








































$2,298,000 - 45 Head Street, Oakville
Detached for Sale in Oakville
112 days on market- MLS Number
- W12806280
- Property Type
- Detached
- Status
- active
- Days on Site
- 112
- Bedrooms
- 4
- Bathrooms
- 4
- Square Feet
- 2,000 - 2,499 sqft
- Neighbourhood
- Oakville
- Lot Size
- 4,123 sqft
- Listing Brokerage
- CENTURY 21 MILLER REAL ESTATE LTD.
Nestled in the heart of downtown Oakville, this exceptional custom-built Cochren home offers an enviable lifestyle just steps from boutiques, fine dining, the marina, cafés, and performing arts venues. With every amenity within walking distance, it perfectly captures the charm and sophistication of downtown Oakville living. Built in 2006 with meticulous attention to detail, the residence showcases timeless finishes and refined craftsmanship throughout. Its exterior reflects the classic architectural character of the neighbourhood, blending seamlessly with its historic surroundings. A covered front porch welcomes you into a warm interior featuring rich hardwood floors and a thoughtful layout. The semi open-concept dining room is ideal for both intimate dinners and elegant entertaining. At the heart of the home, the gourmet kitchen flows into the family room with a cozy fireplace and custom built-ins. Cambria countertops, a centre island with seating for four, premium appliances, and a walk-in pantry combine beauty and function. French doors open to a private rear patio, perfect for summer evenings. A side entrance provides access to the driveway, ample parking, and a garage with extra storage. Upstairs offers three spacious bedrooms and two bathrooms, including a serene principal suite with a walk-in closet and spa-inspired ensuite. The finished lower level adds a fourth bedroom, full bath, and versatile recreation space-ideal for guests, extended family, or a home office.
Estimate your monthly payments for this property
Estimated Payment
$10,164.83/mo
5-yr fixed avg.
Rates shown are estimates based on typical Ontario 5-year fixed rates. Canadian mortgages use semi-annual compounding as required by law. CMHC insurance applies to purchases under $1.5M with less than 20% down. Estimated property tax uses an approximate 0.85% rate. Contact us for current rate options and pre-approval.
Discover Oakville
Oakville is a vibrant community in the Greater Toronto Area, offering excellent amenities, schools, and transportation options. This area is popular with families and professionals seeking a balanced lifestyle with access to urban conveniences and natural spaces.
Why Live in Oakville
- •Convenient location in Oakville
- •Access to local shops and dining
- •Good public transit connections
- •Community parks and green spaces
- •Well-maintained neighbourhoods
Nearby Schools
Transit & Commuting
- •MiWay bus routes throughout the area
- •GO Transit stations within driving distance
- •Easy highway access to 401/403/QEW
- •Walking distance to local amenities
Parks & Amenities
- •Local parks and recreational facilities
- •Community centres
- •Shopping plazas nearby
- •Restaurants and cafes
Lifestyle & Community
Oakville offers a wonderful quality of life with a mix of residential charm and urban convenience. Residents enjoy easy access to schools, parks, and shopping, making it an ideal location for families and professionals alike.
45 Head Street, Oakville
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Monthly Cash Flow Breakdown
Note: These are estimates only. Actual figures may vary based on market conditions, property condition, and other factors. Consult with a financial advisor for personalized advice.

Joe's Thoughts
Honest perspective from 30+ years of GTA real estate experience
Premium Pricing
At $1149/sqft, this property is priced above the Oakville average of $950/sqft. I'd want to see upgraded finishes, premium location, or recent renovations to justify this price point. During our showing, I'll point out exactly what you're paying extra for.
Negotiation Opportunity
At 112 days on site, this property has exceeded the typical selling timeline for Oakville. This creates leverage for buyers. The seller may be motivated by carrying costs, life circumstances, or previous deals falling through. I'd recommend a strategic offer below asking with terms that favour you.
Detached Home Advantages
Detached homes in Oakville are increasingly scarce and valuable. You'll have no shared walls, full control over renovations, and typically stronger appreciation. Consider the lot size and potential for future additions or basement apartment income. Detached homes also offer the most flexibility for growing families.
Family-Friendly Layout
4 bedrooms hits the sweet spot for most families. You'll have room for 2-3 children plus a home office or guest room. This is the most sought-after configuration for families relocating to Oakville. Good resale value as demand remains consistent.
Bathroom Count Matters
With 4 bathrooms, morning routines are much smoother. Multiple bathrooms significantly improve daily livability and are a major selling point for resale. Buyers consistently pay more for adequate bathroom counts - this is a strong feature.
Oakville Premium
Oakville commands premium prices for good reasons: top-rated schools, waterfront access, charming downtown, and affluent community. Homes here hold value exceptionally well during market corrections. The trade-off is higher property taxes and home prices. If schools and lifestyle are priorities, Oakville delivers.