sq ft), this remarkable residence offers timeless charm & modern functionality. Inside, 9' ceilings, hardwood floors, crown molding & 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 a 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, downsize rs & families. Don’t miss this opportunity to experience Oakville’s historic charm.

Property Type Single Family

Zoning Description RL8 sp:129

Community Name 1002 - CO Central

Amenities Public Transit

Building Age 6 to 15 years

Building Amenities Fireplace(s)

Building Cooling Type Central air conditioning

Location Description Cross Streets:
Wilson and Rebecca. Directions:
Rebecca St north on Wilson right on Head St.

Parking Space Total 7

Foundation Type Poured Concrete

Building Type House

Ownership Type Freehold

Building.

Stories Total 2

Building Fireplace Present True

Building Fireplace Total 1

Building Heating Type Forced air

Building Heating Fuel Natural gas

Basement Development Finished

Basement Type Full (Finished)

Flooring Type Hardwood

Bedrooms 3+1

Living Area Range 2000 - 2500

Structure Porch,Patio(s)

Acreage 40 x 104.3 Acre

Sewer Sanitary sewer

Exterior Finish Wood

• Views
• New Construction
• Adult 55+
• Lease To Own
• No Strata Fees
• Furnished
• Primary On Main
• Air Conditioning
• Green
• Horse
• Golf
• Fireplace
• Deck
• Garage
• Basement
• Pool