
$3,499,000 - 499 Rebecca Street, Oakville
Single Family Home for Sale in Oakville
- MLS Number
- W12709430
- Property Type
- Single Family Home
- Status
- active
- Days on Market
- 5
- Bedrooms
- 5
- Bathrooms
- 6
- Square Feet
- 3,000 sqft
- City
- Oakville
You will forget everything you know about luxury living in Oakville after visiting this masterpiece. Just walking distance from Lake Ontario, this beautiful detached home on a premium lot offers a level of design, craftsmanship and modern elegance rarely seen in the market. Thoughtfully custom built in 2025 with over 5,000 sq.ft. of refined living space, the residence showcases a striking stone & stucco facade, aluminum windows, metal/flat roofing, and an impressive fluted double-door entry that hints at the sophistication inside. With 10-ft ceiling, engineered white oak floors, designer lighting, LED-lit mono-stringer stairs, limewashed feature walls and expansive windows, every inch of this home radiates warmth and intention. The chef-curated kitchen features natural marble counters, Sub-Zero & Wolf appliances, dual-tone cabinetry, a coffee/pantry room and a showpiece waterfall island-perfect for grand entertaining and daily luxury. The family room's sculpted stone fireplace, integrated speakers and full aluminum bifold doors create a stunning indoor-outdoor flow. Beside the dining area, a beautifully crafted glass-enclosed wine cellar with an aluminum frame adds an unforgettable touch of elegance-an architectural statement that elevates every gathering. Moving upstairs, the second level also features 10-ft ceiling and four spacious bedrooms, each with its own ensuite. The primary retreat impresses with double-door entry, his-and-her walk-in closets with LED-lit custom cabinetry and a spa-inspired ensuite with marble finishes, rain shower, porcelain slab walls, heated towel rack and a standalone tub. The finished 9-ft ceiling lower level enhances lifestyle living with a sauna, home theatre, exercise room, marble-clad wine bar, guest bedroom, luxury bath, and large windows. Located minutes from Appleby College, St. Thomas Aquinas, W.H. Morden School, scenic trails, boutique shopping. this residence delivers an exceptional blend of location and luxury architecture.
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.
499 Rebecca Street, Oakville
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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 25+ years of GTA real estate experience
Premium Pricing
At $1166/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.
Just Listed - Act Strategically
This property hit the market within the last week. In Oakville's current market, desirable homes often receive multiple offers within 5-7 days. If you're seriously interested, I recommend booking a showing immediately. However, never let urgency override due diligence - we'll still do proper inspections.
Larger Home Realities
At 3,000 sqft, this is a substantial home. Budget approximately $400-600/month more for utilities compared to an average-sized home. Maintenance costs scale with size too - roof, HVAC, and cleaning all cost more. That said, space is a luxury that's hard to add later, and larger homes often have better resale in family-oriented neighbourhoods.
Excellent Flexibility
With 5 bedrooms, you have genuine flexibility. Beyond the master and kids' rooms, you can have a dedicated home office, guest room, hobby space, or even rental income potential. In today's work-from-home era, extra bedrooms add significant value. Properties with 5+ bedrooms are relatively rare in Oakville.
Bathroom Count Matters
With 6 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.